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Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity.


ABSTRACT: Biocatalysis of ursolic acid (UA 1) by Gliocladium roseum CGMCC 3.3657 was investigated. Baeyer-Villiger oxidation was found to occur during the reaction. Four metabolites were isolated from the cultures and their structures were identified as 21-oxo,A-homo-3a-oxa-urs-12-en-3-one-28-oic acid (2), 21-oxo-3,4-seco-ursan-4(23),12-dien-3,28-dioic acid (3), 21β-hydroxyl-A-homo-3a-oxa-urs-12-en-3-one-28-oic acid (4) and 21β-hydroxyl-3,4-seco-ursan-4(23),12-dien-3,28-dioic acid (5), based on their NMR and MS spectral data. All of the four metabolites were new and their anti-HCV activity was tested. Their biotransformation pathway was also proposed.

SUBMITTER: Fu S 

PROVIDER: S-EPMC9080225 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Biocatalysis of ursolic acid by the fungus <i>Gliocladium roseum</i> CGMCC 3.3657 and resulting anti-HCV activity.

Fu Shaobin S   Meng Qingfeng Q   Yang Junshan J   Tu Jiajia J   Sun Di-An DA  

RSC advances 20180401 29


Biocatalysis of ursolic acid (UA 1) by <i>Gliocladium roseum</i> CGMCC 3.3657 was investigated. Baeyer-Villiger oxidation was found to occur during the reaction. Four metabolites were isolated from the cultures and their structures were identified as 21-oxo,A-homo-3<i>a</i>-oxa-urs-12-en-3-one-28-oic acid (2), 21-oxo-3,4-seco-ursan-4(23),12-dien-3,28-dioic acid (3), 21β-hydroxyl-A-homo-3<i>a</i>-oxa-urs-12-en-3-one-28-oic acid (4) and 21β-hydroxyl-3,4-seco-ursan-4(23),12-dien-3,28-dioic acid (5)  ...[more]

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