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
收藏
页码：5956 / 5959
页数：4
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