Total Synthesis and Biological Evaluation of Tubulysin U, Tubulysin V, and Their Analogues

被引：51
|
作者：
Balasubramanian, Ranganathan [1 ]
Raghavan, Bhooma [1 ]
Begaye, Adrian [2 ]
Sackett, Dan L. [2 ]
Fecik, Robert A. [1 ]
机构：
[1] Univ Minnesota, Dept Med Chem, Minneapolis, MN 55455 USA
[2] NICHHD, Lab Integrat & Med Biophys, NIH, Bethesda, MD 20892 USA
来源：
JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 52卷 / 02期
关键词：
POTENTIAL ANTICANCER; POLYMERIZATION;
D O I：
10.1021/jm8013579
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A stercoselective total synthesis of the cytotoxic natural products tubulysin U, tubulysin V, and its unnatural epimer epitubulysin V, is reported. Simplified analogues containing N,N-dimethyl-D-alanine as a replacement for the N-terminal N-Me-pipecolinic acid residue of the tubulysins are also disclosed. Biological evaluation of these natural products and analogues provided key information with regard to structural and stereochemical requirements for antiproliferative activity and tubulin polymerization inhibition.
引用
收藏
页码：238 / 240
页数：3
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