Poonian M S, Nowoswiat E F, Blount J F, Kramer M J
J Med Chem. 1976 Aug;19(8):1017-20. doi: 10.1021/jm00230a008.
Synthesis of 5-amino-1-(beta-D-ribofuranosyl)-1H-tetrazole and 5-amino-2-(beta-D-ribofuranosyl)-2H-tetrazole is described. X-Ray crystallography was first used to establish the stereochemical configuration of the two isomers. By conducting 13C NMR analysis on these isomers with known structures, i.e., N1beta, a correlation is developed for determining the N-ribosyl attachment site of tetrazole ribonucleosides. Results are also presented on antiviral testing of these synthetic 5-aminotetrazole ribonucleosides against influenza A2/Asian/J305 virus infection in mice.
描述了5-氨基-1-(β-D-呋喃核糖基)-1H-四唑和5-氨基-2-(β-D-呋喃核糖基)-2H-四唑的合成。首次使用X射线晶体学确定这两种异构体的立体化学构型。通过对这些具有已知结构的异构体(即N1β)进行13C NMR分析,建立了一种用于确定四唑核糖核苷N-核糖基连接位点的相关性。还展示了这些合成的5-氨基四唑核糖核苷对小鼠甲型流感病毒A2/亚洲/J305感染的抗病毒测试结果。