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Aspertides A-E:海洋分离株 MA-21 和 SD-512 产生的具有独特 -甲氧基肉桂酰酰胺基团的抗菌十五肽

Aspertides A-E: Antimicrobial Pentadepsipeptides with a Unique -Methoxycinnamoyl Amide Group from the Marine Isolates MA-21 and SD-512.

机构信息

CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Center for Ocean Mega-Science, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China.

State Key Laboratory of Microbial Technology, Shandong University, Binhai Road 72, Qingdao 266237, People's Republic of China.

出版信息

J Agric Food Chem. 2023 Sep 13;71(36):13316-13324. doi: 10.1021/acs.jafc.3c02610. Epub 2023 Aug 31.

DOI:10.1021/acs.jafc.3c02610
PMID:37650146
Abstract

Marine fungus-derived natural products are an important source of antimicrobial compounds against marine aquatic pathogens. Here, we describe the isolation and characterization of five new pentadepsipeptides, aspertides A-E (-), containing a unique -methoxycinnamoyl amide group, from the marine fungi MA-21 and SD-512. Among them, aspertides B-E (-) also possessed uncommon amino acid residues, such as 3-hydroxyproline, 2,3-dihydroxyproline, or pipecolinic acid. The structures of these compounds were elucidated on the basis of NMR and mass spectroscopic analyses. The absolute configurations of them were established by chiral HPLC analyses of the acidic hydrolysates and NMR calculations with DP4+ probability analysis. In bio-activity assays, compounds and exhibited antibacterial activities against aquatic-pathogenic bacteria, including , , , and with MIC values of 8-32 μg/mL.

摘要

海洋真菌来源的天然产物是抗海洋水生病原体的抗菌化合物的重要来源。在这里,我们描述了从海洋真菌 MA-21 和 SD-512 中分离和表征的五个新的五肽,即 aspertides A-E(-),它们含有独特的 -甲氧基肉桂酰酰胺基团。其中,aspertides B-E(-)还具有不常见的氨基酸残基,如 3-羟基脯氨酸、2,3-二羟基脯氨酸或哌啶酸。这些化合物的结构是根据 NMR 和质谱分析确定的。通过对酸性水解产物的手性 HPLC 分析和 DP4+概率分析的 NMR 计算,确定了它们的绝对构型。在生物活性测定中,化合物 和 对水生致病菌,包括 、 、 、 和 具有抗菌活性,MIC 值为 8-32 μg/mL。

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