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胱氨酸酰胺C和D,来自潮间带泥滩来源的新环脂肽,sp. JMS132。

Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived sp. JMS132.

作者信息

Seo Jeongwon, Shin Yern-Hyerk, Jo Se Jin, Du Young Eun, Um Soohyun, Kim Young Ran, Moon Kyuho

机构信息

College of Pharmacy, Research Institute of Pharmaceutical Sciences, Chonnam National University, Gwangju, South Korea.

Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School and Blavatnik Institute, Boston, MA, United States.

出版信息

Front Microbiol. 2022 May 13;13:904954. doi: 10.3389/fmicb.2022.904954. eCollection 2022.

Abstract

Cystargamides C and D ( and ) were isolated from a marine actinomycete strain collected at Beolgyo, South Korea. The planar structures of the cystargamides were elucidated by 1/2D NMR, UV, and MS spectroscopic analyses. The absolute configurations of and were determined based on ROESY correlations and the advanced Marfey's methods. The structures of the compounds were elucidated as new lipodepsipeptides bearing six amino acids with an epoxy fatty acid side chain. For the first time, the nonribosomal peptide synthetase biosynthetic pathway of the cystargamides has been proposed using whole genome sequence analysis. The cystargamides displayed antioxidant effect in the DPPH and ABTS assay. The discovery of new cyclic lipopeptides, cystargamides C and D, from a tidal mudflat-derived sp. supported that marine bacteria have potential as source of bioactive natural products.

摘要

胱氨酸酰胺C和D( 和 )是从韩国Beolgyo采集的一株海洋放线菌中分离得到的。通过一维/二维核磁共振、紫外和质谱光谱分析阐明了胱氨酸酰胺的平面结构。基于旋转 Overhauser 效应光谱(ROESY)相关性和先进的马尔费方法确定了 和 的绝对构型。这些化合物的结构被阐明为带有六个氨基酸和环氧脂肪酸侧链的新型脂环肽。首次利用全基因组序列分析提出了胱氨酸酰胺的非核糖体肽合成酶生物合成途径。胱氨酸酰胺在1,1-二苯基-2-三硝基苯肼(DPPH)和2,2'-联氮-双-(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS)测定中显示出抗氧化作用。从潮间带泥滩来源的 种中发现新的环脂肽胱氨酸酰胺C和D,证明海洋细菌具有作为生物活性天然产物来源的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cf8c/9136287/d17346b3f7ab/fmicb-13-904954-g001.jpg

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