一种从D-葡萄糖简便合成作为潜在抗病毒剂的4'-硫代阿拉伯核苷的方法。
A facile synthesis of 4'-thio-arabinonucleosides as potential antiviral agents from D-glucose.
作者信息
Yoshimura Y, Watanabe M, Sakata S, Ashida N, Miyazaki S, Machida H, Matsuda A
机构信息
Research and Development Division, Yamasa Corporation, Chiba, Japan.
出版信息
Nucleic Acids Symp Ser. 1995(34):21-2.
PMID:8841532
Abstract
As potential antiviral agents, 4'-thio-arabinonucleosides were synthesized. Methyl 3-O-benzyl-xylo-furanoside, readily obtained from D-glucose, was converted to 1,4-anhydro-4-deoxy-4-thio-arabinitol. The protection of hydroxyl groups and the Pummerer rearrangement, followed by Lewis acid induced glycosylation afforded 4'-thio-arabinonucleosides. The compounds showed anti HSV-1 activity.
摘要
作为潜在的抗病毒剂，合成了4'-硫代阿拉伯核苷。由D-葡萄糖容易得到的3-O-苄基-D-木糖呋喃糖苷被转化为1,4-脱水-4-脱氧-4-硫代阿拉伯糖醇。羟基的保护和普默勒重排，随后经路易斯酸诱导的糖基化反应得到了4'-硫代阿拉伯核苷。这些化合物显示出抗单纯疱疹病毒1型（HSV-1）的活性。
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