Konstantinova I D, Chudinov M V, Fateev I V, Matveev A V, Zhurilo N I, Shvets V I, Miroshnikov A I
Bioorg Khim. 2013 Jan-Feb;39(1):61-80. doi: 10.1134/s1068162013010056.
The potentialities and restrictions of chemoenzymatic approach to the synthesis of new structural analogues of antiviral drug Ribavirin (1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide) have been determined. Syntheses of various amides of 1H-1,2,4-triazole-3-carboxylic acid and its 5-substituted analogues, prospective substrates of purine nucleoside phosphorylase (PNP), have been reported. The comparative effectiveness of the methods for obtaining amides aforementioned and also the methods for introducing functional groups to the C5 position of the heterocyclic system has been studied. New Ribavirin analogues bearing various substituents in the carboxamide group have been synthesized. The biotechnological method for the preparation of 1-beta-D-ribofuranosyl- 1,2,4-triazole-3-carbonitrile used as the intermediate in the synthesis of Viramidine, a contemporary Ribavirin analogue, has been developed.
已确定化学酶法合成抗病毒药物利巴韦林(1-β-D-呋喃核糖基-1,2,4-三唑-3-甲酰胺)新结构类似物的潜力和限制。已报道了1H-1,2,4-三唑-3-羧酸及其5-取代类似物(嘌呤核苷磷酸化酶(PNP)的潜在底物)的各种酰胺的合成。研究了上述获得酰胺的方法以及将官能团引入杂环系统C5位的方法的相对有效性。已合成了在甲酰胺基团中带有各种取代基的新型利巴韦林类似物。已开发出用于制备1-β-D-呋喃核糖基-1,2,4-三唑-3-腈的生物技术方法,该化合物用作当代利巴韦林类似物维拉美定合成中的中间体。