|
Concentration required for 50% toxicity in metastatic lung carcinoma (MV522) cells.
|
Homo sapiens
|
4.0
nM
|
|
Journal : J. Med. Chem.
Title : Preparation and biological activity of amino acid and peptide conjugates of antitumor hydroxymethylacylfulvene.
Year : 2000
Volume : 43
Issue : 19
First Page : 3577
Last Page : 3580
Authors : McMorris TC, Yu J, Ngo HT, Wang H, Kelner MJ.
Abstract : The primary hydroxyl group in hydroxymethylacylfulvene, a potent antitumor drug, is readily replaced by thiols including cysteine, N-acetylcysteine, homocysteine, and glutathione. Best yields are obtained when reaction is carried out in the presence of dilute sulfuric acid. A variety of sulfur-containing analogues have been prepared, and their toxicity to tumor cells was examined.
|
Cytotoxicity against HEK293 cells transfected with recombinant AOR by MTT assay
|
None
|
55.0
nM
|
|
Journal : J. Med. Chem.
Title : Investigating the role of stereochemistry in the activity of anticancer acylfulvenes: synthesis, reductase-mediated bioactivation, and cellular toxicity.
Year : 2006
Volume : 49
Issue : 8
First Page : 2593
Last Page : 2599
Authors : Gong J, Neels JF, Yu X, Kensler TW, Peterson LA, Sturla SJ.
Abstract : Acylfulvenes comprise a family of semisynthetic natural product derivatives with potent antitumor activities. Previous studies indicated that acylfulvenes are bioactivated by NADPH-dependent alkenal/one reductase (AOR), presumably generating intermediates with the capacity to alkylate cellular targets, such as DNA, proteins, and glutathione. This process is thought to induce apoptosis, and the chemical and biochemical pathways involved are topics of current investigation. In this study, four acylfulvene analogues were synthesized: (-)-acylfulvene, (+)-acylfulvene, (-)-(hydroxymethyl)acylfulvene, and (+)-(hydroxymethyl)acylfulvene. These compounds were synthesized by a chiral-resolution method, described for the first time in this report, and by asymmetric synthesis using a method formally demonstrated previously. Cell toxicity studies indicate a positive correlation between AOR level and acylfulvene sensitivity. The absolute configuration of acylfulvene analogues has a significant influence on cytotoxicity. (-)-(Hydroxymethyl)acylfulvene is 25 times more potent than (+)-(hydroxymethyl)acylfulvene in cells transfected with an AOR overexpression vector. Based on kinetic parameters, the rates of AOR-mediated activation are more strongly dependent on acylfulvene substitution than on absolute stereochemistry. These data support the role of AOR-mediated metabolism and indicate the involvement of other stereochemically dictated pathways, such as transport and biomolecule binding, in contributing to the cytotoxicity of acylfulvenes.
|
Antitumor activity in MV522 cells assessed as inhibition of DNA synthesis after 2 hrs
|
Homo sapiens
|
110.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis and antitumor activity of amine analogs of irofulven.
Year : 2007
Volume : 17
Issue : 24
First Page : 6770
Last Page : 6772
Authors : McMorris TC, Chimmani R, Gurram M, Staake MD, Kelner MJ.
Abstract : Acylfulvenes, a class of semisynthetic analogs of Illudin S, show high toxicity toward prostate cancer cells. Here we probe the effect of changes in hydrophilic character of the analogs.
|
Antitumor activity in MV522 cells assessed as cell survival after 48 hrs
|
Homo sapiens
|
70.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Synthesis and antitumor activity of amine analogs of irofulven.
Year : 2007
Volume : 17
Issue : 24
First Page : 6770
Last Page : 6772
Authors : McMorris TC, Chimmani R, Gurram M, Staake MD, Kelner MJ.
Abstract : Acylfulvenes, a class of semisynthetic analogs of Illudin S, show high toxicity toward prostate cancer cells. Here we probe the effect of changes in hydrophilic character of the analogs.
|
Cytotoxicity against human HL60 cells after 48 hrs by trypan blue exclusion method
|
Homo sapiens
|
73.0
nM
|
|
Journal : J. Nat. Prod.
Title : (Hydroxymethyl)acylfulvene: an illudin derivative with superior antitumor properties.
Year : 1996
Volume : 59
Issue : 9
First Page : 896
Last Page : 899
Authors : McMorris TC, Kelner MJ, Wang W, Yu J, Estes LA, Taetle R.
Abstract : Reaction of the fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H2SO4 gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.
|
Cytotoxicity against human HL60 cells after 48 hrs by trypan blue exclusion assay
|
Homo sapiens
|
73.0
nM
|
|
Journal : J. Nat. Prod.
Title : Reaction of irofulven with zinc and acid.
Year : 2003
Volume : 66
Issue : 2
First Page : 310
Last Page : 312
Authors : McMorris TC, Moon SS, Kelner MJ.
Abstract : Reaction of antitumor agent irofulven (1) with zinc and acetic acid yielded several new indene derivatives (6, 7, 8, 10) as well as the known indene (9). These all have greatly reduced toxicity to human leukemia (HL60) cells compared to irofulven.
|
Cytotoxicity against human MV522 cells after 48 hrs by trypan blue exclusion assay
|
Homo sapiens
|
170.0
nM
|
|
Journal : J. Med. Chem.
Title : Structure-activity studies of urea, carbamate, and sulfonamide derivatives of acylfulvene.
Year : 2010
Volume : 53
Issue : 3
First Page : 1109
Last Page : 1116
Authors : McMorris TC, Chimmani R, Alisala K, Staake MD, Banda G, Kelner MJ.
Abstract : Illudin S and M (1, 2) are highly toxic sesquiterpenes found in the basidiomycete Omphalotus illudens. Illudins have a low therapeutic index, but acylfulvene derivatives display potent in vivo antitumor activity against a variety of multidrug resistant tumors. The lead acylfulvene (4), irofulven (5), in a randomized phase IIB clinical trial significantly increased overall survival in patients with metastatic hormone-refractory prostate cancer who failed prior treatment with two different standard chemotherapeutic regimens. Irofulven is unique, as the primary allylic hydroxyl group can undergo displacement with a variety of nucleophiles to produce analogues that retain key functional groups required for biological activity including the reactive cyclopropylmethyl carbinol and alpha,beta-unsaturated ketone. As described here, we synthesized a variety of urea, carbamate, and sulfonamide derivatives that retain key functional groups and display potent biological activity toward target solid tumor cells in vitro but are relatively nontoxic toward a nontarget B-cell derived cell line.
|
Cytotoxicity against human 8392B cells after 48 hrs by trypan blue exclusion assay
|
Homo sapiens
|
76.0
nM
|
|
Journal : J. Med. Chem.
Title : Structure-activity studies of urea, carbamate, and sulfonamide derivatives of acylfulvene.
Year : 2010
Volume : 53
Issue : 3
First Page : 1109
Last Page : 1116
Authors : McMorris TC, Chimmani R, Alisala K, Staake MD, Banda G, Kelner MJ.
Abstract : Illudin S and M (1, 2) are highly toxic sesquiterpenes found in the basidiomycete Omphalotus illudens. Illudins have a low therapeutic index, but acylfulvene derivatives display potent in vivo antitumor activity against a variety of multidrug resistant tumors. The lead acylfulvene (4), irofulven (5), in a randomized phase IIB clinical trial significantly increased overall survival in patients with metastatic hormone-refractory prostate cancer who failed prior treatment with two different standard chemotherapeutic regimens. Irofulven is unique, as the primary allylic hydroxyl group can undergo displacement with a variety of nucleophiles to produce analogues that retain key functional groups required for biological activity including the reactive cyclopropylmethyl carbinol and alpha,beta-unsaturated ketone. As described here, we synthesized a variety of urea, carbamate, and sulfonamide derivatives that retain key functional groups and display potent biological activity toward target solid tumor cells in vitro but are relatively nontoxic toward a nontarget B-cell derived cell line.
|
Cytotoxicity against human A549 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
125.89
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human EKVX cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HOP62 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HOP92 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-H226 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-H23 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
79.43
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-H322M cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-H460 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
50.12
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-H522 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human COLO205 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HCC2998 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HCT116 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human HT-29 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human KM12 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
630.96
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SW620 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
630.96
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SF268 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SF295 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SF539 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SNB19 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SNB75 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human U251 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human LOXIMVI cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
630.96
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human MALME-3M cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human M14 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SK-MEL-2 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SK-MEL-28 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
630.96
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SK-MEL-5 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human UACC257 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human IGROV1 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human OVCAR3 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human OVCAR4 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human OVCAR5 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
158.49
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human OVCAR8 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human NCI-ADR-RES cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SKOV3 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human 786-0 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human A498 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human ACHN cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human Caki1 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human RXF393 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
50.12
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human SN12C cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
398.11
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human TK10 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human UO31 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human PC3 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human DU145 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
100.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
251.19
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human MDA-MB-231 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human Hs 578T cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human BT549 cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
316.23
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human T47D cells after 48 hrs by sulforhodamine B assay
|
Homo sapiens
|
199.53
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human MV522 cells after 48 hrs by trypan blue exclusion assay
|
Homo sapiens
|
70.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
|
Cytotoxicity against human CHRF-288-11 cells after 48 hrs by trypan blue exclusion assay
|
Homo sapiens
|
290.0
nM
|
|
Journal : Bioorg. Med. Chem. Lett.
Title : Hydroxyurea derivatives of irofulven with improved antitumor efficacy.
Year : 2016
Volume : 26
Issue : 7
First Page : 1836
Last Page : 1838
Authors : Staake MD, Kashinatham A, McMorris TC, Estes LA, Kelner MJ.
Abstract : Irofulven is a semi-synthetic derivative of Illudin S, a toxic sesquiterpene isolated from the mushroom Omphalotus illudens. Irofulven has displayed significant antitumor activity in various clinical trials but displayed a limited therapeutic index. A new derivative of irofulven was prepared by reacting hydroxyurea with irofulven under acidic conditions. Acetylation of this new compound with acetic anhydride produced a second derivative. Both of these new derivatives displayed significant antitumor activity in vitro and in vivo comparable to or exceeding that of irofulven.
