|
inhibition of Bacillus cereus was measured by zone diameter
|
Bacillus cereus
|
13.0
mm
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Screening of antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series: a structure-activity evaluation study.
Year : 2004
Volume : 14
Issue : 23
First Page : 5831
Last Page : 5833
Authors : Ferreira IC, Calhelha RC, Estevinho LM, Queiroz MJ.
Abstract : Gram positive (Bacillus cereus, B. subtilis), Gram negative (Pseudomonas aeruginosa, Escherichia coli) bacteria, and Candida albicans as a representative of fungi were used for screening the in vitro antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series bearing different substituents, synthesized by us using the palladium-catalyzed C-N coupling methodology. The minimal inhibitory concentration (MIC) and structure-activity relationships (SARs) were evaluated.
|
inhibition of Escherichia coli was measured by zone diameter
|
Escherichia coli
|
15.0
mm
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Screening of antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series: a structure-activity evaluation study.
Year : 2004
Volume : 14
Issue : 23
First Page : 5831
Last Page : 5833
Authors : Ferreira IC, Calhelha RC, Estevinho LM, Queiroz MJ.
Abstract : Gram positive (Bacillus cereus, B. subtilis), Gram negative (Pseudomonas aeruginosa, Escherichia coli) bacteria, and Candida albicans as a representative of fungi were used for screening the in vitro antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series bearing different substituents, synthesized by us using the palladium-catalyzed C-N coupling methodology. The minimal inhibitory concentration (MIC) and structure-activity relationships (SARs) were evaluated.
|
inhibition of Bacillus subtilis was measured by zone diameter
|
Bacillus subtilis
|
10.0
mm
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Screening of antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series: a structure-activity evaluation study.
Year : 2004
Volume : 14
Issue : 23
First Page : 5831
Last Page : 5833
Authors : Ferreira IC, Calhelha RC, Estevinho LM, Queiroz MJ.
Abstract : Gram positive (Bacillus cereus, B. subtilis), Gram negative (Pseudomonas aeruginosa, Escherichia coli) bacteria, and Candida albicans as a representative of fungi were used for screening the in vitro antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series bearing different substituents, synthesized by us using the palladium-catalyzed C-N coupling methodology. The minimal inhibitory concentration (MIC) and structure-activity relationships (SARs) were evaluated.
|
inhibition of Pseudomonas aeruginosa was measured by zone diameter
|
Pseudomonas aeruginosa
|
12.0
mm
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Screening of antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series: a structure-activity evaluation study.
Year : 2004
Volume : 14
Issue : 23
First Page : 5831
Last Page : 5833
Authors : Ferreira IC, Calhelha RC, Estevinho LM, Queiroz MJ.
Abstract : Gram positive (Bacillus cereus, B. subtilis), Gram negative (Pseudomonas aeruginosa, Escherichia coli) bacteria, and Candida albicans as a representative of fungi were used for screening the in vitro antimicrobial activity of diarylamines in the 2,3,5-trimethylbenzo[b]thiophene series bearing different substituents, synthesized by us using the palladium-catalyzed C-N coupling methodology. The minimal inhibitory concentration (MIC) and structure-activity relationships (SARs) were evaluated.
|
Antibacterial activity against Staphylococcus aureus by broth microdilution technique
|
Staphylococcus aureus
|
0.74
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
Year : 2006
Volume : 16
Issue : 22
First Page : 5883
Last Page : 5887
Authors : Tandon VK, Maurya HK, Yadav DB, Tripathi A, Kumar M, Shukla PK.
Abstract : A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
|
Antibacterial activity against Streptococcus faecalis by broth microdilution technique
|
Enterococcus faecalis
|
0.01
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
Year : 2006
Volume : 16
Issue : 22
First Page : 5883
Last Page : 5887
Authors : Tandon VK, Maurya HK, Yadav DB, Tripathi A, Kumar M, Shukla PK.
Abstract : A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
|
Antibacterial activity against Klebsiella pneumoniae by broth microdilution technique
|
Klebsiella pneumoniae
|
0.08
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
Year : 2006
Volume : 16
Issue : 22
First Page : 5883
Last Page : 5887
Authors : Tandon VK, Maurya HK, Yadav DB, Tripathi A, Kumar M, Shukla PK.
Abstract : A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
|
Antibacterial activity against Escherichia coli by broth microdilution technique
|
Escherichia coli
|
0.01
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
Year : 2006
Volume : 16
Issue : 22
First Page : 5883
Last Page : 5887
Authors : Tandon VK, Maurya HK, Yadav DB, Tripathi A, Kumar M, Shukla PK.
Abstract : A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
|
Antibacterial activity against Pseudomonas aeruginosa by broth microdilution technique
|
Pseudomonas aeruginosa
|
48.74
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Naphtho[2,3-b][1,4]-thiazine-5,10-diones and 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thioalkanoate derivatives: synthesis and biological evaluation as potential antibacterial and antifungal agents.
Year : 2006
Volume : 16
Issue : 22
First Page : 5883
Last Page : 5887
Authors : Tandon VK, Maurya HK, Yadav DB, Tripathi A, Kumar M, Shukla PK.
Abstract : A series of 3-substituted-1,4-dioxo-1,4-dihydronaphthalen-2-yl-thio-alkanoate derivatives 3-21 and naphtho[2,3-b][1,4]-thiazine-5,10-diones 24 were synthesized and evaluated for their antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results show that the compound 24a exhibited better antibacterial activity than Gentamycin in vitro against Staphylococcus aureus. In addition 24a also imparted marked antifungal activity in vitro against Cryptococcus neoformans, Sporothrix schenckii, and Trichophyton mentagraphytes when compared with Fluconazole. Compounds 15, 18, 19, and 21 also exhibited significant antibacterial activity in vitro against S. aureus.
|
Antibacterial activity against Staphylococcus aureus ATCC 25923 at 200 mg/mL after 24 hrs by disc diffusion method
|
Staphylococcus aureus
|
16.0
mm
|
|
Journal : Bioorg. Med. Chem.
Title : Identification of antibacterial and antiviral activities of novel fused 1,2,4-triazine esters.
Year : 2007
Volume : 15
Issue : 16
First Page : 5480
Last Page : 5486
Authors : Sztanke K, Pasternak K, Rajtar B, Sztanke M, Majek M, Polz-Dacewicz M.
Abstract : The in vitro biological activities of novel derivatives of methyl and ethyl 2-(4-oxo-8-aryl-2H-3,4,6,7-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl)acetates (3a, 3d-j) have been evaluated and are reported. The final heterobicycles (3a-j) were obtained from monocyclic 1-aryl-2-hydrazonoimidazolidines (2a-f) by addition and cyclization reaction with fumaric acid esters. In particular, compounds 3d and 3e were found to exhibit comparable antibacterial potencies in vitro as that of ampicillin. Heterobicycles of the 3e, 3g and 3j type were screened for their antiviral activities against the selected viruses' DNA (human adenovirus type 5-Ad-5) and RNA (human enterovirus-Echo-9). Simultaneously, their cytotoxicities towards HEK-293 and GMK cells were established. In particular, heterobicycle 3j, completely non-toxic for GMK cells, was found to exhibit virucidal properties against Echo-9 virus justifying its further investigation as the potential antiviral agent.
|
Antibacterial activity against Staphylococcus epidermidis at 200 mg/mL after 24 hrs by disc diffusion method
|
Staphylococcus epidermidis
|
10.0
mm
|
|
Journal : Bioorg. Med. Chem.
Title : Identification of antibacterial and antiviral activities of novel fused 1,2,4-triazine esters.
Year : 2007
Volume : 15
Issue : 16
First Page : 5480
Last Page : 5486
Authors : Sztanke K, Pasternak K, Rajtar B, Sztanke M, Majek M, Polz-Dacewicz M.
Abstract : The in vitro biological activities of novel derivatives of methyl and ethyl 2-(4-oxo-8-aryl-2H-3,4,6,7-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl)acetates (3a, 3d-j) have been evaluated and are reported. The final heterobicycles (3a-j) were obtained from monocyclic 1-aryl-2-hydrazonoimidazolidines (2a-f) by addition and cyclization reaction with fumaric acid esters. In particular, compounds 3d and 3e were found to exhibit comparable antibacterial potencies in vitro as that of ampicillin. Heterobicycles of the 3e, 3g and 3j type were screened for their antiviral activities against the selected viruses' DNA (human adenovirus type 5-Ad-5) and RNA (human enterovirus-Echo-9). Simultaneously, their cytotoxicities towards HEK-293 and GMK cells were established. In particular, heterobicycle 3j, completely non-toxic for GMK cells, was found to exhibit virucidal properties against Echo-9 virus justifying its further investigation as the potential antiviral agent.
|
Antibacterial activity against Streptococcus pyogenes at 200 mg/mL after 24 hrs by disc diffusion method
|
Streptococcus pyogenes
|
16.0
mm
|
|
Journal : Bioorg. Med. Chem.
Title : Identification of antibacterial and antiviral activities of novel fused 1,2,4-triazine esters.
Year : 2007
Volume : 15
Issue : 16
First Page : 5480
Last Page : 5486
Authors : Sztanke K, Pasternak K, Rajtar B, Sztanke M, Majek M, Polz-Dacewicz M.
Abstract : The in vitro biological activities of novel derivatives of methyl and ethyl 2-(4-oxo-8-aryl-2H-3,4,6,7-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl)acetates (3a, 3d-j) have been evaluated and are reported. The final heterobicycles (3a-j) were obtained from monocyclic 1-aryl-2-hydrazonoimidazolidines (2a-f) by addition and cyclization reaction with fumaric acid esters. In particular, compounds 3d and 3e were found to exhibit comparable antibacterial potencies in vitro as that of ampicillin. Heterobicycles of the 3e, 3g and 3j type were screened for their antiviral activities against the selected viruses' DNA (human adenovirus type 5-Ad-5) and RNA (human enterovirus-Echo-9). Simultaneously, their cytotoxicities towards HEK-293 and GMK cells were established. In particular, heterobicycle 3j, completely non-toxic for GMK cells, was found to exhibit virucidal properties against Echo-9 virus justifying its further investigation as the potential antiviral agent.
|
Antibacterial activity against Escherichia coli ATCC 25922 at 200 mg/mL after 24 hrs by disc diffusion method
|
Escherichia coli
|
16.0
mm
|
|
Journal : Bioorg. Med. Chem.
Title : Identification of antibacterial and antiviral activities of novel fused 1,2,4-triazine esters.
Year : 2007
Volume : 15
Issue : 16
First Page : 5480
Last Page : 5486
Authors : Sztanke K, Pasternak K, Rajtar B, Sztanke M, Majek M, Polz-Dacewicz M.
Abstract : The in vitro biological activities of novel derivatives of methyl and ethyl 2-(4-oxo-8-aryl-2H-3,4,6,7-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl)acetates (3a, 3d-j) have been evaluated and are reported. The final heterobicycles (3a-j) were obtained from monocyclic 1-aryl-2-hydrazonoimidazolidines (2a-f) by addition and cyclization reaction with fumaric acid esters. In particular, compounds 3d and 3e were found to exhibit comparable antibacterial potencies in vitro as that of ampicillin. Heterobicycles of the 3e, 3g and 3j type were screened for their antiviral activities against the selected viruses' DNA (human adenovirus type 5-Ad-5) and RNA (human enterovirus-Echo-9). Simultaneously, their cytotoxicities towards HEK-293 and GMK cells were established. In particular, heterobicycle 3j, completely non-toxic for GMK cells, was found to exhibit virucidal properties against Echo-9 virus justifying its further investigation as the potential antiviral agent.
|
Antimicrobial activity against Escherichia coli NCIM2574 by broth microdilution method
|
Escherichia coli
|
1.0
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis and antimicrobial activity of beta-lactam-bile acid conjugates linked via triazole.
Year : 2008
Volume : 18
Issue : 6
First Page : 2043
Last Page : 2047
Authors : Vatmurge NS, Hazra BG, Pore VS, Shirazi F, Chavan PS, Deshpande MV.
Abstract : Synthesis of novel 1,2,3-triazole-linked beta-lactam-bile acid conjugates 17-24 using 1,3-dipolar cycloaddition reaction of azido beta-lactam and terminal alkyne of bile acids in the presence of Cu(I) catalyst (click chemistry) have been realized. These molecules were evaluated in vitro for their antifungal and antibacterial activities. Most of the compounds exhibited significant antifungal and moderate antibacterial activity against all the tested strains.
|
Antimicrobial activity against Staphylococcus aureus NCIM2122 by broth microdilution method
|
Staphylococcus aureus
|
4.0
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis and antimicrobial activity of beta-lactam-bile acid conjugates linked via triazole.
Year : 2008
Volume : 18
Issue : 6
First Page : 2043
Last Page : 2047
Authors : Vatmurge NS, Hazra BG, Pore VS, Shirazi F, Chavan PS, Deshpande MV.
Abstract : Synthesis of novel 1,2,3-triazole-linked beta-lactam-bile acid conjugates 17-24 using 1,3-dipolar cycloaddition reaction of azido beta-lactam and terminal alkyne of bile acids in the presence of Cu(I) catalyst (click chemistry) have been realized. These molecules were evaluated in vitro for their antifungal and antibacterial activities. Most of the compounds exhibited significant antifungal and moderate antibacterial activity against all the tested strains.
|
Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells at 100 uM by confocal microscopy
|
Homo sapiens
|
20.3
%
|
|
Journal : J. Med. Chem.
Title : Structural requirements for drug inhibition of the liver specific human organic cation transport protein 1.
Year : 2008
Volume : 51
Issue : 19
First Page : 5932
Last Page : 5942
Authors : Ahlin G, Karlsson J, Pedersen JM, Gustavsson L, Larsson R, Matsson P, Norinder U, Bergström CA, Artursson P.
Abstract : The liver-specific organic cation transport protein (OCT1; SLC22A1) transports several cationic drugs including the antidiabetic drug metformin and the anticancer agents oxaliplatin and imatinib. In this study, we explored the chemical space of registered oral drugs with the aim of studying the inhibition pattern of OCT1 and of developing predictive computational models of OCT1 inhibition. In total, 191 structurally diverse compounds were examined in HEK293-OCT1 cells. The assay identified 47 novel inhibitors and confirmed 15 previously known inhibitors. The enrichment of OCT1 inhibitors was seen in several drug classes including antidepressants. High lipophilicity and a positive net charge were found to be the key physicochemical properties for OCT1 inhibition, whereas a high molecular dipole moment and many hydrogen bonds were negatively correlated to OCT1 inhibition. The data were used to generate OPLS-DA models for OCT1 inhibitors; the final model correctly predicted 82% of the inhibitors and 88% of the noninhibitors of the test set.
|
Antibacterial activity against Staphylococcus aureus
|
Staphylococcus aureus
|
0.1
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Antimicrobial selaginellin derivatives from Selaginella pulvinata.
Year : 2010
Volume : 20
Issue : 8
First Page : 2456
Last Page : 2460
Authors : Cao Y, Chen JJ, Tan NH, Oberer L, Wagner T, Wu YP, Zeng GZ, Yan H, Wang Q.
Abstract : Six selaginellin derivatives, including three new analogues selaginellins D-F (1-3), were isolated from the EtOAc extract of the whole plant of Selaginella pulvinata (Hook. et Grev.) Maxim. Their structures were determined on the basis of extensive physical and chemical evidence. Compounds 1 and 4 demonstrated antifungal activities against Candida albicans; compounds 4-6 exhibited significant antibacterial activity against Staphylococcus aureus.
|
Antibacterial activity against Escherichia coli TP1 harboring pBR322 carrying TEM-1 assessed as inhibition of bacterial growth at 4096 ug/ml after 18 hrs
|
Escherichia coli
|
25.0
%
|
|
Journal : Antimicrob. Agents Chemother.
Title : Fitness trade-offs in blaTEM evolution.
Year : 2008
Volume : 52
Issue : 7
First Page : 2340
Last Page : 2345
Authors : Mroczkowska JE, Barlow M.
Abstract : bla(TEM-1) expression results in penicillin resistance, whereas expression of many bla(TEM-1) descendants, called extended-spectrum beta-lactamases (ESBLs), results simultaneously in resistance to penicillins and extended-spectrum cephalosporins. Despite the expanded resistance phenotypes conferred by many ESBLs, bla(TEM-1) is still the most abundant bla(TEM) allele in many microbial populations. This study examines the fitness effects of the two amino acid substitutions, R164S and E240K, that have occurred repeatedly among ESBL bla(TEM-1) descendants. Using a single-nucleotide polymorphism-specific real-time quantitative PCR method, we analyzed the fitness of strains expressing bla(TEM-1), bla(TEM-10), and bla(TEM-12). Our results show that bacteria expressing the ancestral bla(TEM-1) allele have a fitness advantage over those expressing either bla(TEM-10) or bla(TEM-12) when exposed to ampicillin. This observation, combined with the fact that penicillins are the most prevalent antimicrobials prescribed worldwide, may explain why bla(TEM-1) has persisted as the most frequently encountered bla(TEM) allele in bacterial populations.
|
Antibacterial activity against Escherichia coli TP1 harboring pBR322 carrying TEM-10 assessed as inhibition of bacterial growth at 4096 ug/ml after 18 hrs
|
Escherichia coli
|
78.0
%
|
|
Journal : Antimicrob. Agents Chemother.
Title : Fitness trade-offs in blaTEM evolution.
Year : 2008
Volume : 52
Issue : 7
First Page : 2340
Last Page : 2345
Authors : Mroczkowska JE, Barlow M.
Abstract : bla(TEM-1) expression results in penicillin resistance, whereas expression of many bla(TEM-1) descendants, called extended-spectrum beta-lactamases (ESBLs), results simultaneously in resistance to penicillins and extended-spectrum cephalosporins. Despite the expanded resistance phenotypes conferred by many ESBLs, bla(TEM-1) is still the most abundant bla(TEM) allele in many microbial populations. This study examines the fitness effects of the two amino acid substitutions, R164S and E240K, that have occurred repeatedly among ESBL bla(TEM-1) descendants. Using a single-nucleotide polymorphism-specific real-time quantitative PCR method, we analyzed the fitness of strains expressing bla(TEM-1), bla(TEM-10), and bla(TEM-12). Our results show that bacteria expressing the ancestral bla(TEM-1) allele have a fitness advantage over those expressing either bla(TEM-10) or bla(TEM-12) when exposed to ampicillin. This observation, combined with the fact that penicillins are the most prevalent antimicrobials prescribed worldwide, may explain why bla(TEM-1) has persisted as the most frequently encountered bla(TEM) allele in bacterial populations.
|
Antibacterial activity against Escherichia coli TP1 harboring pBR322 carrying TEM-12 assessed as inhibition of bacterial growth at 4096 ug/ml after 18 hrs
|
Escherichia coli
|
36.0
%
|
|
Journal : Antimicrob. Agents Chemother.
Title : Fitness trade-offs in blaTEM evolution.
Year : 2008
Volume : 52
Issue : 7
First Page : 2340
Last Page : 2345
Authors : Mroczkowska JE, Barlow M.
Abstract : bla(TEM-1) expression results in penicillin resistance, whereas expression of many bla(TEM-1) descendants, called extended-spectrum beta-lactamases (ESBLs), results simultaneously in resistance to penicillins and extended-spectrum cephalosporins. Despite the expanded resistance phenotypes conferred by many ESBLs, bla(TEM-1) is still the most abundant bla(TEM) allele in many microbial populations. This study examines the fitness effects of the two amino acid substitutions, R164S and E240K, that have occurred repeatedly among ESBL bla(TEM-1) descendants. Using a single-nucleotide polymorphism-specific real-time quantitative PCR method, we analyzed the fitness of strains expressing bla(TEM-1), bla(TEM-10), and bla(TEM-12). Our results show that bacteria expressing the ancestral bla(TEM-1) allele have a fitness advantage over those expressing either bla(TEM-10) or bla(TEM-12) when exposed to ampicillin. This observation, combined with the fact that penicillins are the most prevalent antimicrobials prescribed worldwide, may explain why bla(TEM-1) has persisted as the most frequently encountered bla(TEM) allele in bacterial populations.
|
Bactericidal activity against Escherichia coli ATCC 25922 assessed as eradication of pre-formed biofilm at 50 times MIC after 24 hrs
|
Escherichia coli
|
10.0
%
|
|
Journal : Antimicrob. Agents Chemother.
Title : Effect of DNase and antibiotics on biofilm characteristics.
Year : 2009
Volume : 53
Issue : 3
First Page : 1204
Last Page : 1209
Authors : Tetz GV, Artemenko NK, Tetz VV.
Abstract : The role of extracellular DNA in the maintenance of biofilms formed by gram-positive and gram-negative bacteria was studied. This study evaluated all the bacterial strains that were tested for the presence of extracellular DNA with an average size of 30 kb in the matrix. Our results indicate changes in community biomass, architecture, morphology, and the numbers of CFU in the presence of DNase. This effect seems to be common to biofilms established by various unrelated gram-positive and gram-negative bacteria. The cleavage of extracellular DNA leads to the formation of an altered biofilm that permits the increased penetration of antibiotics. Thus, the addition of DNase enhances the effect of antibiotics, resulting in decreased biofilm biomass and numbers of CFU.
|
Bactericidal activity against Pseudomonas aeruginosa ATCC 27853 assessed as eradication of pre-formed biofilm at 50 times MIC after 24 hrs
|
Pseudomonas aeruginosa
|
10.0
%
|
|
Journal : Antimicrob. Agents Chemother.
Title : Effect of DNase and antibiotics on biofilm characteristics.
Year : 2009
Volume : 53
Issue : 3
First Page : 1204
Last Page : 1209
Authors : Tetz GV, Artemenko NK, Tetz VV.
Abstract : The role of extracellular DNA in the maintenance of biofilms formed by gram-positive and gram-negative bacteria was studied. This study evaluated all the bacterial strains that were tested for the presence of extracellular DNA with an average size of 30 kb in the matrix. Our results indicate changes in community biomass, architecture, morphology, and the numbers of CFU in the presence of DNase. This effect seems to be common to biofilms established by various unrelated gram-positive and gram-negative bacteria. The cleavage of extracellular DNA leads to the formation of an altered biofilm that permits the increased penetration of antibiotics. Thus, the addition of DNase enhances the effect of antibiotics, resulting in decreased biofilm biomass and numbers of CFU.
|
Antibacterial activity against Staphylococcus aureus CGMCC 1.24465 after 24 hrs
|
Staphylococcus aureus
|
60.0
nM
|
|
Journal : J. Nat. Prod.
Title : N-hydroxypyridones, phenylhydrazones, and a quinazolinone from Isaria farinosa.
Year : 2011
Volume : 74
Issue : 1
First Page : 32
Last Page : 37
Authors : Ma C, Li Y, Niu S, Zhang H, Liu X, Che Y.
Abstract : New N-hydroxypyridones, militarinones E (1) and F (2), phenylhydrazones, farylhydrazones A (3) and B (4), a quinazolinone, 2-(4-hydroxybenzyl)quinazolin-4(3H)-one (5), and the known militarinones A (6) and B (7) were isolated from cultures of the Cordyceps-colonizing fungus Isaria farinosa. The structures of 1-5 were elucidated by spectroscopic methods, and 3 was confirmed by X-ray crystallography. The absolute configuration of the C-4' secondary alcohol in 1 was deduced via the circular dichroism data of the in situ formed [Rh(2)(OCOCF(3))(4)] complex. Compounds 1 and 6 showed significant cytotoxicity against A549 cells, whereas 7 was active against Staphylococcus aureus, Streptococcus pneumoniae, and Candida albicans.
|
Antimicrobial activity against Branhamella catarrhalis assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Moraxella catarrhalis
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Staphylococcus aureus ATCC 25923 assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Staphylococcus aureus
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Bacillus subtilis ATCC 6633 assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Bacillus subtilis
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Staphylococcus epidermidis ATCC 12228 assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Staphylococcus epidermidis ATCC 12228
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Streptococcus pyogenes assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Streptococcus pyogenes
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Neisseria mucosa assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Neisseria mucosa
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antimicrobial activity against Edwardsiella tarda assessed as growth inhibition at 10 ug/ml by agar dilution method
|
Edwardsiella tarda
|
100.0
%
|
|
Journal : Eur. J. Med. Chem.
Title : Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents.
Year : 2011
Volume : 46
Issue : 2
First Page : 738
Last Page : 742
Authors : Prachayasittikul S, Worachartcheewan A, Nantasenamat C, Chinworrungsee M, Sornsongkhram N, Ruchirawat S, Prachayasittikul V.
Abstract : Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl and aralkyl bromides. The title compounds were 2-(1-butylthio)pyrimidine-4(3H)-one (5a), 2-(2-butylthio)pyrimidine-4(3H)-one (5b), 2-(cyclohexylmethylthio)pyrimidine-4(3H)-one (5c), 2-(benzylthio)pyrimidine-4(3H)-one (5d) and 2-(1-adamantylthio)pyrimidine-4(3H)-one (5e). Bioactivity tests revealed that thiopyrimidines 5a, 5c, 5d and 5e exhibited antimicrobial activity. The thiopyrimidine-4-one (5c) showed complete inhibition against Streptococcus pyogenes and Branhamella catarrhalis as well as antifungal action against Candida albicans. Significantly, the 1-adamantylthiopyrimidine (5e) was shown to be the most potent cytotoxic compound against multidrug-resistant small cell lung cancer (H69AR). Their structure-activity relationships were discussed.
|
Antibacterial activity against Staphylococcus aureus Col CGMCC 1.2465 after 24 hrs by NCCLS M27-A2 method
|
Staphylococcus aureus subsp. aureus COL
|
0.09
ug.mL-1
|
|
Journal : J. Nat. Prod.
Title : Verrucamides A-D, antibacterial cyclopeptides from Myrothecium verrucaria.
Year : 2011
Volume : 74
Issue : 5
First Page : 1111
Last Page : 1116
Authors : Zou X, Niu S, Ren J, Li E, Liu X, Che Y.
Abstract : Four new cyclic tetradecapeptides, verrucamides A-D (1-4), have been isolated from the solid-substrate fermentation culture of the ascomycete fungus Myrothecium verrucaria. The structures of these compounds, each featuring six N-methylated amino acid residues, were elucidated primarily by NMR and MS methods. The absolute configurations of 1-4 were assigned by application of Marfey's method on their acid hydrolysates. Compounds 1-4 showed antimicrobial activity against the Gram-positive bacterium Staphylococcus aureus.
|
Antibacterial activity against Salmonella typhimurium after 18 hrs
|
Salmonella enterica subsp. enterica serovar Typhimurium
|
39.0
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Two novel bioactive glucosinolates from Broccoli (Brassica oleracea L. var. italica) florets.
Year : 2012
Volume : 22
Issue : 17
First Page : 5555
Last Page : 5558
Authors : Survay NS, Kumar B, Jang M, Yoon DY, Jung YS, Yang DC, Park SW.
Abstract : Two novel glucosinolates along with one known glucosinolate were isolated from Broccoli (Brassica oleracea L. var. italica) florets. Their structures were established mainly by 1D ((1)H and (13)C NMR), 2D NMR ((1)H-(1)H COSY, DEPT 135°, HSQC and HMBC), and Tandem MS-MS spectrometric data as 2-mercaptomethyl sulfinyl glucosinolate [(Z)-4-(methylsulfinyl)-N-(sulfooxy)-2-((2'S,3'R,4'S,5'S,6'R)-3',4',5'-trihydroxy-6'(hydroxylmethyl)-2'-mercapto tetrahydro-2H-pyran-2-yl) butane amide] 1, (Z)-1-((2S,5S)-5-hydroxytetra-hydro-2H-pyran-2-ylthio)-2-(1H-indol-3-yl) ethylidene amino sulfate 2 and a known cinnamoyl [6'-O-trans-(4″-hydroxy cinnamoyl)4-(methylsulphinyl)butyl glucosinolate] 3. Compound 1 exhibited scavenging activity against DPPH with an inhibitory concentration IC(50) of 20 mM, whereas compound 3 was a weak antioxidant when compared to the standard quercetin (5 mM) as a positive control. Both the compounds showed a significant and similar antimicrobial activity against Staphylococcus aureus with an IC(50) of <625 μg/mL when compared to antibiotic duricef. Against Salmonella typhimurium the IC(50) of 1 and 3 was determined as <625 μg/mL and <1250 μg/mL, respectively, when compared to ampicillin (IC(50) ≤ 39 μg/mL) as a positive control.
|
TP_TRANSPORTER: inhibition of VACV uptake (VAVC: 20 uM, Ampicillin: 10000 uM) in PEPT1-expressing CHO cells
|
None
|
50.0
%
|
|
Journal : J. Pharmacol. Exp. Ther.
Title : Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line.
Year : 1999
Volume : 289
Issue : 1
First Page : 448
Last Page : 454
Authors : Guo A, Hu P, Balimane PV, Leibach FH, Sinko PJ.
Abstract : The results of previous work performed in our laboratory using an in situ perfusion technique in rats and rabbit apical brush border membrane vesicles have suggested that the intestinal uptake of valacyclovir (VACV) appears to be mediated by multiple membrane transporters. Using these techniques, it is difficult to characterize the transport kinetics of VACV with each individual transporter in the presence of multiple known or unknown transporters. The purpose of this study was to characterize the interaction of VACV and the human intestinal peptide transporter using Chinese hamster ovary (CHO) cells that overexpress the human intestinal peptide transporter (hPEPT1) gene. VACV uptake was significantly greater in CHO cells transfected with hPEPT1 than in cells transfected with only the vector, pcDNA3. The optimum pH for VACV uptake was determined to occur at pH 7.5. Proton cotransport was not observed in hPEPT1/CHO cells, consistent with previously observed results in tissues and Caco-2 cells. VACV uptake was concentration dependent and saturable with a Michaelis-Menten constant and maximum velocity of 1.64 +/- 0.06 mM and 23.34 +/- 0.36 nmol/mg protein/5 min, respectively. A very similar Km value was obtained in hPEPT1/CHO cells and in rat and rabbit tissues and Caco-2 cells, suggesting that hPEPT1 dominates the intestinal transport properties of VACV in vitro. VACV uptake was markedly inhibited by various dipeptides and beta-lactam antibiotics, and Ki values of 12.8 +/- 2.7 and 9.1 +/- 1.2 mM were obtained for Gly-Sar and cefadroxil at pH 7.5, respectively. The present results demonstrate that VACV is a substrate for the human intestinal peptide transporter in hPEPT1/CHO cells and that although transport is pH dependent, proton cotransport is not apparent. Also, the results demonstrate that the hPEPT1/CHO cell system has use in investigating the transport kinetics of drugs with the human intestinal peptide transporter hPEPT1; however, the extrapolation of these transport properties to the in vivo situation requires further investigation.
|
Antibacterial activity against Staphylococcus aureus
|
Staphylococcus aureus
|
0.04
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Zizimauritic acids A-C, three novel nortriterpenes from Ziziphus mauritiana.
Year : 2012
Volume : 22
Issue : 20
First Page : 6377
Last Page : 6380
Authors : Ji CJ, Zeng GZ, Han J, He WJ, Zhang YM, Tan NH.
Abstract : Zizimauritic acids A-C (1-3), three novel nortriterpenes with a unique A-nor-E-seco spiro-lactone ceanothane-type triterpene skeleton, together with 3 known triterpenes ceanothenic acid (4), betulinic acid (5), and ceanothic acid (6), were isolated from the roots of Ziziphus mauritiana. Compounds 1-4 showed cytotoxicities with the IC(50) values ranging from 5.05 to 11.94 μg/ml, and compounds 1 and 3 showed an inhibitory effect on the growth of Staphylococcus aureus with the IC(50) values 2.17 and 12.79 μg/ml. A plausible biosynthetic pathway of compounds 1-3 was proposed.
|
Antimicrobial activity against Streptococcus pneumoniae by microplate reader analysis
|
Streptococcus pneumoniae
|
0.38
ug.mL-1
|
|
Journal : Bioorg. Med. Chem.
Title : Purpuroines A-J, halogenated alkaloids from the sponge Iotrochota purpurea with antibiotic activity and regulation of tyrosine kinases.
Year : 2012
Volume : 20
Issue : 24
First Page : 6924
Last Page : 6928
Authors : Shen S, Liu D, Wei C, Proksch P, Lin W.
Abstract : Ten new halogenated alkaloids named purpuroines A-J (1-10), and a known analogue (11), were isolated from the marine sponge Iotrochota purpurea. Their structures were elucidated by extensive spectroscopic (IR, MS, 1D and 2D NMR) data analyses. The inhibitory activity of some compounds against a panel of human disease related fungi and bacteria are evaluated. Bioassay for the regulation of tyrosine kinases revealed compounds 1 and 4 possessing selective inhibition against the kinase LCK. Primary structure-activity relationship is discussed.
|
Antibacterial activity against Enterococcus faecalis ATCC 29212 at 10 ug/ml after 16 hrs
|
Enterococcus faecalis ATCC 29212
|
66.0
%
|
|
Journal : J. Nat. Prod.
Title : Hytramycins V and I, anti-Mycobacterium tuberculosis hexapeptides from a Streptomyces hygroscopicus strain.
Year : 2013
Volume : 76
Issue : 11
First Page : 2009
Last Page : 2018
Authors : Cai G, Napolitano JG, McAlpine JB, Wang Y, Jaki BU, Suh JW, Yang SH, Lee IA, Franzblau SG, Pauli GF, Cho S.
Abstract : Thirty-five thousand actinomycete extracts were screened for anti-Mycobacterium tuberculosis (M. tb) activity, followed by C18 cartridge fractionation of 37 prioritized extracts. Based on MICs against replicating and nonreplicating M. tb, and IC50 values against Vero cells to generate selectivity indices, seven fractions from seven different strains were selected for further examination. When cultured in G.S.S. media and extracted with ethyl acetate, the Streptomyces hygroscopicus strain ECUM 14046 yielded an extract with promising anti-M. tb activity and a well-defined chromatographic profile. Fractionation by preparative HPLC and subsequent structure elucidation of two active fractions using 1D- and 2D-NMR and MS methods revealed the presence of two cyclohexapeptides, hytramycins V and I, each containing three unusual piperazic acid moieties. The use of (1)H iterative full spin analysis (HiFSA) on both hytramycins confirmed that quantum mechanics-simulated spectra match the experimental data, and all J(H,H) and δH values are consistent with the proposed structures. The absolute configuration of each amino acid moiety was determined by Marfey's method. The MICs against replicating and, more importantly, nonreplicating M. tb fall into the range of some existing second-line anti-TB drugs, such as streptomycin and capreomycin, respectively. The activities were maintained against M. tb strains that represent the major global clades, as well as H37Rv-isogenic strains that are resistant to individual clinical anti-TB drugs.
|
Antibacterial activity against Escherichia coli NCIM 2688 after 8 hrs
|
Escherichia coli
|
0.086
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1776
Last Page : 1783
Authors : Desai NC, Somani H, Trivedi A, Bhatt K, Nawale L, Khedkar VM, Jha PC, Sarkar D.
Abstract : A series of indole and pyridine based 1,3,4-oxadiazole derivatives 5a-t were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG both in active and dormant state. Compounds 5b, 5e, 5g and 5q exhibited very good antitubercular activity. All the newly synthesized compounds 5a-t were further evaluated for anti-proliferative activity against HeLa, A549 and PANC-1 cell lines using modified MTT assay and found to be noncytotoxic. On the basis of cytotoxicity and MIC values against Mycobacterium bovis BCG, selectivity index (SI) of most active compounds 5b, 5e, 5g and 5q was calculated (SI=GI50/MIC) in active and dormant state. Compounds 5b, 5e and 5g demonstrated SI values ⩾10 against all three cell lines and were found to safe for advance screening. Compounds 5a-t were further screened for their antibacterial activity against four bacteria strains to assess their selectivity towards MTB. In addition, the molecular docking studies revealed the binding modes of these compounds in active site of enoyl reductase (InhA), which in turn helped to establish a structural basis of inhibition of mycobacteria. The potency, low cytotoxicity and selectivity of these compounds make them valid lead compounds for further optimization.
|
Antibacterial activity against Pseudomonas fluorescens NCIM 2036 after 8 hrs
|
Pseudomonas fluorescens
|
1.87
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1776
Last Page : 1783
Authors : Desai NC, Somani H, Trivedi A, Bhatt K, Nawale L, Khedkar VM, Jha PC, Sarkar D.
Abstract : A series of indole and pyridine based 1,3,4-oxadiazole derivatives 5a-t were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG both in active and dormant state. Compounds 5b, 5e, 5g and 5q exhibited very good antitubercular activity. All the newly synthesized compounds 5a-t were further evaluated for anti-proliferative activity against HeLa, A549 and PANC-1 cell lines using modified MTT assay and found to be noncytotoxic. On the basis of cytotoxicity and MIC values against Mycobacterium bovis BCG, selectivity index (SI) of most active compounds 5b, 5e, 5g and 5q was calculated (SI=GI50/MIC) in active and dormant state. Compounds 5b, 5e and 5g demonstrated SI values ⩾10 against all three cell lines and were found to safe for advance screening. Compounds 5a-t were further screened for their antibacterial activity against four bacteria strains to assess their selectivity towards MTB. In addition, the molecular docking studies revealed the binding modes of these compounds in active site of enoyl reductase (InhA), which in turn helped to establish a structural basis of inhibition of mycobacteria. The potency, low cytotoxicity and selectivity of these compounds make them valid lead compounds for further optimization.
|
Antibacterial activity against Staphylococcus aureus NCIM 2010 after 12 hrs
|
Staphylococcus aureus
|
0.42
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1776
Last Page : 1783
Authors : Desai NC, Somani H, Trivedi A, Bhatt K, Nawale L, Khedkar VM, Jha PC, Sarkar D.
Abstract : A series of indole and pyridine based 1,3,4-oxadiazole derivatives 5a-t were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG both in active and dormant state. Compounds 5b, 5e, 5g and 5q exhibited very good antitubercular activity. All the newly synthesized compounds 5a-t were further evaluated for anti-proliferative activity against HeLa, A549 and PANC-1 cell lines using modified MTT assay and found to be noncytotoxic. On the basis of cytotoxicity and MIC values against Mycobacterium bovis BCG, selectivity index (SI) of most active compounds 5b, 5e, 5g and 5q was calculated (SI=GI50/MIC) in active and dormant state. Compounds 5b, 5e and 5g demonstrated SI values ⩾10 against all three cell lines and were found to safe for advance screening. Compounds 5a-t were further screened for their antibacterial activity against four bacteria strains to assess their selectivity towards MTB. In addition, the molecular docking studies revealed the binding modes of these compounds in active site of enoyl reductase (InhA), which in turn helped to establish a structural basis of inhibition of mycobacteria. The potency, low cytotoxicity and selectivity of these compounds make them valid lead compounds for further optimization.
|
Antibacterial activity against Bacillus subtilis NCIM 2079 after 12 hrs
|
Bacillus subtilis
|
3.15
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1776
Last Page : 1783
Authors : Desai NC, Somani H, Trivedi A, Bhatt K, Nawale L, Khedkar VM, Jha PC, Sarkar D.
Abstract : A series of indole and pyridine based 1,3,4-oxadiazole derivatives 5a-t were synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG both in active and dormant state. Compounds 5b, 5e, 5g and 5q exhibited very good antitubercular activity. All the newly synthesized compounds 5a-t were further evaluated for anti-proliferative activity against HeLa, A549 and PANC-1 cell lines using modified MTT assay and found to be noncytotoxic. On the basis of cytotoxicity and MIC values against Mycobacterium bovis BCG, selectivity index (SI) of most active compounds 5b, 5e, 5g and 5q was calculated (SI=GI50/MIC) in active and dormant state. Compounds 5b, 5e and 5g demonstrated SI values ⩾10 against all three cell lines and were found to safe for advance screening. Compounds 5a-t were further screened for their antibacterial activity against four bacteria strains to assess their selectivity towards MTB. In addition, the molecular docking studies revealed the binding modes of these compounds in active site of enoyl reductase (InhA), which in turn helped to establish a structural basis of inhibition of mycobacteria. The potency, low cytotoxicity and selectivity of these compounds make them valid lead compounds for further optimization.
|
Antibacterial activity against Escherichia coli after 18 hrs by broth dilution method
|
Escherichia coli
|
1.46
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1704
Last Page : 1708
Authors : Subhedar DD, Shaikh MH, Arkile MA, Yeware A, Sarkar D, Shingate BB.
Abstract : We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized basic 1,3-thiazolidin-4-ones, particularly the compounds 4c, 4d, 4e, 4f, 4h, 4i and 4j displays promising antitubercular activity along with no significant cytotoxicity against the cell lines MCF-7, A549 and HCT-116.
|
Antibacterial activity against Pseudomonas after 18 hrs by broth dilution method
|
Pseudomonas
|
4.36
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1704
Last Page : 1708
Authors : Subhedar DD, Shaikh MH, Arkile MA, Yeware A, Sarkar D, Shingate BB.
Abstract : We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized basic 1,3-thiazolidin-4-ones, particularly the compounds 4c, 4d, 4e, 4f, 4h, 4i and 4j displays promising antitubercular activity along with no significant cytotoxicity against the cell lines MCF-7, A549 and HCT-116.
|
Antibacterial activity against Staphylococcus aureus after 18 hrs by broth dilution method
|
Staphylococcus aureus
|
1.0
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1704
Last Page : 1708
Authors : Subhedar DD, Shaikh MH, Arkile MA, Yeware A, Sarkar D, Shingate BB.
Abstract : We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized basic 1,3-thiazolidin-4-ones, particularly the compounds 4c, 4d, 4e, 4f, 4h, 4i and 4j displays promising antitubercular activity along with no significant cytotoxicity against the cell lines MCF-7, A549 and HCT-116.
|
Antibacterial activity against Bacillus subtilis after 18 hrs by broth dilution method
|
Bacillus subtilis
|
10.32
ug.mL-1
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents.
Year : 2016
Volume : 26
Issue : 7
First Page : 1704
Last Page : 1708
Authors : Subhedar DD, Shaikh MH, Arkile MA, Yeware A, Sarkar D, Shingate BB.
Abstract : We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized basic 1,3-thiazolidin-4-ones, particularly the compounds 4c, 4d, 4e, 4f, 4h, 4i and 4j displays promising antitubercular activity along with no significant cytotoxicity against the cell lines MCF-7, A549 and HCT-116.
|
Antibacterial activity against multidrug resistant Enterococcus faecium NCTC 7171 (ATCC 19434) assessed as reduction in bacterial growth incubated for 6 to 8 hrs
|
Enterococcus faecium
|
630.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : GroEL/ES inhibitors as potential antibiotics.
Year : 2016
Volume : 26
Issue : 13
First Page : 3127
Last Page : 3134
Authors : Abdeen S, Salim N, Mammadova N, Summers CM, Frankson R, Ambrose AJ, Anderson GG, Schultz PG, Horwich AL, Chapman E, Johnson SM.
Abstract : We recently reported results from a high-throughput screening effort that identified 235 inhibitors of the Escherichia coli GroEL/ES chaperonin system [Bioorg. Med. Chem. Lett.2014, 24, 786]. As the GroEL/ES chaperonin system is essential for growth under all conditions, we reasoned that targeting GroEL/ES with small molecule inhibitors could be a viable antibacterial strategy. Extending from our initial screen, we report here the antibacterial activities of 22 GroEL/ES inhibitors against a panel of Gram-positive and Gram-negative bacteria, including E. coli, Bacillus subtilis, Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Enterobacter cloacae. GroEL/ES inhibitors were more effective at blocking the proliferation of Gram-positive bacteria, in particular S. aureus, where lead compounds exhibited antibiotic effects from the low-μM to mid-nM range. While several compounds inhibited the human HSP60/10 refolding cycle, some were able to selectively target the bacterial GroEL/ES system. Despite inhibiting HSP60/10, many compounds exhibited low to no cytotoxicity against human liver and kidney cell lines. Two lead candidates emerged from the panel, compounds 8 and 18, that exhibit >50-fold selectivity for inhibiting S. aureus growth compared to liver or kidney cell cytotoxicity. Compounds 8 and 18 inhibited drug-sensitive and methicillin-resistant S. aureus strains with potencies comparable to vancomycin, daptomycin, and streptomycin, and are promising candidates to explore for validating the GroEL/ES chaperonin system as a viable antibiotic target.
|
Antibacterial activity against multidrug resistant Staphylococcus aureus subsp. aureus Seattle 1945 (ATCC 25923) assessed as reduction in bacterial growth incubated for 6 to 8 hrs
|
Staphylococcus aureus subsp. aureus
|
59.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : GroEL/ES inhibitors as potential antibiotics.
Year : 2016
Volume : 26
Issue : 13
First Page : 3127
Last Page : 3134
Authors : Abdeen S, Salim N, Mammadova N, Summers CM, Frankson R, Ambrose AJ, Anderson GG, Schultz PG, Horwich AL, Chapman E, Johnson SM.
Abstract : We recently reported results from a high-throughput screening effort that identified 235 inhibitors of the Escherichia coli GroEL/ES chaperonin system [Bioorg. Med. Chem. Lett.2014, 24, 786]. As the GroEL/ES chaperonin system is essential for growth under all conditions, we reasoned that targeting GroEL/ES with small molecule inhibitors could be a viable antibacterial strategy. Extending from our initial screen, we report here the antibacterial activities of 22 GroEL/ES inhibitors against a panel of Gram-positive and Gram-negative bacteria, including E. coli, Bacillus subtilis, Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Enterobacter cloacae. GroEL/ES inhibitors were more effective at blocking the proliferation of Gram-positive bacteria, in particular S. aureus, where lead compounds exhibited antibiotic effects from the low-μM to mid-nM range. While several compounds inhibited the human HSP60/10 refolding cycle, some were able to selectively target the bacterial GroEL/ES system. Despite inhibiting HSP60/10, many compounds exhibited low to no cytotoxicity against human liver and kidney cell lines. Two lead candidates emerged from the panel, compounds 8 and 18, that exhibit >50-fold selectivity for inhibiting S. aureus growth compared to liver or kidney cell cytotoxicity. Compounds 8 and 18 inhibited drug-sensitive and methicillin-resistant S. aureus strains with potencies comparable to vancomycin, daptomycin, and streptomycin, and are promising candidates to explore for validating the GroEL/ES chaperonin system as a viable antibiotic target.
|
Antibacterial activity against Escherichia coli NCIM 2688 after 8 hrs by serial dilution method
|
Escherichia coli
|
146.0
nM
|
|
Journal : Eur J Med Chem
Title : Antibacterial and anti-TB tat-peptidomimetics with improved efficacy and half-life.
Year : 2018
Volume : 152
First Page : 358
Last Page : 369
Authors : Bhosle GS, Nawale L, Yeware AM, Sarkar D, Fernandes M.
Abstract : Non-natural antimicrobial peptides are ideal as next-generation antibiotics because of their ability to circumvent the problems of drug resistance and in vivo instability. We report novel all-α- and α,γ-mixed Tat peptide analogues as potential antibacterial and anti-TB agents. These peptides have broad spectrum antibacterial activities against Gram-positive (MICs 0.61 ± 0.03 to 1.35 ± 0.21 μM with the peptide γTatM4) and Gram-negative (MICs 0.71 ± 0.005 to 1.26 ± 0.02 μM with γTatM4) bacteria and are also effective against active and dormant forms of Mycobacterium tuberculosis, including strains that are resistant to rifampicin and isoniazid. The introduction of the non-natural amino acids of the study in the Tat peptide analogues results in increased resistance to degradation by proteolysis, significantly increasing their half-life. The peptides appear to inhibit bacteria by a membrane disruption mechanism, and have only a low cytotoxic effect on mammalian cells.
|
Antibacterial activity against Pseudomonas aeruginosa NCIM 2036 after 8 hrs by serial dilution method
|
Pseudomonas aeruginosa
|
436.0
nM
|
|
Journal : Eur J Med Chem
Title : Antibacterial and anti-TB tat-peptidomimetics with improved efficacy and half-life.
Year : 2018
Volume : 152
First Page : 358
Last Page : 369
Authors : Bhosle GS, Nawale L, Yeware AM, Sarkar D, Fernandes M.
Abstract : Non-natural antimicrobial peptides are ideal as next-generation antibiotics because of their ability to circumvent the problems of drug resistance and in vivo instability. We report novel all-α- and α,γ-mixed Tat peptide analogues as potential antibacterial and anti-TB agents. These peptides have broad spectrum antibacterial activities against Gram-positive (MICs 0.61 ± 0.03 to 1.35 ± 0.21 μM with the peptide γTatM4) and Gram-negative (MICs 0.71 ± 0.005 to 1.26 ± 0.02 μM with γTatM4) bacteria and are also effective against active and dormant forms of Mycobacterium tuberculosis, including strains that are resistant to rifampicin and isoniazid. The introduction of the non-natural amino acids of the study in the Tat peptide analogues results in increased resistance to degradation by proteolysis, significantly increasing their half-life. The peptides appear to inhibit bacteria by a membrane disruption mechanism, and have only a low cytotoxic effect on mammalian cells.
|
Antibacterial activity against Staphylococcus aureus NCIM 2010 after 12 hrs by serial dilution method
|
Staphylococcus aureus
|
100.0
nM
|
|
Journal : Eur J Med Chem
Title : Antibacterial and anti-TB tat-peptidomimetics with improved efficacy and half-life.
Year : 2018
Volume : 152
First Page : 358
Last Page : 369
Authors : Bhosle GS, Nawale L, Yeware AM, Sarkar D, Fernandes M.
Abstract : Non-natural antimicrobial peptides are ideal as next-generation antibiotics because of their ability to circumvent the problems of drug resistance and in vivo instability. We report novel all-α- and α,γ-mixed Tat peptide analogues as potential antibacterial and anti-TB agents. These peptides have broad spectrum antibacterial activities against Gram-positive (MICs 0.61 ± 0.03 to 1.35 ± 0.21 μM with the peptide γTatM4) and Gram-negative (MICs 0.71 ± 0.005 to 1.26 ± 0.02 μM with γTatM4) bacteria and are also effective against active and dormant forms of Mycobacterium tuberculosis, including strains that are resistant to rifampicin and isoniazid. The introduction of the non-natural amino acids of the study in the Tat peptide analogues results in increased resistance to degradation by proteolysis, significantly increasing their half-life. The peptides appear to inhibit bacteria by a membrane disruption mechanism, and have only a low cytotoxic effect on mammalian cells.
|
Antibacterial activity against Bacillus subtilis MTCC 441 by broth microdilution method
|
Bacillus subtilis
|
250.0
ug.mL-1
|
|
Journal : Bioorg Med Chem
Title : Recently reported biological activities of pyrazole compounds.
Year : 2017
Volume : 25
Issue : 21
First Page : 5891
Last Page : 5903
Authors : Faria JV, Vegi PF, Miguita AGC, Dos Santos MS, Boechat N, Bernardino AMR.
Abstract : The pyrazole nucleus is an aromatic azole heterocycle with two adjacent nitrogen atoms. Pyrazole derivatives have exhibited a broad spectrum of biological activities, and approved pyrazole-containing drugs include celecoxib, antipyrine, phenylbutazone, rimonabant, and dipyrone. Many research groups have synthesized and evaluated pyrazoles against several biological agents. This review examines recent publications relating the structures of pyrazoles with their corresponding biological activities.
|
Antibacterial activity against Staphylococcus aureus ATCC 25923 after 6 to 8 hrs by bacterial proliferation assay
|
Staphylococcus aureus
|
190.0
nM
|
|
Journal : J Med Chem
Title : Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus.
Year : 2018
Volume : 61
Issue : 23
First Page : 10651
Last Page : 10664
Authors : Kunkle T, Abdeen S, Salim N, Ray AM, Stevens M, Ambrose AJ, Victorino J, Park Y, Hoang QQ, Chapman E, Johnson SM.
Abstract : We recently reported the identification of a GroEL/ES inhibitor (1, N-(4-(benzo[ d]thiazol-2-ylthio)-3-chlorophenyl)-3,5-dibromo-2-hydroxybenzamide) that exhibited in vitro antibacterial effects against Staphylococcus aureus comparable to vancomycin, an antibiotic of last resort. To follow up, we have synthesized 43 compound 1 analogs to determine the most effective functional groups of the scaffold for inhibiting GroEL/ES and killing bacteria. Our results identified that the benzothiazole and hydroxyl groups are important for inhibiting GroEL/ES-mediated folding functions, with the hydroxyl essential for antibacterial effects. Several analogs exhibited >50-fold selectivity indices between antibacterial efficacy and cytotoxicity to human liver and kidney cells in cell culture. We found that MRSA was not able to easily generate acute resistance to lead inhibitors in a gain-of-resistance assay and that lead inhibitors were able to permeate through established S. aureus biofilms and maintain their bactericidal effects.
|
Antibiofilm activity against Pseudomonas aeruginosa PAO1 assessed as inhibition of biofilm formation at 0.5 times MIC incubated for 24 hrs by crystal violet staining based ELISA method
|
Pseudomonas aeruginosa
|
65.3
%
|
|
Journal : J Nat Prod
Title : Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from Atriplex tatarica against Pseudomonas aeruginosa.
Year : 2019
Volume : 82
Issue : 6
First Page : 1487
Last Page : 1495
Authors : Stanković J, Gođevac D, Tešević V, Dajić-Stevanović Z, Ćirić A, Soković M, Novaković M.
Abstract : A new flavonoid glucoside derivative, patuletin 3 -O-(2- O-feruloyl)-β-d-glucuronopyranosyl-(1→2)-β-d-glucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-d-glucopyranosyl-3 -O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside-30-alolean-12-en-28-oate (2), named atriplexogenin I, β-d-glucopyranosyl-3- O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-d-glucopyranosyl-3 -O-(β-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-α-l-arabinopyranoside)-30-alolean-12-en-28-oate (4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary metabolites, patuletin3 -O-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (5) and patuletin 3 -O-5‴- O-feruloyl-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (6), were isolated for the first time from A. tatarica. The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data. Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed. Compound 5 possesses significant antibacterial activity, while the most potent antibiofilm agent is compound 2.
|
Antibiofilm activity against Pseudomonas aeruginosa PAO1 assessed as inhibition of biofilm formation at 0.25 times MIC incubated for 24 hrs by crystal violet staining based ELISA method
|
Pseudomonas aeruginosa
|
58.9
%
|
|
Journal : J Nat Prod
Title : Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from Atriplex tatarica against Pseudomonas aeruginosa.
Year : 2019
Volume : 82
Issue : 6
First Page : 1487
Last Page : 1495
Authors : Stanković J, Gođevac D, Tešević V, Dajić-Stevanović Z, Ćirić A, Soković M, Novaković M.
Abstract : A new flavonoid glucoside derivative, patuletin 3 -O-(2- O-feruloyl)-β-d-glucuronopyranosyl-(1→2)-β-d-glucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-d-glucopyranosyl-3 -O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside-30-alolean-12-en-28-oate (2), named atriplexogenin I, β-d-glucopyranosyl-3- O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-d-glucopyranosyl-3 -O-(β-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-α-l-arabinopyranoside)-30-alolean-12-en-28-oate (4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary metabolites, patuletin3 -O-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (5) and patuletin 3 -O-5‴- O-feruloyl-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (6), were isolated for the first time from A. tatarica. The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data. Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed. Compound 5 possesses significant antibacterial activity, while the most potent antibiofilm agent is compound 2.
|
Antibiofilm activity against Pseudomonas aeruginosa PAO1 assessed as inhibition of biofilm formation at 0.125 times MIC incubated for 24 hrs by crystal violet staining based ELISA method
|
Pseudomonas aeruginosa
|
85.2
%
|
|
Journal : J Nat Prod
Title : Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from Atriplex tatarica against Pseudomonas aeruginosa.
Year : 2019
Volume : 82
Issue : 6
First Page : 1487
Last Page : 1495
Authors : Stanković J, Gođevac D, Tešević V, Dajić-Stevanović Z, Ćirić A, Soković M, Novaković M.
Abstract : A new flavonoid glucoside derivative, patuletin 3 -O-(2- O-feruloyl)-β-d-glucuronopyranosyl-(1→2)-β-d-glucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-d-glucopyranosyl-3 -O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside-30-alolean-12-en-28-oate (2), named atriplexogenin I, β-d-glucopyranosyl-3- O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-d-glucopyranosyl-3 -O-(β-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-α-l-arabinopyranoside)-30-alolean-12-en-28-oate (4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary metabolites, patuletin3 -O-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (5) and patuletin 3 -O-5‴- O-feruloyl-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (6), were isolated for the first time from A. tatarica. The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data. Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed. Compound 5 possesses significant antibacterial activity, while the most potent antibiofilm agent is compound 2.
|
Antibacterial activity against Bacillus subtilis ATCC 6633 assessed as reduction in microbial growth after incubated for 48 hrs by resazurin dye based assay
|
Bacillus subtilis
|
900.0
nM
|
|
Journal : J Nat Prod
Title : Talauxins: Hybrid Phenalenone Dimers from <i>Talaromyces stipitatus</i>.
Year : 2020
Volume : 83
Issue : 4
First Page : 1051
Last Page : 1060
Authors : Chaudhary NK, Crombie A, Vuong D, Lacey E, Piggott AM, Karuso P.
Abstract : Cultivation and extraction of the fungus <i>Talaromyces stipitatus</i> led to the isolation of five new oxyphenalenone-amino acid hybrids, which were named talauxins E, Q, V, L, and I based on the corresponding one-letter amino acid codes, along with their putative biosynthetic precursor, duclauxin. The rapid reaction of duclauxin with amino acids to produce talauxins was demonstrated in vitro and exploited to generate a small library of natural and unnatural talauxins. Talauxin V was shown to undergo spontaneous elimination of methyl acetate to yield the corresponding neoclauxin scaffold. This process was modeled using density functional theory calculations, revealing a dramatic change in conformation resulting from the <i>syn</i> elimination of methyl acetate.
|
Antibacterial activity against Staphylococcus aureus measured by broth microdilution method
|
Staphylococcus aureus
|
20.0
nM
|
|
|
Antibacterial activity against Bacillus subtilis measured by broth microdilution method
|
Bacillus subtilis
|
300.0
nM
|
|
