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	Highly brominated mono- and bis-phenols from the marine red alga Symphyocladia latiuscula with radical-scavenging activity
	Duan, Xiao-Juan; Li, Xiao-Ming; Wang, Bin-Gui; Wang, BG, Chinese Acad Sci, Inst Oceanog, Key Lab Expt Marine Biol, Nanhai Rd 7, Qingdao 266071, Peoples R China
刊名	JOURNAL OF NATURAL PRODUCTS
	2007-07-01
卷号	70期号:7页码:1210-1213
关键词	Rhodomela-confervoides Bromophenol Constituents Derivatives Ether
ISSN号	0163-3864
文献子类	Article
英文摘要	Four new highly brominated and fully substituted mono- and bis-phenols, 1-(2,3,6-tribromo-4,5-dihydroxybenzyl)pyrrolidin-2-one (1), 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane (2), 6-(2,3,6-tribromo-4,5-dihydroxybenzyl)-2,5-dibromo-3,4-dihydroxybenzyl methyl ether (3), and 2,3,6-tribromo-4,5-dihydroxybenzyl methyl sulfone (4), were characterized from the marine red alga Symphyocladia latiuscula. In addition, five known bromophenols, bis(2,3,6-tribromo-4,5-dihydroxyphenyl)methane (5), bis(2,3,6-tribromo-4,5-dihydroxybenzyl) ether (6), 2,3,6-tribromo-4,5-dihydroxybenzyl methyl ether (7), 2,3,6-tribromo-4,5-dihydroxymethylbenzene (8), and 2,3,6-tribromo-4,5-dihydroxybenzaldehyde (9), were also isolated and identified. The structures of these compounds were elucidated by spectroscopic methods including 1D and 2D NMR as well as by low- and high-resolution mass spectrometric analysis. Structurally, all of these compounds are highly brominated and fully substituted, and contain one or two 2,3,6-tribromo-4,5-dihydroxyphenyl unit(s) in each of the molecules. In addition, compound 4 possesses a unique sulfone structural feature. Each of the isolated compounds was evaluated for alpha,alpha-diphenyl-beta-picrylhydrazyl (DPPH) radical-scavenging activity and all were found to be potent, with IC50 values ranging from 8.1 to 24.7 mu M, compared to the known positive control butylated hydroxytoluene (BHT), with an IC50 of 81.8 mu M.; Four new highly brominated and fully substituted mono- and bis-phenols, 1-(2,3,6-tribromo-4,5-dihydroxybenzyl)pyrrolidin-2-one (1), 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane (2), 6-(2,3,6-tribromo-4,5-dihydroxybenzyl)-2,5-dibromo-3,4-dihydroxybenzyl methyl ether (3), and 2,3,6-tribromo-4,5-dihydroxybenzyl methyl sulfone (4), were characterized from the marine red alga Symphyocladia latiuscula. In addition, five known bromophenols, bis(2,3,6-tribromo-4,5-dihydroxyphenyl)methane (5), bis(2,3,6-tribromo-4,5-dihydroxybenzyl) ether (6), 2,3,6-tribromo-4,5-dihydroxybenzyl methyl ether (7), 2,3,6-tribromo-4,5-dihydroxymethylbenzene (8), and 2,3,6-tribromo-4,5-dihydroxybenzaldehyde (9), were also isolated and identified. The structures of these compounds were elucidated by spectroscopic methods including 1D and 2D NMR as well as by low- and high-resolution mass spectrometric analysis. Structurally, all of these compounds are highly brominated and fully substituted, and contain one or two 2,3,6-tribromo-4,5-dihydroxyphenyl unit(s) in each of the molecules. In addition, compound 4 possesses a unique sulfone structural feature. Each of the isolated compounds was evaluated for alpha,alpha-diphenyl-beta-picrylhydrazyl (DPPH) radical-scavenging activity and all were found to be potent, with IC50 values ranging from 8.1 to 24.7 mu M, compared to the known positive control butylated hydroxytoluene (BHT), with an IC50 of 81.8 mu M.
学科主题	Plant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
语种	英语
WOS记录号	WOS:000248344800027
公开日期	2010-11-18
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/1596]
专题	海洋研究所_实验海洋生物学重点实验室
通讯作者	Wang, BG, Chinese Acad Sci, Inst Oceanog, Key Lab Expt Marine Biol, Nanhai Rd 7, Qingdao 266071, Peoples R China
作者单位	1.Chinese Acad Sci, Inst Oceanog, Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
推荐引用方式 GB/T 7714	Duan, Xiao-Juan,Li, Xiao-Ming,Wang, Bin-Gui,et al. Highly brominated mono- and bis-phenols from the marine red alga Symphyocladia latiuscula with radical-scavenging activity[J]. JOURNAL OF NATURAL PRODUCTS,2007,70(7):1210-1213.
APA	Duan, Xiao-Juan,Li, Xiao-Ming,Wang, Bin-Gui,&Wang, BG, Chinese Acad Sci, Inst Oceanog, Key Lab Expt Marine Biol, Nanhai Rd 7, Qingdao 266071, Peoples R China.(2007).Highly brominated mono- and bis-phenols from the marine red alga Symphyocladia latiuscula with radical-scavenging activity.JOURNAL OF NATURAL PRODUCTS,70(7),1210-1213.
MLA	Duan, Xiao-Juan,et al."Highly brominated mono- and bis-phenols from the marine red alga Symphyocladia latiuscula with radical-scavenging activity".JOURNAL OF NATURAL PRODUCTS 70.7(2007):1210-1213.

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