D-ring substituted rhazinilam analogues:: Semisynthesis and evaluation of antitubulin activity

被引：30

作者：

Dupont, C ^{[1
]}

Guénard, D ^{[1
]}

Tchertanov, L ^{[1
]}

Thoret, S ^{[1
]}

Guéritte, F ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1999年 / 7卷 / 12期

关键词：

natural products; rhazinilam; tubulin; cytotoxicity; structure-activity relationships;

D O I：

10.1016/S0968-0896(99)00241-2

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Novel (-)- and (+)-rhazinilam derivatives substituted on the D-ring (compounds 3, 4, 5 and 6) have been prepared from (+)-vincadifformine 7 and (-)-tabersonine and evaluated against the disassembly of microtubules into tubulin. Along with this study, a reproducible 'one pot' semisynthesis of (-)-rhazinilam 1 from (+)-1,2-didehydroaspidospermidine 2 was performed allowing the easy preparation of these new compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2961 / 2969

页数：9

共 23 条

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