Synthesis and anomeric configuration of 2-(erythrofuranosyl)benzimidazole C-nucleoside analogues

被引:18
|
作者
Sallam, MAE
Ibrahim, ESI
ElEter, KAA
Cassady, JM
机构
[1] SUEZ CANAL UNIV,FAC SCI,DEPT CHEM,ISMAILIA,EGYPT
[2] OHIO STATE UNIV,COLL PHARM,COLUMBUS,OH 43210
关键词
benzimidazole; 2-(erythrofuranosyl)-; benzimidazole C-nucleosides; acyclic-sugar nucleosides;
D O I
10.1016/S0008-6215(96)00296-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Anomeric 2-(alpha- and beta-D-erythrofuranosyl)benzimidazole C-nucleoside analogues 2 and 3, were prepared from the corresponding epimeric 2-(D-arabino, and D-ribo-tetritol-1-yl)benzimidazole analogues 1 and 4, respectively. Similarly, 2-(beta-L-erythrofuranosyl)benzimidazole 13 was obtained from the precursor 2-(L-arabino-tetritol-1-yl)benzimidazole 12. The structure and anomeric configuration of the C-nucleoside analogues 2, 3, and 13 were determined by acylation, H-1 and C-13 NMR spectroscopy, and mass spectrometry. (C) 1997 Elsevier Science Ltd.
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页码:93 / 104
页数:12
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