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包甲素类似物的1H-NMR和13C-NMR谱

1H-NMR and 13C-NMR Spectroscopy of Analogs of Baogongteng A

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【作者】 杨丽敏钮因尧陆阳

【Author】 YANG Li-min, NIU Yin-yao, LU Yang ( Department of Chemistry, College of Basic Medicine, Shanghai Second Medical University, Shanghai 200025, China)

【机构】 上海第二医科大学基础医学院化学教研室上海第二医科大学基础医学院化学教研室 上海200025上海200025上海200025

【摘要】 目的通过对包甲素类似物NMR谱的分析,考察其结构差别对共振信号化学位移的影响。方法以6β-乙酰氧基-3α-羟基莨菪烷为原料,利用酰化和磺酰化反应合成包甲素类似物,测试各化合物的1H-NMR谱和个别化合物的"c-NMR谱。结果合成了8个化合物,并对各化合物的NMR谱信号进行详细归属。结论取代基的诱导效应、共轭效应、磁各向异性效应和立体效应对莨菪烷化合物杂环上氢核和碳核的化学位移有较大的影响。

【Abstract】 Objective By analyzing the NMR spectra of analogs of Baogongteng A, tropane alkaloids, the effects of structural variations on chemical shifts of resonance signals were investigated. Methods The analogs of Baogongteng A are prepared from 6β-acetoxy-3α-hydroxytropane by acylation or sulfonylation, and their H-NMR and 13C-NMR spectra were determined. Results Eight compounds were synthesized and their NMR chemical shifts were assigned in detail. Conclusion The difference of chemical shifts of heterocyclic hydrogen and carbon resonance signals was produced by the inductive, conjugative, magnetic anisotropy, and stereo effects of substituents for different tropane compounds.

【关键词】 包甲素类似物~1H-NMR13C-NMR
【Key words】 analogs of Baogongteng A1H-NMR13C-NMR
【基金】 上海市科委重点医药研究基金(034319230)上海市教委学科建设专项基金(JY2001)资助项目
  • 【文献出处】 上海第二医科大学学报 ,Acta Universitatis Medicinalis Secondae Shanghai , 编辑部邮箱 ,2005年03期
  • 【分类号】R91
  • 【被引频次】1
  • 【下载频次】68
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