Synthesis of (±)-4′-ethynyl and 4′-cyano carbocyclic analogues of stavudine (d4T)

被引：15

作者：

Kumamoto, H

Haraguchi, K

Tanaka, H

Nitanda, T

Baba, M

Dutschman, GE

Cheng, YC

Kato, K

机构：

[1] Showa Univ, Sch Pharmaceut Sci, Shinagawa Ku, Tokyo 1428555, Japan

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

[3] Yale Univ, Sch Med, Dept Pharmacol, New Haven, CT 06510 USA

[4] Toho Univ, Sch Pharmaceut Sci, Chiba 2748510, Japan

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2005年 / 24卷 / 02期

关键词：

stavudine; 4 '-ethynyl-d4T; carbocyclic nucleoside;

D O I：

10.1081/NCN-200051900

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 of (+/-)-4'-ethynyt (8) and 4'-cyano (9) carbocyclic analogues of the anti-HIV agent stavudine (5, d4T) is reported. The carbocyclic unit (16) was constructed from readily available beta-keto ester 10. The ethynyl or cyano group of 8 and 9 were Prepared, after the introduction of thymine base to 16, by manipulation of the ester function. Evaluation of the anti-HIV activity of 8 and 9 was also carried out.

引用

页码：73 / 83

页数：11

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