Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata

doi:10.1021/np060248n

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	Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata
	Wang, Song ; Li, Xiao-Ming ; Teuscher, Franka ; Li, Dong-Li ; Diesel, Arnulf ; Ebel, Rainer ; Proksch, Peter ; Wang, Bin-Gui; Wang, BG, Chinese Acad Sci, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China
	2006-11-27
发表期刊	JOURNAL OF NATURAL PRODUCTS
ISSN	0163-3864
卷号	69 期号:11 页码:1622-1625
文章类型	Article
摘要	Cultivation of the endophytic fungus Chaetomium globosum, which was isolated from the inner tissue of the marine red alga Polysiphonia urceolata, resulted in the isolation of chaetopyranin (1), a new benzaldehyde secondary metabolite. Ten known compounds were also isolated, including two benzaldehyde congeners, 2-(2 ',3-epoxy-1 ',3 '-heptadienyl)-6-hydroxy- 5-(3-methyl-2-butenyl) benzaldehyde (2) and isotetrahydroauroglaucin (3), two anthraquinone derivatives, erythroglaucin (4) and parietin (5), five asperentin derivatives including asperentin ( 6, also known as cladosporin), 5 '-hydroxy-asperentin-8-methylether (7), asperentin-8-methyl ether (8), 4 '-hydroxyasperentin (9), and 5 '-hydroxyasperentin (10), and the prenylated diketopiperazine congener neoechinulin A (11). The structures of these compounds were determined on the basis of their spectroscopic data analysis (H-1, C-13, H-1-H-1 COSY, HMQC, and HMBC NMR, as well as low- and high-resolution mass experiments). To our knowledge, compound 1 represents the first example of a 2H-benzopyran derivative of marine algal-derived fungi as well as of the fungal genus Chaetomium. Each isolate was tested for its DPPH (1,1-diphenyl-2-picrylhydrazyl) radical-scavenging property. Compounds 1-4 were found to have moderate activity. Chaetopyranin (1) also exhibited moderate to weak cytotoxic activity toward several tumor cell lines.; Cultivation of the endophytic fungus Chaetomium globosum, which was isolated from the inner tissue of the marine red alga Polysiphonia urceolata, resulted in the isolation of chaetopyranin (1), a new benzaldehyde secondary metabolite. Ten known compounds were also isolated, including two benzaldehyde congeners, 2-(2 ',3-epoxy-1 ',3 '-heptadienyl)-6-hydroxy- 5-(3-methyl-2-butenyl) benzaldehyde (2) and isotetrahydroauroglaucin (3), two anthraquinone derivatives, erythroglaucin (4) and parietin (5), five asperentin derivatives including asperentin ( 6, also known as cladosporin), 5 '-hydroxy-asperentin-8-methylether (7), asperentin-8-methyl ether (8), 4 '-hydroxyasperentin (9), and 5 '-hydroxyasperentin (10), and the prenylated diketopiperazine congener neoechinulin A (11). The structures of these compounds were determined on the basis of their spectroscopic data analysis (H-1, C-13, H-1-H-1 COSY, HMQC, and HMBC NMR, as well as low- and high-resolution mass experiments). To our knowledge, compound 1 represents the first example of a 2H-benzopyran derivative of marine algal-derived fungi as well as of the fungal genus Chaetomium. Each isolate was tested for its DPPH (1,1-diphenyl-2-picrylhydrazyl) radical-scavenging property. Compounds 1-4 were found to have moderate activity. Chaetopyranin (1) also exhibited moderate to weak cytotoxic activity toward several tumor cell lines.
关键词	Aspergillus-repens Natural-products A-c Bacterium Isolate
学科领域	Plant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
DOI	10.1021/np060248n
URL	查看原文
收录类别	SCI ; IC
语种	英语
WOS记录号	WOS:000242298300019
引用统计	被引频次：228[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/337002/1689
专题	实验海洋生物学重点实验室
通讯作者	Wang, BG, Chinese Acad Sci, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China
作者单位	1.Chinese Acad Sci, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China 3.Univ Dusseldorf, Inst Pharmazeut Biol & Biotechnol, D-40225 Dusseldorf, Germany
推荐引用方式 GB/T 7714	Wang, Song,Li, Xiao-Ming,Teuscher, Franka,et al. Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata[J]. JOURNAL OF NATURAL PRODUCTS,2006,69(11):1622-1625.
APA	Wang, Song.,Li, Xiao-Ming.,Teuscher, Franka.,Li, Dong-Li.,Diesel, Arnulf.,...&Wang, BG, Chinese Acad Sci, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China.(2006).Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata.JOURNAL OF NATURAL PRODUCTS,69(11),1622-1625.
MLA	Wang, Song,et al."Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata".JOURNAL OF NATURAL PRODUCTS 69.11(2006):1622-1625.

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