Bioactive microbial metabolites from glycyrrhetinic acid

Galal T. Maatooq, Amani M. Marzouk, A.I. Gray, John P. Rosazza

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Biotransformation of 18β-glycyrrhetinic acid, using Absidia pseudocylinderospora ATCC 24169, Gliocladium viride ATCC 10097 and Cunninghamella echinulata ATCC 8688a afforded seven metabolites, which were identified by different spectroscopic techniques (1H, 13C NMR, DEPT, 1H-1H COSY, HMBC and HMQC). Three of these metabolites, viz. 15α-hydroxy-18α-glycyrrhetinic acid, 13β-hydroxy-7α,27-oxy-12-dihydro-18β-glycyrrhetinic acid and 1α-hydroxy-18β-glycyrrhetinic acid are new. The 13C NMR data and full assignment for the known metabolite 7β, 15α-dihydroxy-18β-glycyrrhetinic acid are described here for the first time. The major metabolites were evaluated for their hepatoprotective activity using different in vitro and in vivo models. These included protection against FeCl3/ascorbic acid-induced lipid peroxidation of normal mice liver homogenate, induction of nitric oxide (NO) production in rat macrophages and in vivo hepatoprotection against CCl4-induced hepatotoxicity in albino mice.
LanguageEnglish
Pages262-270
Number of pages9
JournalPhytochemistry
Volume71
Issue number2-3
DOIs
Publication statusPublished - Feb 2009

Fingerprint

Glycyrrhetinic Acid
Metabolites
metabolites
acids
Gliocladium
Cunninghamella echinulata
Absidia
Cunninghamella
Nuclear magnetic resonance
hepatoprotective effect
hepatotoxicity
Macrophages
mice
Biotransformation
biotransformation
albino
Liver
Lipid Peroxidation
Ascorbic Acid
nitric oxide

Keywords

  • 8β-glycyrrhetinic acid
  • microbial transformation
  • hepatoprotection
  • lipid peroxidation
  • nitric oxide

Cite this

Maatooq, G. T., Marzouk, A. M., Gray, A. I., & Rosazza, J. P. (2009). Bioactive microbial metabolites from glycyrrhetinic acid. Phytochemistry, 71(2-3), 262-270. https://doi.org/10.1016/j.phytochem.2009.09.014
Maatooq, Galal T. ; Marzouk, Amani M. ; Gray, A.I. ; Rosazza, John P. / Bioactive microbial metabolites from glycyrrhetinic acid. In: Phytochemistry. 2009 ; Vol. 71, No. 2-3. pp. 262-270.
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Maatooq, GT, Marzouk, AM, Gray, AI & Rosazza, JP 2009, 'Bioactive microbial metabolites from glycyrrhetinic acid' Phytochemistry, vol. 71, no. 2-3, pp. 262-270. https://doi.org/10.1016/j.phytochem.2009.09.014

Bioactive microbial metabolites from glycyrrhetinic acid. / Maatooq, Galal T.; Marzouk, Amani M.; Gray, A.I.; Rosazza, John P.

In: Phytochemistry, Vol. 71, No. 2-3, 02.2009, p. 262-270.

Research output: Contribution to journalArticle

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