Structural Revision of Wentiquinone C and Related Congeners from Anthraquinones to Xanthones Using Chemical Derivatization and NMR Analysis

doi:10.3390/md17010008

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	Structural Revision of Wentiquinone C and Related Congeners from Anthraquinones to Xanthones Using Chemical Derivatization and NMR Analysis
	Li, Xin1,2 ; Li, Xiao-Ming 1,2; Wang, Bin-Gui1,2
刊名	MARINE DRUGS
	2019
卷号	17 期号:1 页码:8
关键词	Structure revision Wentiquinone C Methylation method Xanthones Anthraquinones Aspergillus wentii
ISSN号	1660-3397
DOI	10.3390/md17010008
通讯作者	Wang, Bin-Gui(wangbg@ms.qdio.ac.cn)
英文摘要	Wentiquinone C, which was previously isolated from the marine brown alga-derived endophytic fungus Aspergillus wentii EN-48, was found to be a potent antioxidant against ,-diphenyl-picrylhydrazyl (DPPH) radical. The structure of wentiquinone C was originally assigned as an anthraquinone derivative (1,10-dihydroxy-3-(hydroxymethyl)-8-methoxydibenzo [b,e]oxepine-6,11-dione, 1) by 1D and 2D NMR experiments. However, the minor differences of the chemical shifts between xanthones and anthraquinones were queried, leading to the structure of 1 to be revised as a xanthone analog (8-hydroxy-6-(hydroxymethyl)-3-methoxy-9-oxo-9H-xanthene-1-carboxylic acid, 2) on the basis of a methylation and subsequent NMR measurements, and was confirmed by X-ray crystallographic analysis. The method established in this paper could be applied to the structural re-examination or revision for some of the reported seco-anthraquinone derivatives.
资助项目	Natural Science Foundation of China[31330009] ; Natural Science Foundation of China[41706182] ; Shandong Provincial Natural Science Foundation[ZR2017BB073]
WOS研究方向	Pharmacology & Pharmacy
语种	英语
出版者	MDPI
WOS记录号	WOS:000458053200008
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/160879]
专题	海洋研究所_实验海洋生物学重点实验室
通讯作者	Wang, Bin-Gui
作者单位	1.Chinese Acad Sci, Pilot Natl Lab Marine Sci & Technol Qingdao, Key Lab Expt Marine Biol, Inst Oceanol,Lab Marine Biol & Biotechnol, Nanhai Rd 7, Qingdao 266071, Peoples R China 2.Chinese Acad Sci, Ctr Ocean Mega Sci, Nanhai Rd 7, Qingdao 266071, Peoples R China
推荐引用方式 GB/T 7714	Li, Xin,Li, Xiao-Ming,Wang, Bin-Gui. Structural Revision of Wentiquinone C and Related Congeners from Anthraquinones to Xanthones Using Chemical Derivatization and NMR Analysis[J]. MARINE DRUGS,2019,17(1):8.
APA	Li, Xin,Li, Xiao-Ming,&Wang, Bin-Gui.(2019).Structural Revision of Wentiquinone C and Related Congeners from Anthraquinones to Xanthones Using Chemical Derivatization and NMR Analysis.MARINE DRUGS,17(1),8.
MLA	Li, Xin,et al."Structural Revision of Wentiquinone C and Related Congeners from Anthraquinones to Xanthones Using Chemical Derivatization and NMR Analysis".MARINE DRUGS 17.1(2019):8.