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	Comazaphilones A-F, Azaphilone Derivatives from the Marine Sediment-Derived Fungus Penicillium commune QSD-17
	Gao, Shu-Shan1,3; Li, Xiao-Ming1; Zhang, Yi2; Li, Chun-Shun1; Cui, Chuan-Ming1,3; Wang, Bin-Gui1
刊名	JOURNAL OF NATURAL PRODUCTS
	2011-02-01
卷号	74期号:2页码:256-261
ISSN号	0163-3864
DOI	10.1021/np100788h
文献子类	Article
英文摘要	Chemical investigation of Penicillium commune QSD-17, a fungus isolated from a marine sediment sample collected in the southern Chinai Sea, yielded six new azaphilone derivatives, namely, comazaphilones A-F (1-6). The structures of these compounds were established on the basis of spectroscopic analysis. Attempts to define the absolute configuration of these azaphilones through investigation of Mosher's esters failed, possibly due to steric crowding at C-6 and C-7 and due to the degradation of these azaphilone derivatives under the reaction conditions. The inhibitory activities of the six azaphilones against four bacteria, one pathogenic fungus, and seven tumor cell lines were evaluated. Compounds 3-5 displayed potent inhibitory activity against several of these bacteria, while compounds 4-6 showed cytotoxic activity against human pancreatic tumor cell line SW1990. The preliminary SAR results indicated that the double bond at C-10 and the location of the orsellinic acid unit at C-6 in these azaphilones are important for the antibacterial activity and cytotoxicity; respectively. This is the first report of the isolation of azaphilone derivatives from a marine sediment-derived fungus.; Chemical investigation of Penicillium commune QSD-17, a fungus isolated from a marine sediment sample collected in the southern Chinai Sea, yielded six new azaphilone derivatives, namely, comazaphilones A-F (1-6). The structures of these compounds were established on the basis of spectroscopic analysis. Attempts to define the absolute configuration of these azaphilones through investigation of Mosher's esters failed, possibly due to steric crowding at C-6 and C-7 and due to the degradation of these azaphilone derivatives under the reaction conditions. The inhibitory activities of the six azaphilones against four bacteria, one pathogenic fungus, and seven tumor cell lines were evaluated. Compounds 3-5 displayed potent inhibitory activity against several of these bacteria, while compounds 4-6 showed cytotoxic activity against human pancreatic tumor cell line SW1990. The preliminary SAR results indicated that the double bond at C-10 and the location of the orsellinic acid unit at C-6 in these azaphilones are important for the antibacterial activity and cytotoxicity; respectively. This is the first report of the isolation of azaphilone derivatives from a marine sediment-derived fungus.
学科主题	Plant Sciences ; Pharmacology & Pharmacy
URL标识	查看原文
语种	英语
WOS记录号	WOS:000287637300021
公开日期	2012-07-03
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/11804]
专题	海洋研究所_实验海洋生物学重点实验室
作者单位	1.Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 2.Dalian Jiaotong Univ, Sch Environm & Chem Engn, Dalian 116028, Peoples R China 3.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Gao, Shu-Shan,Li, Xiao-Ming,Zhang, Yi,et al. Comazaphilones A-F, Azaphilone Derivatives from the Marine Sediment-Derived Fungus Penicillium commune QSD-17[J]. JOURNAL OF NATURAL PRODUCTS,2011,74(2):256-261.
APA	Gao, Shu-Shan,Li, Xiao-Ming,Zhang, Yi,Li, Chun-Shun,Cui, Chuan-Ming,&Wang, Bin-Gui.(2011).Comazaphilones A-F, Azaphilone Derivatives from the Marine Sediment-Derived Fungus Penicillium commune QSD-17.JOURNAL OF NATURAL PRODUCTS,74(2),256-261.
MLA	Gao, Shu-Shan,et al."Comazaphilones A-F, Azaphilone Derivatives from the Marine Sediment-Derived Fungus Penicillium commune QSD-17".JOURNAL OF NATURAL PRODUCTS 74.2(2011):256-261.

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