Isomeric Effect on H/D Exchange of Resveratrol Studied by NMR Spectroscopy
文献类型：期刊论文
| 作者 | Jiang Haipeng1,2; Fang Hanjun1,2; Jiang Ling1; Zheng Limin1,2; Wang Nian1; Zheng Anmin1; Deng Feng1; Liu Maili1 |
| 刊名 | CHINESE JOURNAL OF CHEMISTRY
 |
| 出版日期 | 2010-11-01 |
| 卷号 | 28期号:11页码:2281-2286 |
| 关键词 | resveratrol H/D exchange deuterium NMR spectroscopy theoretical calculation |
| 产权排序 | 第一 |
| 英文摘要 | Resveratrol (3,5,4'-trihydroxylstilbene), a phytoalexin in response to injury or fungal attack, is found in grapes and other food products. It has been well documented that the compound has beneficial effects as hypolipidemic, anticancer, antiviral, neuroprotective, antiaging, and anti-inflammatory natural active principle. It was observed that both trans- and cis-resveratrols undergo hydrogen-deuterium (H/D) exchange at H-2,6 and H-4 positions of the A-ring. The exchange rates were determined by (1)H NMR spectroscopy. The results reveal that the exchange rates are configuration and pH dependent. Derivative of 2-O-beta-D-glucoside can significantly speed up the H/D exchange reactions for both isomers. The trans-resveratrol experiences faster H/D exchanging than the cis-resveratrol. Such isomeric effect is possibly due to the factor that the trans-resveratrol is in favor of forming larger/super conjugative system and has less spatial interference. Theoretical calculation shows that electronegativity at these positions is in the order of H-2,6 > H-4, which is in consistent with the exchange rates observed by NMR. The results may be of help in understanding the properties of resveratrol, and in analysis of resveratrol in natural products or body fluids using mass spectroscopy that occasionally requires stable deuterium isotope labeling. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 学科主题 | 波谱分析 |
| 类目[WOS] | Chemistry, Multidisciplinary |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | HYDROGEN-DEUTERIUM EXCHANGE ; AROMATIC-COMPOUNDS ; STILBENE SYNTHASE ; GALLIUM CHLORIDE ; WINE ; ACID ; BIOSYNTHESIS ; ANTIOXIDANT ; EXPRESSION ; RECEPTOR |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000285261700029 |
| 源URL | [http://ir.wipm.ac.cn/handle/112942/2096]  |
| 专题 | 武汉物理与数学研究所_2011年以前论文发表（包括2011年） |
| 作者单位 | 1.Chinese Acad Sci, Wuhan Inst Phys & Math, State Key Lab Magnet Resonance & Atom & Mol Phys, Wuhan 430071, Hubei, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100029, Peoples R China |
| 推荐引用方式 GB/T 7714 | Jiang Haipeng,Fang Hanjun,Jiang Ling,et al. Isomeric Effect on H/D Exchange of Resveratrol Studied by NMR Spectroscopy[J]. CHINESE JOURNAL OF CHEMISTRY,2010,28(11):2281-2286. |
| APA | Jiang Haipeng.,Fang Hanjun.,Jiang Ling.,Zheng Limin.,Wang Nian.,...&Liu Maili.(2010).Isomeric Effect on H/D Exchange of Resveratrol Studied by NMR Spectroscopy.CHINESE JOURNAL OF CHEMISTRY,28(11),2281-2286. |
| MLA | Jiang Haipeng,et al."Isomeric Effect on H/D Exchange of Resveratrol Studied by NMR Spectroscopy".CHINESE JOURNAL OF CHEMISTRY 28.11(2010):2281-2286. |
入库方式： OAI收割
来源：武汉物理与数学研究所
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