Microbial Conversion of 18β-Glycyrrhetinic Acid and 22α-Hydroxy-18β-glycyrrhetinic Acid byChainia antibiotic

1 May 1986

journal article
research article
Published by Oxford University Press (OUP) in Agricultural and Biological Chemistry

Vol. 50 (5) , 1239-1245
https://doi.org/10.1080/00021369.1986.10867532

Abstract

18β-Glycyrrhetinic acid (3β-hydroxy-ll-oxo-18β-olean-12-en-30-oic acid) was converted into two 3,4-seco-oleanane-type compounds, 4-hydroxy-3,4-seco-11-oxo-18β-olean-12-ene-3,30-dioic acid and 4,7β-dihydroxy-3,4-seco-11-oxo-18β-olean-12-ene-3,30-dioic acid, by Chainia antibiotica, and 22α-hydroxy-18β-glycyrrhetinic acid (3β,22α-dihydroxy-11-oxo-18β-olean-12-en-30-oic acid) was converted into 4,22α-dihydroxy-3,4-seco-11-oxo-18β-olean-12-ene-3,30-dioic acid. The structures of these conversion products were determined by a combination of chemical and spectroscopic methods.

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