Reaction of antitumor hydroxymethylacylfulvene (HMAF) with thiols

被引：20

作者：

McMorris, TC ^{[1
]}

Yu, J ^{[1
]}

Estes, LA ^{[1
]}

Kelner, MJ ^{[1
]}

机构：

[1] UNIV CALIF SAN DIEGO,SCH MED,DEPT PATHOL,SAN DIEGO,CA 92103

来源：

TETRAHEDRON | 1997年 / 53卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(97)01064-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydroxymethylacylfulvene (HMAF) is a semisynthetic derivative of the toxic sesquiterpene illudin S. HMAF (also designated MGI-114) has potent antitumor properties and is currently in clinical trials. It reacts with thiols at neutral and acidic pH forming novel products in which the primary allylic hydroxyl is displaced by thiol. These derivatives retain antitumor activity. (C) 1997 Elsevier Science Ltd.

引用

页码：14579 / 14590

页数：12

共 13 条

[1] ECKHARDT SG, 1997, 88 ANN M AM ASS CANC
[2] TUMOR INHIBITORS HAVING POTENTIAL FOR INTERACTION WITH MERCAPTO ENZYMES AND-OR COENZYMES - REVIEW
FUJITA, E
NAGAO, Y
[J]. BIOORGANIC CHEMISTRY, 1977, 6 (03) : 287 - 309
[3] Kelner MJ, 1996, INVEST NEW DRUG, V14, P161
[4] MacDonald JR, 1997, CANCER RES, V57, P279
[5] ON THE MECHANISM OF TOXICITY OF ILLUDINS - THE ROLE OF GLUTATHIONE
MCMORRIS, TC
KELNER, MJ
WANG, W
MOON, S
TAETLE, R
[J]. CHEMICAL RESEARCH IN TOXICOLOGY, 1990, 3 (06) : 574 - 579
[6] STRUCTURES OF BASIDIOMYCETE METABOLITES ILLUDIN S AND ILLUDIN M
MCMORRIS, TC
ANCHEL, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (06) : 831 - &
[7] (Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties
McMorris, TC
Kelner, MJ
Wang, W
Yu, J
Estes, LA
Taetle, R
[J]. JOURNAL OF NATURAL PRODUCTS, 1996, 59 (09): : 896 - 899
[8] Acylfulvenes, a new class of potent antitumor agents
McMorris, TC
Kelner, MJ
Wang, W
Diaz, MA
Estes, LA
Taetle, R
[J]. EXPERIENTIA, 1996, 52 (01): : 75 - 80
[9] STRUCTURE-ACTIVITY-RELATIONSHIPS OF ILLUDINS - ANALOGS WITH IMPROVED THERAPEUTIC INDEX
MCMORRIS, TC
KELNER, MJ
WANG, W
ESTES, LA
MONTOYA, MA
TAETLE, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) : 6876 - 6883
[10] STRUCTURE AND REACTIVITY OF ILLUDINS
MCMORRIS, TC
KELNER, MJ
CHADHA, RK
SIEGEL, JS
MOON, SS
MOYA, MM
[J]. TETRAHEDRON, 1989, 45 (17) : 5433 - 5440

← 1 2 →