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两株冷泉来源真菌曲霉(Aspergillus insuetus)SD-512 的两个新酚类衍生物。

Two New Phenol Derivatives from the Cold Seep-Derived Fungus Aspergillus insuetus SD-512.

机构信息

Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao, 266071, P. R. China.

Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Wenhai Road 1, Qingdao, 266237, P. R. China.

出版信息

Chem Biodivers. 2021 Oct;18(10):e2100512. doi: 10.1002/cbdv.202100512. Epub 2021 Sep 16.

DOI:10.1002/cbdv.202100512
PMID:34347345
Abstract

Two new phenol derivatives, namely insphenol A (1) and acetylpeniciphenol (2), along with seven known analogs (3-9), were isolated from the deep-sea cold seep-derived fungus, Aspergillus insuetus SD-512. The structures of 1 and 2 were established by extensive interpretation of NMR and mass spectroscopic data. The absolute configuration of 1 was determined by the combination of coupling constant analysis and acid hydrolysis. Among the isolated compounds, insphenol A (1) represents the first example of isopentenyl phenol derivative with a unique 1-glycosylation from the species Aspergillus insuetus. The isolated new compounds were evaluated for antibacterial activities against six human or aquatic pathogens, while compound 2 exhibited inhibitory effect against Edwardsiella tarda, Vibrio alginolyticus, and V. vulnificus, with MIC values of 4, 8, and 8 μg/mL, respectively.

摘要

从深海冷泉源真菌 Aspergillus insuetus SD-512 中分离得到了两种新的酚类衍生物,即 insphenol A(1)和乙酰 peniciphenol(2),以及七种已知类似物(3-9)。通过对 NMR 和质谱数据的广泛解析,确定了 1 和 2 的结构。通过偶合常数分析和酸水解的结合,确定了 1 的绝对构型。在分离得到的化合物中,insphenol A(1)代表了 Aspergillus insuetus 种中具有独特 1-糖基化的异戊烯基酚衍生物的首例。对分离得到的新化合物进行了抗六种人类或水生病原体的抗菌活性评价,而化合物 2 对爱德华氏菌、弧菌和创伤弧菌表现出抑制作用,MIC 值分别为 4、8 和 8μg/mL。

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