Synthesis and antiviral activity of carbocyclic nucleosides incorporating a modified cyclopentane ring. Part 3: Adenosine and uridine analogues.

M Isabel Nieto, J Manuel Blanco, O Caamaño, F Fernández, X García-Mera, C López, J Balzarini, E De Clercq
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引用次数: 5

Abstract

Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 4-6), 8-azapurine (7 and 8) or uridine (9) base on the amino group of (1S,3R)-3-amino-2,2,3-trimethylcyclopentylmethanol (10). At subtoxic concentrations, compounds 5-9 showed at best marginal antiviral activity.

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含修饰环戊烷环的碳环核苷的合成及其抗病毒活性。第3部分:腺苷和尿苷类似物。
通过在(1S,3R)-3-氨基-2,2,3-三甲基环戊基甲醇(10)的氨基上安装嘌呤(化合物4-6)、8-氮杂嘌呤(化合物7和8)或尿嘧啶(化合物9),制备了6个新的碳环核苷。在亚毒性浓度下,化合物5-9表现出最佳的边际抗病毒活性。
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Synthesis and antiviral studies of unsaturated analogues of isomeric dideoxynucleosides. Synthesis, cytotoxic effect and antiviral activity of 1-(beta-D-arabinofuranosyl)-5-bromo-N4-substituted cytosine and 1-(beta-D-arabinofuranosyl)-5-bromo-4-methoxypyrimidin-2(1H)-one derivatives. Intramolecular glycosylation to form 4-methoxy-2,6-dioxopyrimidine nucleosides via O6,5'-cyclonucleosides. Synthesis and biological evaluation of 9-(beta-L-arabinofuranosyl)adenine. Inhibitory potency of 5-benzyluracil, 5-phenylcytosine and 5-phenylpyrimidin-2-one nucleosides against uridine phosphorylase from mouse leukemic L1210 cells.
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