| 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
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| 2004-10-01 | |
| 发表期刊 | JOURNAL OF NATURAL PRODUCTS
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| 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 | |
| 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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