(R)-goniothalamin:: total syntheses and cytotoxic activity against cancer cell lines

被引：98

作者：

de Fátima, A

Kohn, LK

Antônio, MA

de Carvalho, JE

Pilli, RA

机构：

[1] Univ Estadual Campinas, Inst Quim, BR-13084971 Campinas, SP, Brazil

[2] Univ Estadual Campinas, Inst Biol, BR-13084971 Campinas, SP, Brazil

[3] Univ Estadual Campinas, Ctr Pluridisciplinar Pesquisas Quim Biol & Agr, BR-13083970 Paulinia, SP, Brazil

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2005年 / 13卷 / 08期

基金：

巴西圣保罗研究基金会;

关键词：

(R)-goniothalamin; asymmetric synthesis; cytotoxic activity; cancer cells;

D O I：

10.1016/j.bmc.2005.02.007

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：

The total syntheses of (R)-goniothalamin (1), a styryl lactone isolated from several Goniothalamus species, via catalytic asymmetric allylation of alpha-benzyloxyacetaldehyde (2), followed by ring-closing metathesis and Wittig olefination and via catalytic asymmetric allylation of trans-cinnamaldehyde (12), followed by ring-closing metathesis are reported. The anti proliferative activities of (R)-1 and its Z-isomer 10 as well as of the synthetic dihydropyranone intermediates 7 and 8 against eight different cancer cell lines are also described. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2927 / 2933

页数：7

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[1] Cytotoxicity and electron microscopy of cell death induced by goniothalamin [J].