[Synthesis and biological activity of new glycyrrhizic acid conjugates with amino acids and dipeptides].

Bioorganicheskaia khimiia
L A BaltinaO A Pliasunova

Abstract

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.

References

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Citations

Mar 25, 2015·Bioorganic & Medicinal Chemistry Letters·Lidia A BaltinaMarat S Yunusov
Jul 16, 2020·Medicinal Research Reviews·Hai-Feng WuKuo-Hsiung Lee
Jan 1, 2016·Russian Journal of General Chemistry·L A BaltinaL A Baltina
Jan 20, 2019·Mini Reviews in Medicinal Chemistry·Zhi-Gang SunHai-Liang Zhu
Jan 1, 2018·Applied Nanoscience·Samantha JardonSusana E Mendoza
Jan 1, 2017·Russian Journal of Bioorganic Chemistry·A I FayrushinaM Yu Eropkin
Jun 22, 2021·Pharmaceutical Chemistry Journal·L A BaltinaO A Plyasunova

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