Key analogs of the tetrapeptide subunit of RA-VII and deoxybouvardin

被引:19
作者
Boger, DL
Zhou, JC
Winter, B
Kitos, PA
机构
[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
[2] UNIV KANSAS, DEPT BIOCHEM, LAWRENCE, KS 66045 USA
关键词
D O I
10.1016/0968-0896(95)00141-7
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis and evaluation of two key analogs 3 and 4 of the potent antitumor antibiotics deoxybouvardin (1) and RA-VII (2) which contain fundamental modifications in the tetrapeptide subunit are described. Unlike the natural products, these agents 3 and 4, which substitute (Gly), and (Gly), for the D-Ala-Ala-NMe-Tyr(OMe)-Ala tetrapeptide subunit, adopt conformations in which the central amide in the cycloisodityrosine subunit adopts its inherently preferred trans stereochemistry and both were found to be biologically inactive.
引用
收藏
页码:1579 / 1593
页数:15
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