奥拉西坦的核磁共振波谱特征与构象研究

波谱学杂志 ›› 2010, Vol. 27 ›› Issue (4): 609-616.

奥拉西坦的核磁共振波谱特征与构象研究

朱传钧^1,2，金晓锋³，姜标^1*，崔育新^4*

1. 中国科学院上海有机化学研究所，上海 200032； 
2. 上海精细化工火炬创新创业园分析中心，上海 201512； 
3. 常州制药厂有限公司，江苏常州 213018； 
4. 天然药物及仿生药物国家重点实验室（北京大学），北京 100191

收稿日期:2009-11-02 修回日期:2010-03-27 出版日期:2010-12-05 发布日期:2010-12-05

NMR Characteristics and Conformational Analysis of Oxiracetam

ZHU Chuan-Jun^1,2, JIN Xiao-Feng³, JIANG Biao^1*, CUI Yu-Xin^4*

1. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;
2. Shanghai Torch Innovation Park of Fine Chemical Industry Analysis Center, Shanghai 201512, China;
3. Changzhou Pharmaceutical Factory, Changzhou 213018, China; 
4. State Key Laboratory of Natural and Biomimetic Drugs (Peking University), Beijing 100191, China

Received:2009-11-02 Revised:2010-03-27 Online:2010-12-05 Published:2010-12-05

摘要/Abstract

摘要：

奥拉西坦是一种改善脑功能药物. 该文研究了该药的核磁共振波谱特征和构象. 吡咯环的各项异性效应使侧链亚甲基的质子的磁不等价. 由于吡咯环内酰胺键的部分双键性质，观测到了远程耦合现象. 信封式构象为吡咯环的优势构象. 同时研究了环外侧链上的酰胺键的受阻旋转.

关键词: 核磁共振（NMR）, 构象, 二维核磁共振, 变温核磁共振, 奥拉西坦, 远程耦合

Abstract:

Oxiracetam is often used as a nootropic agent. In this study, the NMR characteristics and conformation of oxiracetam were investigated. It was shown that the protons on the sidechain methylene group are magnetic nonequivalent because of the anisotropy effect of pyrrolidine ring. H₆and H₃ showed long-range coupling, due to the partial double-bond character of the amide bond on the pyrrolidine ring. Pyrrolidine ring favored envelope conformation. Hindered internal rotation of another amide bond on the side chain was also analyzed.

Key words: NMR, conformation, 2D NMR, VT NMR, Oxiracetam, long-range coupling

中图分类号:

O641

朱传钧, 金晓锋, 姜标, 崔育新. 奥拉西坦的核磁共振波谱特征与构象研究[J]. 波谱学杂志, 2010, 27(4): 609-616.

ZHU Chuan-Jun, JIN Xiao-Feng, JIANG Biao, CUI Yu-Xin. NMR Characteristics and Conformational Analysis of Oxiracetam[J]. Chinese Journal of Magnetic Resonance, 2010, 27(4): 609-616.

参考文献

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