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采用 UHPLC-Q-Orbitrap-HRMS 对乳香(Pistacia lentiscus L.)提取物中的萜烯进行系统的定性分析及其碎片分析。

Systematic qualitative analysis of terpenes in mastic (Pistacia lentiscus L.) extract and their fragmentations by UHPLC-Q-Orbitrap-HRMS.

机构信息

The State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, and Key Laboratory of Chemistry of Plant Resources in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, China.

University of Chinese Academy of Sciences, Beijing, China.

出版信息

Phytochem Anal. 2024 Jul;35(5):1072-1087. doi: 10.1002/pca.3342. Epub 2024 Mar 18.

DOI:10.1002/pca.3342
PMID:38500403
Abstract

INTRODUCTION

Mastic is a natural resin produced by Pistacia lentiscus L. (Anacardiaceae). The beneficial properties of this resin are attributed to its triterpenes and volatile compounds.

OBJECTIVE

This study was conducted to screen and characterize the terpenes in mastic ethyl acetate extract (M-Ex).

METHODS

An ultrahigh-performance liquid chromatography coupled to quadrupole Orbitrap high-resolution mass spectrometry (UHPLC-Q-Orbitrap-HRMS) method was developed for the qualitative analysis of terpenes in M-Ex. We utilized in-house-isolated compounds as reference substance (Rs), including monoterpenes (A) with α-pinane structures, tetracyclic triterpene (B) containing tirucallane skeletons, and pentacyclic triterpene (C) belonging to olean, moronic, amyrone, and lupane types. Based on the mass spectrometric characteristics of the above compounds, and the difference in characteristic diagnostic fragment ions (DFIs) in isomeric compounds, the terpene compounds were further identified in M-Ex.

RESULTS

Out of a total of 70 compounds, including monoterpenes and tetra-, and pentacyclic triterpenes, 20 were accurately determined by Rs, retention time (RT), and DFIs. Based on the cleavage patterns summarized from the above 20 compounds and with reference to the reported literature, another 50 compounds were putatively identified. Based on our discovery, six terpenic acids with A-seco-tirucallane types and one monoterpene dimer were identified for the first time in mastic.

CONCLUSION

Our research serves not only as a foundation for the rapid identification and screening of terpene compounds in mastic but also as a supplementary basis for the identification of such compounds in other types of resins.

摘要

简介

乳香是由乳香黄连木(黄连木科)产生的天然树脂。这种树脂的有益特性归因于其三萜类化合物和挥发性化合物。

目的

本研究旨在筛选和表征乳香乙酸乙酯提取物(M-Ex)中的萜类化合物。

方法

采用超高效液相色谱-四极杆轨道阱高分辨率质谱联用(UHPLC-Q-Orbitrap-HRMS)法对 M-Ex 中的萜类化合物进行定性分析。我们利用内部分离的化合物作为参考物质(Rs),包括具有α-蒎烷结构的单萜(A)、含三萜烷骨架的四环三萜(B)和属于齐墩果烷、莫诺酮、阿密醇和羽扇烷型的五环三萜(C)。根据上述化合物的质谱特征以及同分异构体特征诊断碎片离子(DFIs)的差异,进一步鉴定 M-Ex 中的萜类化合物。

结果

在总共 70 种化合物中,包括单萜类和四环和五环三萜类,通过 Rs、保留时间(RT)和 DFIs 准确确定了 20 种化合物。根据从上述 20 种化合物总结的裂解模式,并参考已报道的文献,推测出另外 50 种化合物。根据我们的发现,首次在乳香中鉴定出六种具有 A-表三萜烷型的三萜酸和一种单萜二聚体。

结论

本研究不仅为乳香中萜类化合物的快速鉴定和筛选提供了基础,也为其他类型树脂中此类化合物的鉴定提供了补充依据。

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