Divergent Synthesis of Cytotoxic Styryl Lactones Related to Goniobutenolides A and B, and to Crassalactone D

被引：11

作者：

Popsavin, Velimir ^{[1
]}

Kovacevic, Ivana ^{[1
]}

Benedekovic, Goran ^{[1
]}

Popsavin, Mirjana ^{[1
]}

Kojic, Vesna ^{[2
]}

Bogdanovic, Gordana ^{[2
]}

机构：

[1] Univ Novi Sad, Fac Sci, Dept Chem Biochem & Environm Protect, Novi Sad 21000, Serbia

[2] Oncol Inst Vojvodina, Sremska Kamenica 21204, Serbia

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 23期

关键词：

ANTIPROLIFERATIVE ACTIVITY; UNSATURATED ESTERS; 7-EPI-GONIOFUFURONE; (+)-GONIOFUFURONE; STYRYLLACTONES;

D O I：

10.1021/ol302860z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Goniobutenolides A (1) and B (2), crassalactone D (3), 4-epi-crassalactone D (4), and the corresponding 7-epimers have been synthesized starting from D-glucose. The key step in the synthesis of 1 and 2 is a new one-pot sequence comprised of a Z-selective Wittig olefination/lactonization/beta-elimination. Preparation of 3 and 4 included the final 5-endo-trig spirocyclization of 1 and 2. The synthesized products were evaluated for their in vitro antiproliferative activity against selected tumor cell lines.

引用

页码：5956 / 5959

页数：4

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