9-hydroxymethylcyclopropylidenemethylenyladenine: The design, facile synthesis, isomer separation and anti-HIV-1 activities.

被引：41

作者：

Cheng, CM

Shimo, T

Somekawa, K ^{[1
]}

Baba, M

机构：

[1] Kagoshima Univ, Fac Engn, Dept Chem Engn & Appl Chem, Kagoshima 890, Japan

[2] Kagoshima Univ, Fac Med, Ctr Chron Viral Dis, Div Human Retroviruses, Kagoshima 890, Japan

来源：

TETRAHEDRON | 1998年 / 54卷 / 10期

关键词：

D O I：

10.1016/S0040-4020(97)10413-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

9-Hydroxymethylcyclopropylidenemethylenyladenine was designed based on the analysis of the structure-activity relationship and synthesized by coupling reaction of a vicinal dibromocyclopropane derivative with adenine. The cis/trans isomers and an enantiomer of the cis-isomer of the cyclic alpha, beta-unsaturated nucleosides derived by reduction were separated by reverse phase HPLC and chiral HPLC, respectively. The cis-isomer was effective against HIV-1 and the (-)cis-isomer was highly effective with EC50 13 mu M. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2031 / 2040

页数：10

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