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用液相色谱/电喷雾串联质谱法分析蜡伞属真菌中的环戊烯酮衍生物

Analysis of fungal cyclopentenone derivatives from Hygrophorus spp. by liquid chromatography/electrospray-tandem mass spectrometry.

作者信息

Lübken Tilo, Arnold Norbert, Wessjohann Ludger, Böttcher Christoph, Schmidt Jürgen

机构信息

Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle/Saale, Germany.

出版信息

J Mass Spectrom. 2006 Mar;41(3):361-71. doi: 10.1002/jms.996.

DOI:10.1002/jms.996
PMID:16453280
Abstract

Fruitbodies of the genus Hygrophorus (Basidiomycetes) contain a series of anti-biologically active compounds. These substances named hygrophorones possess a cyclopentenone skeleton. LC/ESI-MS/MS presents a valuable tool for the identification of such compounds. The mass spectral behaviour of typical selected members of this group under positive and negative ion electrospray conditions is discussed. Using the ESI collision-induced dissociation (CID) mass spectra of the [M + H]+ and [M - H]- ions, respectively, the compounds can be classified with respect to the substitution pattern at the cyclopentenone ring and the type of oxygenation at C-6 (hydroxy/acetoxy or oxo function) of the side chain. The elemental composition of the fragment ions was determined by ESI-QqTOF measurements. Thus, in case of the negative ion CID mass spectra an unusual loss of CO2 from the deprotonated molecular ions could be observed.

摘要

蜡伞属(担子菌纲)的子实体含有一系列具有生物活性的化合物。这些名为蜡伞酮的物质具有环戊烯酮骨架。液相色谱/电喷雾串联质谱(LC/ESI-MS/MS)是鉴定此类化合物的宝贵工具。本文讨论了该类典型选定成员在正离子和负离子电喷雾条件下的质谱行为。分别利用[M + H]+和[M - H]-离子的电喷雾碰撞诱导解离(CID)质谱,可根据环戊烯酮环上的取代模式以及侧链C-6位的氧化类型(羟基/乙酰氧基或羰基官能团)对化合物进行分类。通过电喷雾四极杆-线性离子阱飞行时间质谱(ESI-QqTOF)测量确定碎片离子的元素组成。因此,在负离子CID质谱中,可以观察到去质子化分子离子有不寻常的二氧化碳损失。

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