Synthesis and Anti-Inflammatory and Antiulcer Activity of a Glycyrrhizic Acid Conjugate with L-Phenylalanine Methyl Ester

A conjugate of glycyrrhizic acid (GA) with L-phenylalanine methyl ester was synthesized using N -hydroxysuccinimide and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. Chemical modification of GA via addition of L-phenylalanine methyl ester moieties in the carbohydrate part of the glycoside was shown...

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Bibliographic Details
Published in:Pharmaceutical chemistry journal 2020-06, Vol.54 (3), p.225-228
Main Authors: Baltina, L. A., Sapozhnikova, T. A., Gabdrakhmanova, S. F., Makara, N. S., Kondratenko, R. M., Zarudii, F. A.
Format: Article
Language:English
Subjects:
Anti-inflammatory drugs
Antiulcer drugs
Carrageenin
Formaldehyde
Medicine
Nonsteroidal anti-inflammatory drugs
Organic Chemistry
Pharmacology/Toxicology
Pharmacy
Phenylalanine
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Summary:A conjugate of glycyrrhizic acid (GA) with L-phenylalanine methyl ester was synthesized using N -hydroxysuccinimide and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. Chemical modification of GA via addition of L-phenylalanine methyl ester moieties in the carbohydrate part of the glycoside was shown to form a marginally toxic compound with high anti-inflammatory activity in carrageenan- and formalin-induced mouse inflammation models and with pronounced antiulcer activity in rats. This was a significant advantage of this compound over known anti-inflammatory drugs.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-020-02184-0