Fungal biotransformation of tanshinone results in [4+2] cycloaddition with sorbicillinol: evidence for enzyme catalysis and increased antibacterial activity

文献类型: 外文期刊

第一作者: Liu, Miaomiao

作者: Liu, Miaomiao;Zhang, Jingyu;Han, Jianying;Dai, Huanqin;Zhang, Lixin;Liu, Xueting;Li, Xiaolin;Zhang, Xiaoping;Abdel-Mageed, Wael M.;Abdel-Mageed, Wael M.;Li, Li;Li, Li;Wang, Wenzhao;Liu, Hung-wen;Liu, Hung-wen;Luo, Houwei;Han, Jianying;Quinn, Ronald J.

作者机构:

关键词: Biotransformation; [4+2] cycloaddition reaction; Tanshinone IIA; Hypocrea sp

期刊名称:APPLIED MICROBIOLOGY AND BIOTECHNOLOGY ( 影响因子:4.813; 五年影响因子:4.697 )

ISSN: 0175-7598

年卷期: 2016 年 100 卷 19 期

页码:

收录情况: SCI

摘要: The biotransformation of tanshinone IIA to a new antibacterial agent tanshisorbicin (1) by the fungus Hypocrea sp. (AS 3.17108) is described. The structure of tanshisorbicin is a hybrid of tanshinone IIA (2) and sorbicillinol (3). The latter is a metabolite produced by Hypocrea sp. The structure of tanshisorbicin was determined using mass spectrometry, NMR spectroscopy, and ECD calculations. The anti-MRSA activity of 1 was found to be significantly higher than that of the parent substrate Tan IIA. Preliminary experiments indicate that tanshisorbicin is formed via a [4+2] cycloaddition reaction that is likely catalyzed by microbial enzyme.

分类号: Q939.9`Q81

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