二维核磁共振技术确定法尼基丙酮的几何构型  

Use of two-dimensional nuclear magnetic resonance technique for identifying the geometric conformation of farnesylacetone

作　　者：房桂珍[1] 张丽芳[1] 张莉[1] 刘东刚[1] 秦旭荣 Fang Guizhen;Zhang Lifang;Zhang Li;Liu Donggang;Qin Xurong(Biomedical Engineering Center,Hebei Medical University,Shijiazhuang 050000,China)

机构地区：[1]河北医科大学生物医学工程中心,石家庄050000

出　　处：《中国药物与临床》2019年第9期1397-1400,共4页Chinese Remedies & Clinics

基　　金：河北省"百人计划"资助项目(E2012100008)

摘　　要：目的 (5E,9E)-法尼基丙酮是制备替普瑞酮的关键中间体,研究目的是确立一种方法,简单有效地区分法尼基丙酮5位顺式和反式异构体,为合成替普瑞酮药物提供合格的中间体原料。方法本研究利用一维~1H-NMR图谱和二维~1H-~1H NOESY图谱对其不同构型进行分析,根据18位甲基氢和3,4位氢相关峰的有无和强弱,区分法尼基丙酮5位的顺反异构体。结果采用核磁共振方法可以区分顺反法尼基丙酮。结论核磁共振方法可以简单有效地应用于区分法尼基丙酮5位的顺反异构体,为法尼基丙酮5位几何异构体的构型确认和分离提供了依据,也为此类几何异构体结构分析和构型确认提供了一个有效的方法。Objective To develop a simple and effective method for distinguishing between 5-cis and 5-trans isomers of farnesylacetone, a key intermediate in the preparation of teprenone, and to provide qualified intermediate materials for synthesis of teprenone. Methods Different conformations of farnesylacetone were analyzed by using one-dimensional ^1H-NMR spectrum and two-dimensional ^1 H-^1 H NOESY spectrum. The 5-cis-and trans-isomers of farnesylacetone were distinguished based on the presence/absence and intensity of the 18-methyl-H with 3-and 4-H peaks. Results The NMR method was successful in simply and effectively distinguishing the 5-cis/trans isomers of farnesylacetone. Conclusion This Provides a basis for identification and separation of the geometric 5-isomers of farnesylacetone, as well as an effective approach for structural analysis and conformational validation of geometric iso-mers of this category.

关 键 词：立体异构现象 法尼基丙酮 核磁共振技术 

分 类 号：R917[医药卫生—药物分析学]