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生物测定引导下从臭椿茎干树皮中分离和鉴定抗菌化合物

Bioassay-Guided Isolation and Identification of Antibacterial Compounds from Invasive Tree of Heaven Stem and Trunk Bark.

作者信息

Cselőtey Anna, Baglyas Márton, Király Nóra, Ott Péter G, Glavnik Vesna, Vovk Irena, Móricz Ágnes M

机构信息

Plant Protection Institute, HUN-REN Centre for Agricultural Research, Fehérvári út 132-144, 1116 Budapest, Hungary.

Doctoral School, Semmelweis University, Üllői út 26, 1085 Budapest, Hungary.

出版信息

Molecules. 2024 Dec 11;29(24):5846. doi: 10.3390/molecules29245846.

Abstract

Flash column chromatographic fractionation of tree of heaven () stem and trunk bark extracts, guided by thin-layer chromatography (TLC)- assay and TLC-heated electrospray high-resolution tandem mass spectrometry (HESI-HRMS/MS), lead to the isolation of six known compounds: (9,11)-13-hydroxy-9,11-octadecadienoic acid (13-HODE, ), (10,12)-9-hydroxy-10,12-octadecadienoic acid (9-HODE, ), hexadecanedioic acid (thapsic acid, ), 16-hydroxyhexadecanoic acid (juniperic acid, ), 16-feruloyloxypalmitic acid (alpinagalanate, ), and canthin-6-one (). Their structures were elucidated by HESI-HRMS/MS and one- and two-dimensional nuclear magnetic resonance (NMR) spectroscopy. This is the first study identifying - in tree. Except for , all isolated compounds exhibited antibacterial activity against in microdilution assays. showed the strongest effect with a minimum inhibitory concentration (MIC) value of 8.3 µg/mL. The antibacterial activity of and is newly described.

摘要

在薄层色谱(TLC)-测定法和TLC-加热电喷雾高分辨率串联质谱(HESI-HRMS/MS)的引导下,对臭椿树的茎和树皮提取物进行快速柱色谱分离,得到了六种已知化合物:(9,11)-13-羟基-9,11-十八碳二烯酸(13-HODE)、(10,12)-9-羟基-10,12-十八碳二烯酸(9-HODE)、十六烷二酸(thapsic酸)、16-羟基十六烷酸(杜松酸)、16-阿魏酰氧基棕榈酸(alpinagalanate)和canthin-6-one。它们的结构通过HESI-HRMS/MS以及一维和二维核磁共振(NMR)光谱得以阐明。这是首次在臭椿树中鉴定出这些化合物的研究。除canthin-6-one外,所有分离出的化合物在微量稀释试验中均对金黄色葡萄球菌表现出抗菌活性。16-阿魏酰氧基棕榈酸表现出最强的效果,最低抑菌浓度(MIC)值为8.3μg/mL。16-羟基十六烷酸和十六烷二酸的抗菌活性是新发现的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2841/11680021/bac0f70b2772/molecules-29-05846-g001.jpg

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