Microbial transformation of asiatic acid by Alternaria longipes.
Asiatic acid is a major pentacyclic triterpene isolated from Centella asiatica. It shows a variety of bioactivities. In order to obtain its derivatives, potentially useful for detailed pharmacological studies, the substrate was subjected to incubations with selected micro-organisms. In this work, asiatic acid was converted into three new compounds: 2α,3β,23,30-tetrahydroxyurs-12-ene-28-oic acid (1), 2α,3β,22β,23-tetrahydroxyurs-12-ene-28-oic acid (2), and 2α,3β,22β,23,30-pentahydroxyurs-12-ene-28-oic acid (3) by the fungus Alternaria longipes AS 3.2875. The structures of the three metabolites were determined by 1D and 2D NMR spectral data.
He
Wen-Ni
WN
Shenyang Pharmaceutical University, Shenyang, China.
Dai
Jun-Gui
JG
Ye
Min
M
Wu
Li-Jun
LJ
Guo
De-An
DA
D000528:Alternaria / Q000378:metabolism*; D001711:Biotransformation; D028041:Centella / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D053978:Pentacyclic Triterpenes / Q000737:chemistry / Q000378:metabolism*; D010946:Plants, Medicinal / Q000737:chemistry; D013237:Stereoisomerism
C552642:2,3,22,23-tetrahydroxyurs-12-ene-28-oic acid; C552641:2,3,23,30-tetrahydroxyurs-12-ene-28-oic acid; D053978:Pentacyclic Triterpenes; C017032:asiatic acid