Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512

doi:10.1021/acs.jnatprod.0c00860

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	Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512
	Chi, Lu-Ping1,2,3 ; Li, Xiao-Ming 1,2; Wan, Yu-Peng 1; Li, Xin1,2 ; Wang, Bin-Gui1,2,4
	2020-12-24
发表期刊	JOURNAL OF NATURAL PRODUCTS
ISSN	0163-3864
卷号	83 期号:12 页码:3652-3660
通讯作者	Li, Xin([email protected]) ; Wang, Bin-Gui([email protected])
摘要	Three new ophiobolin sesterterpenoids, (6R)-16,17,21,21-O-tetrahydroophiobolin G (1), (6R)-16,17-dihydroophiobolin H (2), and (5S,6S)-16,17-dihydroophiobolin H (3), and three new farnesylated phthalide derivatives farnesylemefuranones D-F ( 9-11), along with five known ophiobolin analogues (4-8), were isolated and identified from the culture extract of Aspergillus insuetus SD-512, a deep-sea-derived fungus obtained from cold seep sediments collected at a depth of 1331 m. Among them, compounds 9-11 are rare examples of phthalide derivatives linked with farnesyl moieties via ether bonds. Their structures were established on the basis of detailed interpretation of the NMR spectroscopic and mass spectrometric data. X-ray crystallographic analysis, ECD calculations, and DP4+ probability analysis were performed to confirm the structures and establish the relative and absolute configurations of compounds 1-4. Compounds 3 and 9-11 showed broad-spectrum antibacterial activities, and differences in potencies could be assigned to structural modifications. This is the first report of secondary metabolites obtained from a deep sea cold-seep-derived fungus.
DOI	10.1021/acs.jnatprod.0c00860
收录类别	SCI
语种	英语
资助项目	National Key R&D Program of China[2018YFC0310800]; National Natural Science Foundation of China[42076090]; National Natural Science Foundation of China[U2006203]; Shandong Provincial Natural Science Foundation[ZR2019ZD18]; Basic Applied Research program of Qingdao[19-6-2-40-cg]; Research Vessel KEXUE of the National Major Science and Technology Infrastructure from the Chinese Academy of Sciences[KEXUE2018G28]; Taishan Scholar Project from Shandong Province[ts201511060]
WOS研究方向	Plant Sciences ; Pharmacology & Pharmacy
WOS类目	Plant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
WOS记录号	WOS:000603402900019
出版者	AMER CHEMICAL SOC
引用统计	被引频次：46[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.qdio.ac.cn/handle/337002/169990
专题	实验海洋生物学重点实验室
通讯作者	Li, Xin; Wang, Bin-Gui
作者单位	1.Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 2.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Biol & Biotechnol, Qingdao 266237, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Chinese Acad Sci, Ctr Ocean Megasci, Qingdao 266071, Peoples R China
第一作者单位	实验海洋生物学重点实验室
通讯作者单位	实验海洋生物学重点实验室; 中国科学院海洋大科学研究中心
推荐引用方式 GB/T 7714	Chi, Lu-Ping,Li, Xiao-Ming,Wan, Yu-Peng,et al. Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512[J]. JOURNAL OF NATURAL PRODUCTS,2020,83(12):3652-3660.
APA	Chi, Lu-Ping,Li, Xiao-Ming,Wan, Yu-Peng,Li, Xin,&Wang, Bin-Gui.(2020).Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512.JOURNAL OF NATURAL PRODUCTS,83(12),3652-3660.
MLA	Chi, Lu-Ping,et al."Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512".JOURNAL OF NATURAL PRODUCTS 83.12(2020):3652-3660.

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