Synthesis and anti-HIV activity of 6-amino-6-deoxy-(1→3)-β-D-curdlan sulfate

被引:35
作者
Borjihan, G [1 ]
Zhong, GY
Baigude, H
Nakashima, H
Uryu, T
机构
[1] Inner Mongolia Univ, Coll Chem & Chem Engn, Inst Polymer Sci, Hohhot 010021, Peoples R China
[2] Kagoshima Univ, Sch Dent, Dept Microbiol & Immunol, Kagoshimashi 8908544, Japan
[3] Teikyo Univ Sci & Technol, Future Materials Res Ctr, Yamanashi, Japan
关键词
6-amino-6-deoxy-(1 -> 3)-beta-D-curdlan; azido-containing curdlan; polyaccharide sulfate;
D O I
10.1002/pat.315
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
6-Amino-6-deoxy-(1-->3)-beta-D-curdlan sulfate was synthesized in three steps. First, curdlan was azidized by lithium azide (LiN3) and carbon tetrabromide (CBr4) with triphenylphosphine (Ph3P) in dimethylformamide (DMF). Second, the azido group was reduced to an amino group with sodium borohydride (NaBH4) in dimethyl sulfoxide (DMSO) to afford 6-amino-6-deoxy(1-->3)-beta-D-curdlan. Third, sulfation of the amino-group containing curdlan with a sulfur trioxide-pyridine complex produced a 6-amino-6-deoxy-(1-->3)-beta-D-curdlan sufate exhibiting high anti-HIV (human immunodeficiency virus) activity (EC50 = 0.912 mug/ml) and low cytotoxicity (CC50 = 2512 mug/ml). Copyright (C) 2003 John Wiley Sons, Ltd.
引用
收藏
页码:326 / 329
页数:4
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