Nucleosides XI.: Synthesis and antiviral evaluation of 5′-alkylthio-5′-deoxy quinazolinone nucleoside derivatives as S-adenosyl-L-homocysteine analogs

被引：100

作者：

Chien, TC ^{[1
]}

Chen, CS ^{[1
]}

Yu, FH ^{[1
]}

Chern, JW ^{[1
]}

机构：

[1] Natl Taiwan Univ, Coll Med, Sch Pharm, Taipei 100, Taiwan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2004年 / 52卷 / 12期

关键词：

quinazoline; tri-n-butylphosphine; AdoHcy; S-adenosyl-L-homocysteine;

D O I：

10.1248/cpb.52.1422

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

4-Amino-1-(beta-D-ribofuranosyl)quinazolin-2-one (3) was prepared by a direct glycosylation of 4-aminoquinazolin-2-one (7) using the Vorbruggen's silylation method and provided exclusively the beta-anomer. This quinazoline nucleoside and its 2',3'-O-isopropylidene derivative (9) did not undergo the coupling reaction with dialkyl disulfides in the presence of tri-n-butylphosphine unless their 4-amino groups were protected by N,N-dimethyl-aminomethylidene. This approach provides a viable alternative synthetic route to 5'-alkylthio-5'-deoxy nucleosides.

引用

页码：1422 / 1426

页数：5

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