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通过 LC-MS/MS 探索 spp. 的次生代谢产物谱。

Exploring Secondary Metabolite Profiles of spp. by LC-MS/MS.

机构信息

Institute of Food Chemistry, Westfälische Wilhelms-Universität Münster, 48149 Münster, Germany.

Chair of Food Safety, Veterinary Faculty, Ludwig-Maximilians-Universität München, 85764 Oberschleißheim, Germany.

出版信息

Toxins (Basel). 2019 Feb 27;11(3):133. doi: 10.3390/toxins11030133.

Abstract

The genus produces a broad diversity of secondary metabolites, including macrocyclic trichothecenes, atranones, and phenylspirodrimanes. Although the class of the phenylspirodrimanes is the major one and consists of a multitude of metabolites bearing various structural modifications, few investigations have been carried out. Thus, the presented study deals with the quantitative determination of several secondary metabolites produced by distinct species for comparison of their metabolite profiles. For that purpose, 15 of the primarily produced secondary metabolites were isolated from fungal cultures and structurally characterized in order to be used as analytical standards for the development of an LC-MS/MS multimethod. The developed method was applied to the analysis of micro-scale extracts from 5 different strains, which were cultured on different media. In that process, spontaneous dialdehyde/lactone isomerization was observed for some of the isolated secondary metabolites, and novel stachybotrychromenes were quantitatively investigated for the first time. The metabolite profiles of species are considerably influenced by time of growth and substrate availability, as well as the individual biosynthetic potential of the respective species. Regarding the reported adverse effects associated with growth in building environments, combinatory effects of the investigated secondary metabolites should be addressed and the role of the phenylspirodrimanes re-evaluated in future research.

摘要

该属产生广泛多样的次生代谢物,包括大环三萜烯、薁类和苯并螺环二氢呋喃类。尽管苯并螺环二氢呋喃类是主要的一类,由具有各种结构修饰的多种代谢物组成,但很少进行研究。因此,本研究涉及定量测定由不同 种产生的几种次生代谢物,以比较它们的代谢物图谱。为此,从真菌培养物中分离出 15 种主要产生的次生代谢物,并对其结构进行了表征,以便用作开发 LC-MS/MS 多方法的分析标准。所开发的方法应用于分析在不同培养基上培养的 5 种不同 株的微尺度提取物。在此过程中,观察到一些分离的次生代谢物发生自发的二醛/内酯异构化,并且首次对新型麦角甾醇进行了定量研究。 种的代谢物图谱受生长时间和基质可用性以及各自种的个体生物合成潜力的影响很大。关于与在建筑环境中生长相关的报道的不利影响,应解决所研究的次生代谢物的组合效应,并在未来的研究中重新评估苯并螺环二氢呋喃类的作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c16e/6468463/204eeada948c/toxins-11-00133-g001.jpg

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