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真菌CGMCC 3.3657对熊果酸的生物催化及由此产生的抗丙型肝炎病毒活性。

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

作者信息

Fu Shaobin, Meng Qingfeng, Yang Junshan, Tu Jiajia, Sun Di-An

机构信息

Institute of Medical Plant Development, Chinese Academy of Medical Sciences, Peking Union Medical College Beijing 100193 China

Pharmacy School of Zunyi Medical University Zunyi 563000 China.

出版信息

RSC Adv. 2018 May 3;8(29):16400-16405. doi: 10.1039/c8ra01217b. eCollection 2018 Apr 27.

Abstract

Biocatalysis of ursolic acid (UA 1) by 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-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-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.

摘要

研究了CGMCC 3.3657对熊果酸(UA 1)的生物催化作用。发现反应过程中发生了拜耳-维利格氧化反应。从培养物中分离出四种代谢产物,根据它们的核磁共振(NMR)和质谱(MS)光谱数据,其结构被鉴定为21-氧代-A-高-3-氧杂-乌苏-12-烯-3-酮-28-酸(2)、21-氧代-3,4-裂环乌苏烷-4(23),12-二烯-3,28-二酸(3)、21β-羟基-A-高-3-氧杂-乌苏-12-烯-3-酮-28-酸(4)和21β-羟基-3,4-裂环乌苏烷-4(23),12-二烯-3,28-二酸(5)。这四种代谢产物均为新化合物,并对其抗丙型肝炎病毒(HCV)活性进行了测试。还提出了它们的生物转化途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40ee/9080225/d5eb03005bce/c8ra01217b-f1.jpg

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