5 -（5 - 溴噻吩 - 2 - 基）- 2'-脱氧尿苷和5 -（5 - 氯噻吩 - 2 - 基）- 2'-脱氧尿苷在抑制单纯疱疹病毒I型复制方面与（E）- 5 -（2 - 溴乙烯基）- 2'-脱氧尿苷具有同等效力。

5-(5-Bromothien-2-yl)-2'-deoxyuridine and 5-(5-chlorothien-2-yl)-2'-deoxyuridine are equipotent to (E)-5-(2-bromovinyl)-2'-deoxyuridine in the inhibition of herpes simplex virus type I replication.

作者信息

Wigerinck P, Pannecouque C, Snoeck R, Claes P, De Clercq E, Herdewijn P

机构信息

Rega Institute for Medical Research, Katholieke Universiteit Leuven, Belgium.

出版信息

J Med Chem. 1991 Aug;34(8):2383-9. doi: 10.1021/jm00112a011.

DOI:10.1021/jm00112a011

PMID:1652017

Abstract

2'-Deoxyuridines with a five-membered heterocyclic substituent in the 5-position were synthesized by palladium-catalyzed coupling reactions of 5-iodo-2'-deoxyuridine with the activated heteroaromatics. Further modification of the compound with the 5-thien-2-yl substituent gave 5-(5-bromothien-2-yl)-2'-deoxyuridine and 5-(5-chlorothienyl-2-yl)-2'-deoxyuridine. Both compounds show potent and selective activity against herpes simplex virus type 1 and varicella-zoster virus.

摘要

通过5-碘-2'-脱氧尿苷与活化的杂芳烃的钯催化偶联反应，合成了在5-位带有五元杂环取代基的2'-脱氧尿苷。对具有5-噻吩-2-基取代基的化合物进行进一步修饰，得到了5-(5-溴噻吩-2-基)-2'-脱氧尿苷和5-(5-氯噻吩-2-基)-2'-脱氧尿苷。这两种化合物对1型单纯疱疹病毒和水痘带状疱疹病毒均显示出强效和选择性活性。