Synthesis and protein tyrosine phosphatase 1B inhibition activities of two new synthetic bromophenols and their methoxy derivatives
文献类型：期刊论文
| 作者 | Cui Yongchao2; Shi Dayong1; Hu Zhiqiang1,2 |
| 刊名 | CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY
 |
| 出版日期 | 2011-11-01 |
| 卷号 | 29期号:6页码:1237-1242 |
| 关键词 | Protein Tyrosine Phosphatase 1b Inhibition Bromophenol Derivatives Synthesis |
| ISSN号 | 0254-4059 |
| DOI | 10.1007/s00343-011-0271-8 |
| 文献子类 | Article |
| 英文摘要 | 3-bromo-4,5-bis(2,3-dibromo-4,5-dihydroxybenzyl)-1,2-benzenediol (1) is a natural bromophenol isolated from the red algae Rhodomela confervoides that exhibits significant inhibition against protein tyrosine phosphatase 1B (PTP1B). Based on its activity, we synthesized two new synthetic bromophenols and their methoxy derivatives from vanillin using the structure of natural bromophenol 1 as a scaffold. The structures of these bromophenols were elucidated from (1)H NMR, (13)C NMR, and high resolution electron ionization mass spectrometry as 2,3-dibromo-1-(2'-bromo-6'-(3 '',4 ''-dimethoxybenzyl)-3',4'-dimethoxybenzyl)-4,5-dimethoxybenzene (2), 2,3-dibromo-1-(2'-bromo-6'-(2 ''-bromo-4 '',5 ''-dimethoxybenzyl)-3',4'-dimethoxybenzyl)-4,5-dimethoxybenzene (3), 3,4-dibromo-5-(2'-bromo-6'-(2 ''-bromo-4 '',5 ''-dihydroxybenzyl)-3',4'-dihydroxybenzyl) pyrocatechol (4) and 3,4-dibromo-5-(2'-bromo-6'-(3 '',4-dihydroxybenzyl)-3',4'-dihydroxybenzyl) pyrocatechol (5). PTP1B inhibition activities of these compounds were evaluated using a colorimetric assay, and compounds 3 and 4 demonstrated interesting activity against PTP1B.; 3-bromo-4,5-bis(2,3-dibromo-4,5-dihydroxybenzyl)-1,2-benzenediol (1) is a natural bromophenol isolated from the red algae Rhodomela confervoides that exhibits significant inhibition against protein tyrosine phosphatase 1B (PTP1B). Based on its activity, we synthesized two new synthetic bromophenols and their methoxy derivatives from vanillin using the structure of natural bromophenol 1 as a scaffold. The structures of these bromophenols were elucidated from (1)H NMR, (13)C NMR, and high resolution electron ionization mass spectrometry as 2,3-dibromo-1-(2'-bromo-6'-(3 '',4 ''-dimethoxybenzyl)-3',4'-dimethoxybenzyl)-4,5-dimethoxybenzene (2), 2,3-dibromo-1-(2'-bromo-6'-(2 ''-bromo-4 '',5 ''-dimethoxybenzyl)-3',4'-dimethoxybenzyl)-4,5-dimethoxybenzene (3), 3,4-dibromo-5-(2'-bromo-6'-(2 ''-bromo-4 '',5 ''-dihydroxybenzyl)-3',4'-dihydroxybenzyl) pyrocatechol (4) and 3,4-dibromo-5-(2'-bromo-6'-(3 '',4-dihydroxybenzyl)-3',4'-dihydroxybenzyl) pyrocatechol (5). PTP1B inhibition activities of these compounds were evaluated using a colorimetric assay, and compounds 3 and 4 demonstrated interesting activity against PTP1B. |
| 学科主题 | Marine & Freshwater Biology ; Oceanography |
| URL标识 | 查看原文 |
| 语种 | 英语 |
| WOS记录号 | WOS:000299039400010 |
| 公开日期 | 2012-07-03 |
| 源URL | [http://ir.qdio.ac.cn/handle/337002/12044]  |
| 专题 | 海洋研究所_海洋生物技术研发中心 |
| 作者单位 | 1.Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China 2.Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Qingdao 266042, Peoples R China |
| 推荐引用方式 GB/T 7714 | Cui Yongchao,Shi Dayong,Hu Zhiqiang. Synthesis and protein tyrosine phosphatase 1B inhibition activities of two new synthetic bromophenols and their methoxy derivatives[J]. CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY,2011,29(6):1237-1242. |
| APA | Cui Yongchao,Shi Dayong,&Hu Zhiqiang.(2011).Synthesis and protein tyrosine phosphatase 1B inhibition activities of two new synthetic bromophenols and their methoxy derivatives.CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY,29(6),1237-1242. |
| MLA | Cui Yongchao,et al."Synthesis and protein tyrosine phosphatase 1B inhibition activities of two new synthetic bromophenols and their methoxy derivatives".CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY 29.6(2011):1237-1242. |
入库方式： OAI收割
来源：海洋研究所
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