Total synthesis of five thapsigargins:: Guaianolide natural products exhibiting sub-nanomolar SERCA inhibition

被引：78

作者：

Andrews, Stephen P. ^{[1
]}

Ball, Matthew ^{[1
]}

Wierschem, Frank ^{[1
]}

Cleator, Ed ^{[1
]}

Oliver, Steven ^{[1
]}

Hoegenauer, Klemens ^{[1
]}

Simic, Oliver ^{[1
]}

Antonello, Alessandra ^{[1
]}

Huenger, Udo ^{[1
]}

Smith, Martin D. ^{[1
]}

Ley, Steven V. ^{[1
]}

机构：

[1] Univ Chem Lab, Cambridge CB2 1EW, England

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2007年 / 13卷 / 20期

基金：

英国惠康基金;

关键词：

guaianolide; natural products; sesquiterpene; thapsigargin; total synthesis;

D O I：

10.1002/chem.200700302

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein we describe the total synthesis of five guaianolide natural products: thapsigargin, thapsivillosin C, thapsivillosin F, trilobolide and nortrilobolide. Prodrug derivatives of thapsigargin have shown selective in vivo cytotoxicity against prostate tumours and the need for of this phenomenon highlights the importance of these total syntheses. The first absolute stereochemical assignment of thapsivillosin C is also delineated.

引用

页码：5688 / 5712

页数：25

共 75 条

[11] THAPSIGARGIN, CONSTITUTION OF A SESQUITERPENE LACTONE HISTAMINE LIBERATOR FROM THAPSIA-GARGANICA [J].