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利用核磁共振和电喷雾串联质谱从内生尖孢镰刀菌5-19中分离鉴定抗菌剂白僵菌素

Isolation and Identification of the Antimicrobial Agent Beauvericin from the Endophytic Fusarium oxysporum 5-19 with NMR and ESI-MS/MS.

作者信息

Zhang Huawei, Ruan Chuanfen, Bai Xuelian, Zhang Miao, Zhu Shuangshuang, Jiang Yingying

机构信息

School of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China.

Department of Life and Environmental Sciences, Hangzhou Normal University, Hangzhou 310036, China.

出版信息

Biomed Res Int. 2016;2016:1084670. doi: 10.1155/2016/1084670. Epub 2016 Jun 19.

Abstract

Endophytic microbe has been proved to be one of rich sources of bioactive natural products with potential application for new drug and pesticide discovery. One cyclodepsipeptide, beauvericin, was firstly isolated from the fermentation broth of Fusarium oxysporum 5-19 endophytic on Edgeworthia chrysantha Linn. Its chemical structure was unambiguously identified by a combination of spectroscopic methods, such as HRESI-MS and (1)H and (13)C NMR. ESI-MS/MS was successfully used to elucidate the splitting decomposition route of the positive molecule ion of beauvericin. Antimicrobial results showed that this cyclodepsipeptide had inhibitory effect on three human pathogenic microbes, Candida albicans, Escherichia coli, and Staphylococcus aureus. In particular, beauvericin exhibited the strongest antimicrobial activity against S. aureus with MIC values of 3.91 μM, which had similar effect with that of the positive control amoxicillin.

摘要

内生微生物已被证明是生物活性天然产物的丰富来源之一,在新药和农药发现方面具有潜在应用价值。一种环缩肽——白僵菌素,最初是从生长在结香(Edgeworthia chrysantha Linn.)上的尖孢镰刀菌(Fusarium oxysporum)5-19内生菌的发酵液中分离得到的。通过高分辨电喷雾电离质谱(HRESI-MS)和氢核磁共振(¹H NMR)、碳核磁共振(¹³C NMR)等光谱方法相结合,明确鉴定了其化学结构。电喷雾串联质谱(ESI-MS/MS)成功用于阐明白僵菌素正离子分子的裂解途径。抗菌结果表明,这种环缩肽对三种人类致病微生物——白色念珠菌、大肠杆菌和金黄色葡萄球菌具有抑制作用。特别是,白僵菌素对金黄色葡萄球菌表现出最强的抗菌活性,其最低抑菌浓度(MIC)值为3.91 μM,与阳性对照阿莫西林的效果相似。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c4ab/4930801/0d5a722cc3f2/BMRI2016-1084670.001.jpg

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