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

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...

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Autores principales: Fu, Shaobin, Meng, Qingfeng, Yang, Junshan, Tu, Jiajia, Sun, Di-An
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080225/
https://www.ncbi.nlm.nih.gov/pubmed/35542219
http://dx.doi.org/10.1039/c8ra01217b
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author Fu, Shaobin
Meng, Qingfeng
Yang, Junshan
Tu, Jiajia
Sun, Di-An
author_facet Fu, Shaobin
Meng, Qingfeng
Yang, Junshan
Tu, Jiajia
Sun, Di-An
author_sort Fu, Shaobin
collection PubMed
description 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.
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spelling pubmed-90802252022-05-09 Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity Fu, Shaobin Meng, Qingfeng Yang, Junshan Tu, Jiajia Sun, Di-An RSC Adv Chemistry 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. The Royal Society of Chemistry 2018-05-03 /pmc/articles/PMC9080225/ /pubmed/35542219 http://dx.doi.org/10.1039/c8ra01217b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Fu, Shaobin
Meng, Qingfeng
Yang, Junshan
Tu, Jiajia
Sun, Di-An
Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title_full Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title_fullStr Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title_full_unstemmed Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title_short Biocatalysis of ursolic acid by the fungus Gliocladium roseum CGMCC 3.3657 and resulting anti-HCV activity
title_sort biocatalysis of ursolic acid by the fungus gliocladium roseum cgmcc 3.3657 and resulting anti-hcv activity
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080225/
https://www.ncbi.nlm.nih.gov/pubmed/35542219
http://dx.doi.org/10.1039/c8ra01217b
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