Iavorskiĭ A E, Turov A V, Reshot'ko L N, Florent'ev V L
Bioorg Khim. 1990 Jul;16(7):963-8.
To study the structure-biological effect correlation in the series of nucleoside analogues containing deazapurines, a number of 2-R-benzimidazole 1-beta-D-ribofuranosides (R = H, CF3, SCF3, CH2SCF3, CH2Ph, CH2CN) have been prepared by the modified silyl method. On the basis of CD and PMR data it was shown that the compounds exist in solution mainly as syn-conformers. Calculation of the furanose ring pseudorotation parameters in terms of N-S model indicates the predominance of S-population. In contrast to acyclonucleosides, the ribofuranosides obtained are nonactive against entheroviruses and more cytotoxic.
为了研究含脱氮嘌呤的核苷类似物系列中的结构-生物效应关系，采用改进的硅烷基方法制备了多种2-R-苯并咪唑1-β-D-呋喃核糖苷（R = H、CF3、SCF3、CH2SCF3、CH2Ph、CH2CN）。根据圆二色光谱（CD）和质子磁共振谱（PMR）数据表明，这些化合物在溶液中主要以顺式构象存在。根据N-S模型计算呋喃糖环的假旋转参数表明S-构象占优势。与无环核苷不同，所得到的呋喃核糖苷对肠道病毒无活性，但细胞毒性更强。
