Synthesis and Antiviral Activity of Amino-Acid Conjugates of Glycyrrhetic Acid

Conjugates of glycyrrhetic acid (GLA) with amino acids (L-isoleucine, -leucine, -valine, and -phenylalanine) were synthesized by the acid-chloride method using methyl or tert-butyl esters of the acids. Tests in MDCK cell culture showed that the GLA conjugate with phenylalanine exhibited high antivir...

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Published inChemistry of natural compounds Vol. 50; no. 3; pp. 473 - 477
Main Authors Baltina, L. A., Khudobko, M. V., Mikhailova, L. R., Fedorova, V. A., Orshanskaya, Ya. A., Zarubaev, V. V., Kiselev, O. I.
Format Journal Article
LanguageEnglish
Published Boston Springer US 01.07.2014
Springer Nature
Springer
Springer Nature B.V
Subjects
Amino acids
Antiviral agents
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Conjugates
Esters
Hydrolysis
Hypoglycemic agents
Lead compounds
Leucine
Life Sciences & Biomedicine
Medicine
Organic Chemistry
Pharmacology & Pharmacy
Pharmacy
Phenylalanine
Physical Sciences
Plant Sciences
Science & Technology
Telomerase
Valine
Viruses
triterpenoids
amino acids
influenza A/H1N1 virus
antiviral activity
licorice
glycyrrhetic acid
acid chloride
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Summary:Conjugates of glycyrrhetic acid (GLA) with amino acids (L-isoleucine, -leucine, -valine, and -phenylalanine) were synthesized by the acid-chloride method using methyl or tert-butyl esters of the acids. Tests in MDCK cell culture showed that the GLA conjugate with phenylalanine exhibited high antiviral activity against influenza A/H1N1/pdm09 virus (ED 50 = 4.4 μg/mL, SI = 161).
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-014-0990-0