[Synthesis and biological activity of new glycyrrhizic acid conjugates with amino acids and dipeptides].
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.
Baltina
L A
LA
Kondratenko
R M
RM
Baltina
L A
LA
Baschenko
N Zh
NZh
Pliasunova
O A
OA
D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D002855:Chromatography, Thin Layer; D003588:Cytopathogenic Effect, Viral; D004151:Dipeptides / Q000737:chemistry*; D019695:Glycyrrhizic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D016655:HIV Core Protein p24 / Q000032:analysis; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D056724:Immunity, Humoral / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D013601:T-Lymphocytes / Q000821:virology
D000596:Amino Acids; D019380:Anti-HIV Agents; D004151:Dipeptides; D016655:HIV Core Protein p24; D019695:Glycyrrhizic Acid