兰索拉唑的NMR分析及其在溶液中的互变异构现象  

NMR Studies of Lansoprazole and Tautomerism in Solution

作　　者：张皋[1] 王民昌[1] 刘红妮[1] 徐敏[1] 齐珠钗[1] 

机构地区：[1]西安近代化学研究所,陕西西安710065

出　　处：《波谱学杂志》2008年第2期217-227,共11页Chinese Journal of Magnetic Resonance

摘　　要：利用核磁共振技术(1H NMR、13C NMR、DEPT、19F NMR、HSQC、HMBC)完成了常温下兰索拉唑氢谱和碳谱的全归属.在此基础上,通过变温实验对兰索拉唑氢谱和碳谱中出现的宽矮峰进行了解释.常温下,兰索拉唑存在Ⅰ和Ⅱ式两种构型,且两种构型间不断翻转互变,使部分谱线变宽变矮.当温度升高时,翻转互变加快,宽峰变窄;当温度下降时,翻转互变减慢,在丙酮溶液中-70℃翻转互变停止,兰索拉唑以一种构型存在,氢谱中不再出现宽矮峰.对-70℃的兰索拉唑氢谱进行了归属,与常温下氢谱和碳谱归属相吻合.In this study, NMR techniques, including 1H NMR, 13C NMR, DEPT, 19F NMR, HSQC, and HMBC, were used in combination to assign the 1H and 13C chemical shifts of lansoprazole in room temperature. On the basis of the assignments and the results of variable-temperature experiments, a hypothesis was put forward to explain the existence of several low broad lines in the 1H and 13C NMR spectra of the compound. It was proposed that there exist two inter-converting tautomers at room temperature. The inter-conversion rate increased and the broad lines became narrower as the temperature increased, and vice versa. The low broad lines in the 1H spectra of the compound disappeared at -70℃, indicating the existence of only one tautomer and the termination of the inter-conversion process. The 1H spectra of lansoprazole obtained at -70 ℃ were assigned, which were shown to be consistent with the results obtained at in room temperature.

关 键 词：核磁共振 归属 二维核磁共振 兰索拉唑 互变异构 

分 类 号：O641[理学—物理化学]