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深海沉积物来源真菌 SD-330 中的抗菌倍半萜衍生物和单萜。

Antimicrobial Sesquiterpenoid Derivatives and Monoterpenoids from the Deep-Sea Sediment-Derived Fungus SD-330.

机构信息

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

Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Chunhui Road 17, Yantai 264003, China.

出版信息

Mar Drugs. 2019 Sep 29;17(10):563. doi: 10.3390/md17100563.

DOI:10.3390/md17100563
PMID:31569593
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6836274/
Abstract

Two new antimicrobial bisabolane-type sesquiterpenoid derivatives, -aspergoterpenin C (compound ) and 7--methylhydroxysydonic acid (), and two new butyrolactone-type monoterpenoids, pestalotiolactones C () and D (), along with a known monoterpenoid pestalotiolactone A () and four known bisabolane sesquiterpenoids (-), were isolated and identified from the deep-sea sediment-derived fungus SD-330. The structures of these compounds were elucidated on the basis of spectroscopic analysis, and the absolute configurations of the new compounds - were determined by the combination of NOESY and TDDFT-ECD calculations and X-ray crystallographic analysis. Additionally, we first determined and reported the absolute configuration of the known monoterpenoid pestalotiolactone A () through the X-ray crystallographic experiment. All of these isolated compounds were evaluated for antimicrobial activities against human and aquatic pathogenic bacteria. Compounds , , and exhibited selective inhibitory activities against zoonotic pathogenic bacteria such as , , and , with MIC values ranging from 1.0 to 8.0 μg/mL.

摘要

从深海沉积物来源的真菌 SD-330 中分离鉴定得到两个新的抗菌双环倍半萜烯类倍半萜烯衍生物 -aspergoterpenin C(化合物 )和 7--甲基羟 Sydonic 酸(),以及两个新的丁内酯型单萜类化合物 pestalotiolactone C()和 D(),以及一个已知的单萜 pestalotiolactone A()和四个已知的双环倍半萜烯(-)。这些化合物的结构是基于光谱分析阐明的,新化合物的绝对构型 - 通过 NOESY 和 TDDFT-ECD 计算和 X 射线晶体学分析的组合确定。此外,我们首次通过 X 射线晶体学实验确定并报告了已知单萜 pestalotiolactone A()的绝对构型。所有分离得到的化合物都进行了抗人类和水生致病性细菌的抗菌活性评价。化合物 、 、 和 对人畜共患病病原菌如 、 、 和 具有选择性抑制活性,MIC 值范围为 1.0 至 8.0 μg/mL。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/990a12ca7341/marinedrugs-17-00563-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/2b3797bea51c/marinedrugs-17-00563-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/0bccf163a730/marinedrugs-17-00563-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/d555c72ec533/marinedrugs-17-00563-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/dbc0679c840e/marinedrugs-17-00563-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/4b3d35e684e7/marinedrugs-17-00563-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/990a12ca7341/marinedrugs-17-00563-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/2b3797bea51c/marinedrugs-17-00563-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/0bccf163a730/marinedrugs-17-00563-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/d555c72ec533/marinedrugs-17-00563-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/dbc0679c840e/marinedrugs-17-00563-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/4b3d35e684e7/marinedrugs-17-00563-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc1e/6836274/990a12ca7341/marinedrugs-17-00563-g006.jpg

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