Structurally diverse alkaloids produced by Aspergillus creber EN-602, an endophytic fungus obtained from the marine red alga Rhodomela confervoides

doi:10.1016/j.bioorg.2021.104822

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	Structurally diverse alkaloids produced by Aspergillus creber EN-602, an endophytic fungus obtained from the marine red alga Rhodomela confervoides
	Li, Hong-Lei 2; Yang, Sui-Qun ; Li, Xiao-Ming ; Li, Xin ; Wang, Bin-Gui 2
刊名	BIOORGANIC CHEMISTRY
	2021-05-01
卷号	110 页码:8
关键词	Diketopiperazine Aspergillus creber Rhodomela confervoides Endophytic fungus ACE inhibitory activity
ISSN号	0045-2068
DOI	10.1016/j.bioorg.2021.104822
通讯作者	Li, Hong-Lei(lihonglei@qdio.ac.cn) ; Wang, Bin-Gui(wangbg@ms.qdio.ac.cn)
英文摘要	Thirteen alkaloids, which include three new diketopiperazines, namely, 3-hydroxyprotuboxepin K (4), 3,15dehydroprotuboxepin K (5), and versiamide A (6), together with ten known alkaloid derivatives (1-3 and 7-13), were isolated from the marine red algal-derived fungus Aspergillus creber EN-602. Versiamide A (6) represents the first example of a naturally occurring quinazolinone alkaloid with a diketopiperazine ring that is derived from phenylalanine (Phe) and leucine (Leu). The structures of these compounds were elucidated by detailed interpretation of their 1D/2D NMR spectroscopic and mass spectrometric data, while the absolute configurations of compounds 1-6 were established on the basis of X-ray crystallographic analysis and time-dependent density functional (TDDFT) calculations of the ECD spectra. Compounds 1, 2, and 4 exhibited inhibitory activity against the angiotensin converting enzyme (ACE) with IC50 values of 11.2, 16.0, and 22.4 mu M, respectively, and compounds 5 and 6 inhibited various aquatic bacteria with MIC values that ranged from 8 to 64 mu g/mL. The intermolecular interactions and potential binding sites between compounds 1-6 and ACE were investigated via molecular docking simulations.
资助项目	National Natural Science Foundation of China (NSFC)[42006079] ; National Natural Science Foundation of China (NSFC)[41706182] ; Qingdao National Laboratory for Marine Science and Technology[OF2019NO03] ; Taishan Scholar Project from Shandong Province of China[ts201511060]
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry
语种	英语
出版者	ACADEMIC PRESS INC ELSEVIER SCIENCE
WOS记录号	WOS:000647573700007
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/170880]
专题	海洋研究所_实验海洋生物学重点实验室
通讯作者	Li, Hong-Lei; Wang, Bin-Gui
作者单位	1.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Biol & Biotechnol, Wenhai Rd 1, Qingdao 266237, Peoples R China 2.Chinese Acad Sci, Inst Oceanol, CAS & Shandong Prov Lab Expt Marine Biol, Nanhai Rd 7, Qingdao 266071, Peoples R China 3.Chinese Acad Sci, Ctr Ocean Megasci, Nanhai Rd 7, Qingdao 266071, Peoples R China
推荐引用方式 GB/T 7714	Li, Hong-Lei,Yang, Sui-Qun,Li, Xiao-Ming,et al. Structurally diverse alkaloids produced by Aspergillus creber EN-602, an endophytic fungus obtained from the marine red alga Rhodomela confervoides[J]. BIOORGANIC CHEMISTRY,2021,110:8.
APA	Li, Hong-Lei,Yang, Sui-Qun,Li, Xiao-Ming,Li, Xin,&Wang, Bin-Gui.(2021).Structurally diverse alkaloids produced by Aspergillus creber EN-602, an endophytic fungus obtained from the marine red alga Rhodomela confervoides.BIOORGANIC CHEMISTRY,110,8.
MLA	Li, Hong-Lei,et al."Structurally diverse alkaloids produced by Aspergillus creber EN-602, an endophytic fungus obtained from the marine red alga Rhodomela confervoides".BIOORGANIC CHEMISTRY 110(2021):8.