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从一种北极海洋细菌中分离得到的两种新型溶菌鸟氨酸脂类。

Two Novel Lyso-Ornithine Lipids Isolated from an Arctic Marine sp. Bacterium.

机构信息

Marbio, Faculty for Fisheries, Biosciences and Economy, UiT-The Arctic University of Norway, Breivika, N-9037 Tromsø, Norway.

Department of Chemistry, Faculty of Natural Sciences, UiT-The Arctic University of Norway, Breivika, N-9037 Tromsø, Norway.

出版信息

Molecules. 2021 Aug 31;26(17):5295. doi: 10.3390/molecules26175295.

Abstract

The genus was discovered in 2005 and includes 12 Gram-negative bacterial species. To the best of our knowledge, the secondary metabolite production potential of this genus has not been explored before, and examination of species may reveal novel chemistry. As part of a screening project of Arctic marine bacteria, the sp. strain M09B143 was cultivated, extracted, fractionated and tested for antibacterial and cytotoxic activities. One fraction had antibacterial activity and was subjected to mass spectrometry analysis, which revealed two compounds with elemental composition that did not match any known compounds in databases. This resulted in the identification and isolation of two novel isobranched lyso-ornithine lipids, whose structures were elucidated by mass spectrometry and NMR spectroscopy. Lyso-ornithine lipids consist of a 3-hydroxy fatty acid linked to the alpha amino group of an ornithine amino acid through an amide bond. The fatty acid chains were determined to be iso-C15:0 () and iso-C16:0 (). Compound was active against the Gram-positive , while showed cytotoxic activity against A2058 human melanoma cells.

摘要

该属于 2005 年发现,包含 12 种革兰氏阴性细菌。据我们所知,该属的次生代谢产物生产潜力以前尚未得到探索,而对 种的研究可能会揭示新的化学物质。作为北极海洋细菌筛选项目的一部分,培养了 sp. 菌株 M09B143,进行了提取、分离和抗菌及细胞毒性测试。一个部分具有抗菌活性,并进行了质谱分析,结果表明两种化合物的元素组成与数据库中任何已知化合物都不匹配。这导致了两种新型支链赖氨酸脂的鉴定和分离,其结构通过质谱和 NMR 光谱确定。赖氨酸脂由通过酰胺键连接到鸟氨酸氨基酸的α氨基的 3-羟基脂肪酸组成。脂肪酸链被确定为 iso-C15:0 () 和 iso-C16:0 (). 化合物 对革兰氏阳性 具有活性,而 对 A2058 人黑色素瘤细胞具有细胞毒性活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2197/8434205/6b5316ce924d/molecules-26-05295-g001.jpg

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