Synthesis and Biological Activity of New Glycyrrhizic Acid Conjugates with Amino Acids and Dipeptides

被引:19
作者
Baltina, L. A., Jr. [1 ]
Kondratenko, R. M. [1 ]
Baltina, L. A. [2 ]
Baschenko, N. Z. [2 ]
Pl'yasunova, O. A. [3 ]
机构
[1] Bashkortostan State Med Univ, Ufa 450074, Bashkortostan, Russia
[2] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Bashkortostan, Russia
[3] Vector State Sci Ctr, Pos Koltsovo 633159, Novosibirsk Obl, Russia
基金
俄罗斯基础研究基金会;
关键词
glycyrrhizic acid; conjugates; amino acids; dipeptides; synthesis; immunostimulating and anti-HIV-1 activity; GLYCOPEPTIDES;
D O I
10.1134/S1068162009040141
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
New glycyrrhizic acid (GA) conjugates were synthesized with the use of tert-butyl esters of amino acids or benzyl esters of dipeptides; they contained two residues of L-amino acids (Met, Phe, Pro, and Ile or dipeptides Gly-Leu and Gly-Phe). Activation of GA carboxy groups was carried out with the help of N-hydroxysuccinimide, N,N'-dicyclohexylcarbodiimide, or N-hydroxybenzotriazole with dicyclohexylcarbodiimide. A proline-containing GA derivative is a low-toxic substance; it raises the level of agglutinins by 3.7 times in the blood of mice and 3 times that of hemolysins compared with the control. Dipeptide GA derivatives possess an expressed anti-HIV-1 activity in cultures of MT-4 cells and are 90-70 times less cytotoxic than azidothymidine. The selectivity index of the compounds exceeds those of GA by 110 and 34 times, respectively.
引用
收藏
页码:510 / 517
页数:8
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