DESIGNED MOLECULES REPRODUCING THE 2 CONFORMATIONS OF TELEOCIDINS

被引：27

作者：

OHNO, M ^{[1
]}

ENDO, Y ^{[1
]}

HIRANO, M ^{[1
]}

ITAI, A ^{[1
]}

SHUDO, K ^{[1
]}

机构：

[1] UNIV TOKYO,FAC PHARMACEUT SCI,TOKYO 113,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(00)61468-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tumor-promoting teleocidins are known to exist in an equilibrium between two conformational states, the twist form and sofa form, in solution. Benzolactam-Vs, in which the indole ring of indolactams was replaced with a benzene ring, were designed in an attempt to reproduce the active conformation of teleocidins, and synthesized. The 8-membered lactam (benzolactam-V8-310) exists only in the twist form in solution and the 9-membered lactam (benzolactam-V9-310) exists only in the sofa form in solution. The stronger biological activities of the 8-membered lactam than those of indolactam-V and the lack of activity of the 9-membered lactam clearly indicated that active conformation for tumor-promoting activity of teleocidins is close to the twist form.

引用

页码：8119 / 8122

页数：4

共 22 条

[1] SYNTHETIC APPROACHES TO THE TELEOCIDIN-RELATED TUMOR PROMOTERS - A TOTAL SYNTHESIS OF (+/-)-INDOLACTAM-V [J].