Dynamic NMR study and theoretical calculations on the conformational exchange of valsartan and related compounds
文献类型：期刊论文
| 作者 | Li, Fang1,3; Zhang, Huiting1,3; Jiang, Ling1; Zhang, Weinong1; Nie, Jing2; Feng, Yuqi2; Yang, Minghui1; Liu, Maili1 |
| 刊名 | MAGNETIC RESONANCE IN CHEMISTRY
 |
| 出版日期 | 2007-11-01 |
| 卷号 | 45期号:11页码:929-936 |
| 关键词 | NMR valsartan exchange rate conformational analysis quantum chemistry calculation |
| 英文摘要 | Valsartan (1), an antihypertensive drug of the sartan family, and three related compounds, 3-methyl-2-((2'-(1-methyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl) pentanoylamino)butyric acid (2), 3-isopropyl-6-propyl-4-(2'-(1H-tetrazol-5-yl)biphenyl-4-yl-methyl) morpholine-2,5-dione (3), and 3-isopropyl-6-propyl-4-(4'-(1H-tetrazol-5-yl)biphenyl4-ylmethyl) morpholine-2,5-dione (4), were studied by nuclear magnetic resonance (NMR) spectroscopy. Assignment of H-1 and C-13 NMR resonances for the compounds were completed using COSY, HSQC and HMBC techniques. It was found that each of the compounds 1, 2, and 4 had two sets of H-1 and C-13 resonances, suggesting the presence of two conformers in solution. Based on NOESY experiments at different temperatures, thermodynamic parameters of the conformational exchange process were deduced for these compounds. The exchange barrier was found to be 17.9 +/- 0.7, 18.5 +/- 0.8, and 17.7 +/- 0.6 kcal mol(-1) with the corresponding free energy difference (Delta G) of 0.32 +/- 0.04, 0.23 +/- 0.01, and 0.13 +/- 0.04 kcal mol(-1) for 1, 2, and 4, respectively, at 298 K. Two conformations of valsartan were elucidated by NMR spectroscopy and quantum chemistry calculation. The results showed that two conformers of valsartan interchange via rotation about the C(O)-N bond. Copyright (c) 2007 John Wiley & Sons, Ltd. |
| WOS标题词 | Science & Technology ; Physical Sciences ; Technology |
| 类目[WOS] | Chemistry, Multidisciplinary ; Chemistry, Physical ; Spectroscopy |
| 研究领域[WOS] | Chemistry ; Spectroscopy |
| 关键词[WOS] | II-RECEPTOR ANTAGONISTS ; MAGNETIC-RESONANCE-SPECTROSCOPY ; ANGIOTENSIN ; LOSARTAN ; HYDROCHLOROTHIAZIDE ; IDENTIFICATION ; HYPERTENSION ; ELUCIDATION ; COMBINATION ; TABLETS |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000252666900005 |
| 公开日期 | 2015-08-18 |
| 源URL | [http://ir.wipm.ac.cn/handle/112942/4891]  |
| 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, Wuhan Ctr Magnet Resonance, State Key Lab Magnet Resonance & Atom & Mol Phys, Wuhan 430071, Peoples R China 2.Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China 3.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Fang,Zhang, Huiting,Jiang, Ling,et al. Dynamic NMR study and theoretical calculations on the conformational exchange of valsartan and related compounds[J]. MAGNETIC RESONANCE IN CHEMISTRY,2007,45(11):929-936. |
| APA | Li, Fang.,Zhang, Huiting.,Jiang, Ling.,Zhang, Weinong.,Nie, Jing.,...&Liu, Maili.(2007).Dynamic NMR study and theoretical calculations on the conformational exchange of valsartan and related compounds.MAGNETIC RESONANCE IN CHEMISTRY,45(11),929-936. |
| MLA | Li, Fang,et al."Dynamic NMR study and theoretical calculations on the conformational exchange of valsartan and related compounds".MAGNETIC RESONANCE IN CHEMISTRY 45.11(2007):929-936. |
入库方式： OAI收割
来源：武汉物理与数学研究所
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