Efficient synthesis of novel cytotoxic cis-fused α-methylene γ-lactones from 7,14-dihydroxy-ent-kaurenes by transformation under Mitsunobu reaction conditions

被引：15

作者：

Aoyagi, Y

Gui, MY

Jin, YR

Li, XW

Noguchi, T

Fukaya, H

Hasuda, T

Takeya, K

机构：

[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Tokyo 1920392, Japan

[2] Jilin Univ, Dept Chem, Changchun 130021, Jilin, Peoples R China

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 07期

关键词：

natural product; semisynthesis; ent-kaurene; cytotoxic; Mitsunobu reaction conditions;

D O I：

10.1016/j.tetlet.2003.12.041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile transformation of 7,14-dihydroxy-ent-kaurenes such as excisanin A (8), kamebanin (9), and kamebakaurin (10), which are abundant in plants of the genus Rabdosia species (Labiatae), to ent-abietanes was accomplished under the Mitsunobu reaction conditions. The delta, epsilon-unsaturated cis-fused alpha-methylene gamma-lactones (17, 18, and 25) thus prepared showed a moderate cytotoxic activity on P388 murine leukemia cells. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1421 / 1425

页数：5

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