Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana

doi:10.1021/np0400609

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	Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana
	Xu, XL ; Song, FH ; Wang, SJ; Li, S ; Xiao, F; Zhao, JL ; Yang, YC ; Shan, SQ ; Yang, L ; Shi, JG ; Shi, JG, Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China
	2004-10-01
发表期刊	JOURNAL OF NATURAL PRODUCTS
ISSN	0163-3864
卷号	67 期号:10 页码:1661-1666
文章类型	Article
摘要	Six novel dibenzyl bromophenols (1-6) with different dimerization patterns and two propyl bromophenol derivatives (7 and 8), together with 11 known bromophenol derivatives, were isolated from the ethanolic extract of the brown alga Leathesia nana. On the basis of spectroscopic methods the structures of the new compounds were determined as 5,6'-diethyloxymethyl-3,4,2'-tribromo-2,3',4'-trihydroxydiphenyl ether (1), 2-(2,3-dibromo-4,5-dihydroxybenzyl)-3,5-dihydroxy-4-methoxybenzyl alcohol (2), 6-(2,3-dibromo-4,5dihydroxybenzyl)-2,3-dibromo-4,5-dihydroxy benzyl methyl ether (3), 9,10-dihydro-9,10-dimethoxy-3,4,7,8-tetrabromo-1,2,5,6-tetrahydroxyanthracene (4), (+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydroisobenzofuran (5), rel-(4aS,10aR)-(+/-)-6,7-dibromo-4a-hydroxy-3,8-dihydroxymethyl-10a-methoxy- 1,4,4a, 10a-tetrahydrodibenzo[b,e][1,4]dioxin-1-one (6), (E)-2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)propenal (7), and 2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)-1-propanol (8). Some compounds including 3 showed in vitro selective cytotoxicity against several human cancer cell lines. This is the first brown alga to be reported containing bromophenols.; Six novel dibenzyl bromophenols (1-6) with different dimerization patterns and two propyl bromophenol derivatives (7 and 8), together with 11 known bromophenol derivatives, were isolated from the ethanolic extract of the brown alga Leathesia nana. On the basis of spectroscopic methods the structures of the new compounds were determined as 5,6'-diethyloxymethyl-3,4,2'-tribromo-2,3',4'-trihydroxydiphenyl ether (1), 2-(2,3-dibromo-4,5-dihydroxybenzyl)-3,5-dihydroxy-4-methoxybenzyl alcohol (2), 6-(2,3-dibromo-4,5dihydroxybenzyl)-2,3-dibromo-4,5-dihydroxy benzyl methyl ether (3), 9,10-dihydro-9,10-dimethoxy-3,4,7,8-tetrabromo-1,2,5,6-tetrahydroxyanthracene (4), (+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydroisobenzofuran (5), rel-(4aS,10aR)-(+/-)-6,7-dibromo-4a-hydroxy-3,8-dihydroxymethyl-10a-methoxy- 1,4,4a, 10a-tetrahydrodibenzo[b,e][1,4]dioxin-1-one (6), (E)-2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)propenal (7), and 2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)-1-propanol (8). Some compounds including 3 showed in vitro selective cytotoxicity against several human cancer cell lines. This is the first brown alga to be reported containing bromophenols.
关键词	Red Alga Diphenyl Ethers Symphyocladia-latiuscula Odonthalia-corymbifera Rhodomela-larix Sponge Metabolite Constituents
学科领域	Plant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
DOI	10.1021/np0400609
URL	查看原文
收录类别	SCI ; IC
语种	英语
WOS记录号	WOS:000224707700005
引用统计	被引频次：91[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/337002/1842
专题	海洋生物技术研发中心
通讯作者	Shi, JG, Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China
作者单位	1.Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China 2.Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China 3.Peking Union Med Coll, Beijing 100050, Peoples R China
推荐引用方式 GB/T 7714	Xu, XL,Song, FH,Wang, SJ,et al. Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana[J]. JOURNAL OF NATURAL PRODUCTS,2004,67(10):1661-1666.
APA	Xu, XL.,Song, FH.,Wang, SJ.,Li, S.,Xiao, F.,...&Shi, JG, Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China.(2004).Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana.JOURNAL OF NATURAL PRODUCTS,67(10),1661-1666.
MLA	Xu, XL,et al."Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana".JOURNAL OF NATURAL PRODUCTS 67.10(2004):1661-1666.

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