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新型6-脱氧-6-(N'-烷基/芳基-N''-苯并噻唑-2-基)胍基-α-D-吡喃葡萄糖苷甲酯的合成及生物活性

Synthesis and bioactivity of novel methyl 6-deoxy-6-(N'-alkyl/aryl-N''-benzothiazol-2-yl)guanidino-alpha-D-glucopyranosides.

作者信息

Liu Yong-Hua, Cao Ling-Hua

机构信息

College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, PR China.

出版信息

Carbohydr Res. 2008 Mar 17;343(4):615-25. doi: 10.1016/j.carres.2007.12.001. Epub 2007 Dec 14.

DOI:10.1016/j.carres.2007.12.001
PMID:18194802
Abstract

A series of new methyl 6-deoxy-6-[N'-alkyl/aryl-N''-(benzothiazol-2-yl)]guanidino-alpha-D-glucopyranosides were obtained from the reaction of an alkyl/aryl amine in the presence of HgCl2 and sugar-thiourea derivatives, followed by the removal of protecting groups. The sugar-thiourea derivatives were obtained from the treatment of 2-aminobenzothiazole derivatives with methyl 2,3,4-tri-O-acetyl-6-deoxy-6-isothiocyanato-alpha-D-glucopyranoside in dry pyridine. Some of the synthesized guanidines displayed anti-influenza activity.

摘要

通过在HgCl2存在下使烷基/芳基胺与糖硫脲衍生物反应,然后脱除保护基,得到了一系列新的6-脱氧-6-[N'-烷基/芳基-N''-(苯并噻唑-2-基)]胍基-α-D-吡喃葡萄糖苷甲基酯。糖硫脲衍生物是通过在干燥吡啶中用2,3,4-三-O-乙酰基-6-脱氧-6-异硫氰酸根合-α-D-吡喃葡萄糖苷甲酯处理2-氨基苯并噻唑衍生物而得到的。一些合成的胍类化合物表现出抗流感活性。

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