Antineoplastic Agents. 565. Synthesis of Combretastatin D-2 Phosphate and Dihydro-combretastatin D-2

被引：22

作者：

Pettit, George R. ^{[1
]}

Quistorf, Peter D. ^{[1
]}

Fry, Jeremy A. ^{[1
]}

Herald, Delbert L. ^{[1
]}

Hamel, Ernest ^{[2
]}

Chapuis, Jean-Charles ^{[1
]}

机构：

[1] Arizona State Univ, Canc Res Inst, Tempe, AZ 85287 USA

[2] NCI, DTP, DCTC, Frederick, MD 21702 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 05期

关键词：

O-G RING; ALPHA; BETA-UNSATURATED ESTERS; NATURAL (-)-COMBRETASTATIN; BIOLOGICAL EVALUATION; MACROCYCLIC LACTONE; MITSUNOBU REACTION; COMBRETUM-CAFFRUM; CELL-GROWTH; VANCOMYCIN; TEICOPLANIN;

D O I：

10.1021/np800635h

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

A modified synthetic route to combretastatin D-2 (5) was devised in order to further evaluate its biological activity, for its conversion to phosphate prodrugs (25-28), and as a route to obtaining dihydro-combretastatin D-2 (42). A parallel first total synthesis of dihydro-combretastatin D-2 was completed, proceeding from a saturated 3-phenylpropionic ester intermediate via the Ullmann biaryl ether reaction (39-41). In contrast to the cancer cell growth inhibitory activity exhibited by combretastatin D-2, relatively minor structural modifications (41, 42) caused elimination of those properties.

引用

页码：876 / 883

页数：8

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