Lin T S, Zhang X H, Wang Z H, Prusoff W H
Department of Pharmacology, Yale University School of Medicine, New Haven, Connecticut 06510.
J Med Chem. 1988 Feb;31(2):484-6. doi: 10.1021/jm00397a038.
Carbocyclic analogues of 2'-azido- and 2'-amino-2'-deoxycytidine, compounds 8 and 9, were synthesized by an eight-step synthesis from (+/-)-(1 alpha,2 alpha,3 beta,5 beta)-3-amino-5-(hydroxymethyl)-1,2- cyclopentanediol (1), which was prepared from cyclopentadiene via an eight-step route. These compounds were tested in vitro against herpes simplex virus type 1 (HSV-1). The 2'-amino analogue was found to show moderate antiviral activity, with an ED50 of 50 microM. However, the 2'-azido analogue was not active at a concentration up to 400 microM.
2'-叠氮基-2'-氨基-2'-脱氧胞苷的碳环类似物，即化合物8和9，由(±)-(1α,2α,3β,5β)-3-氨基-5-(羟甲基)-1,2-环戊二醇(1)经八步合成制得，而(±)-(1α,2α,3β,5β)-3-氨基-5-(羟甲基)-1,2-环戊二醇(1)由环戊二烯经八步路线制备。这些化合物在体外针对1型单纯疱疹病毒(HSV-1)进行了测试。发现2'-氨基类似物具有中等抗病毒活性，半数有效浓度(ED50)为50微摩尔。然而，2'-叠氮基类似物在高达400微摩尔的浓度下没有活性。
