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氯球石酸盐 A-D:从蓝细菌 sp.LEGE 00249 中分离得到的氯化脂肪酸的天然乳酰化物。

Chlorosphaerolactylates A-D: Natural Lactylates of Chlorinated Fatty Acids Isolated from the Cyanobacterium sp. LEGE 00249.

机构信息

Departamento de Biología Funcional), IUOPA (Instituto Universitario de Oncología del Principado de Asturias), IISPA (Instituto de Investigación Sanitaria del Principado de Asturias), Research Unit "Biotechnology in Nutraceuticals and Bioactive Compounds-BIONUC", Universidad de Oviedo (Área de Microbiología, 3, Oviedo, Spain.

Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal.

出版信息

J Nat Prod. 2020 Jun 26;83(6):1885-1890. doi: 10.1021/acs.jnatprod.0c00072. Epub 2020 Jun 1.

Abstract

Four natural lactylates of chlorinated fatty acids, chlorosphaerolactylates A-D (-), were isolated from the methanolic extract of the cyanobacterium sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds - are esters of (mono-, di-, or tri)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry data sets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal, and antibiofilm properties using bacterial and fungal clinical isolates. Compounds - showed a weak inhibitory effect on the growth of S54F9 and SMI416, as well as on the biofilm formation of coagulase-negative FI31.

摘要

四种天然乳酰氯脂肪酸酯,即氯沙醇酰基酯 A-D(-),通过生物测定指导和 MS 指导相结合的方法从蓝藻 sp.LEGE 00249 的甲醇提取物中分离得到。-是(单、二或三)氯代月桂酸和乳酸的酯,其结构是基于光谱和光谱方法确定的,包括 1D 和 2D NMR 实验。高分辨率质谱数据集还表明存在其他少量成分,这些成分被鉴定为氯沙醇(bis)乳酰酯类似物。使用细菌和真菌临床分离株,测试了氯沙醇酰基酯对潜在的抗菌、抗真菌和抗生物膜特性的影响。-对 S54F9 和 SMI416 的生长以及凝固酶阴性菌 FI31 的生物膜形成有较弱的抑制作用。

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