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麦哲伦海山深海珊瑚内生真菌 AS-212 中的二酮哌嗪生物碱和倍半萜烯

Diketopiperazine Alkaloids and Bisabolene Sesquiterpenoids from AS-212, an Endozoic Fungus Associated with Deep-Sea Coral of Magellan Seamounts.

机构信息

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

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

出版信息

Mar Drugs. 2023 May 10;21(5):293. doi: 10.3390/md21050293.

DOI:10.3390/md21050293
PMID:37233487
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10224163/
Abstract

Two new quinazolinone diketopiperazine alkaloids, including versicomide E () and cottoquinazoline H (), together with ten known compounds (, , and -) were isolated and identified from AS-212, an endozoic fungus associated with the deep-sea coral cf. , which was collected from the Magellan Seamounts. Their chemical structures were determined by an extensive interpretation of the spectroscopic and X-ray crystallographic data as well as specific rotation calculation, ECD calculation, and comparison of their ECD spectra. The absolute configurations of (-)-isoversicomide A () and cottoquinazoline A () were not assigned in the literature reports and were solved in the present work by single-crystal X-ray diffraction analysis. In the antibacterial assays, compound exhibited antibacterial activity against aquatic pathogenic bacteria with an MIC value of 18.6 μM, while compounds and exhibited inhibitory effects against and with MIC values ranging from 9.0 to 18.1 μM.

摘要

从与深海珊瑚 cf. 共生的内生真菌 AS-212 中分离鉴定出两个新的喹唑啉酮二酮哌嗪生物碱,包括 versicomide E () 和 cottoquinazoline H (),以及十个已知化合物 (,, 和 -)。这些化合物是从麦哲伦海山采集的。通过对光谱和 X 射线晶体学数据的广泛解释以及比旋光度计算、ECD 计算和 ECD 光谱比较,确定了它们的化学结构。(-)-isoversicomide A () 和 cottoquinazoline A () 的绝对构型在文献报告中未被确定,本工作通过单晶 X 射线衍射分析解决。在抗菌试验中,化合物 对水产致病菌 表现出抗菌活性,MIC 值为 18.6 μM,而化合物 和 对 和 具有抑制作用,MIC 值范围为 9.0 至 18.1 μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/abada350c149/marinedrugs-21-00293-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/95c32e0ad29c/marinedrugs-21-00293-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/b6830bc93aa2/marinedrugs-21-00293-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/29abdedf929e/marinedrugs-21-00293-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/56523d61c208/marinedrugs-21-00293-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/abada350c149/marinedrugs-21-00293-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/95c32e0ad29c/marinedrugs-21-00293-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/b6830bc93aa2/marinedrugs-21-00293-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/29abdedf929e/marinedrugs-21-00293-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/56523d61c208/marinedrugs-21-00293-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d43f/10224163/abada350c149/marinedrugs-21-00293-g005.jpg

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