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-Ping 1,2,4; Li, Xiao-Ming 2,4; Wan, Yu-Peng 2; Li, Xin 2,4; Wang, Bin-Gui 2,3,4
刊名	JOURNAL OF NATURAL PRODUCTS
	2020-12-24
卷号	83 期号:12 页码:3652-3660
ISSN号	0163-3864
DOI	10.1021/acs.jnatprod.0c00860
通讯作者	Li, Xin(lixin@qdio.ac.cn) ; Wang, Bin-Gui(wangbg@ms.qdio.ac.cn)
英文摘要	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.
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
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000603402900019
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/169989]
专题	海洋研究所_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.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 3.Chinese Acad Sci, Ctr Ocean Megasci, Qingdao 266071, Peoples R China 4.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Biol & Biotechnol, Qingdao 266237, Peoples R China
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.