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

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1995年 / 3卷 / 12期

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

页码：1579 / 1593

页数：15