Synthesis and anti-HIV activity of triterpene conjugates of α-d-glucosamine

被引:0
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作者
L. A. Baltina
R. M. Kondratenko
O. A. Plyasunova
L. A. Baltina
A. G. Pokrovskii
L. M. Khalilov
F. Z. Galin
G. A. Tolstikov
机构
[1] Russian Academy of Sciences,Institute of Organic Chemistry, Ufa Scientific Center
[2] Bashkir State Medical University,undefined
[3] State Scientific Center for Virology and Biotechnology “Vektor”,undefined
来源
Pharmaceutical Chemistry Journal | 2008年 / 42卷
关键词
Atomic Formula; Carbamoyl; Carbenoxolone; Glycyrrhizic Acid; Succinate Disodium;
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摘要
This report describes new triterpene conjugates of α-D-glucosamine, i.e. modified glycyrrhizic acid (GA) analogs containing 18,19-dehydroglycyrrhetic acid 3-O-hemisuccinate and maleate and 11-deoxyglycyrrhetic acid 3-O-hemiphthalate fragments synthesized using N,N′-dicyclohexylcarbodiimide-N-hydroxybenzotriazole. 3-O-[3-(N-2-deoxy-α-D-glucopyranos-2-yl)-carbamoyl]-phthaloyl-11-deoxyglycyrrhetic acid was found to have marked anti-HIV activity (the CD50 (50% cytotoxic concentration) was 150 µg/ml, the ID50 (50% effective concentration) was 1.5 µg/ml, and the index of selectivity (IS, IC50/ID50) was 100) andwas more active than GA in terms of IS (IS = 9.6).
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