摘要
3-取代烷氧基奎宁环烷(1)为新合成的抗胆碱药物.其分子具有两个手性碳原子(3-C和11-C),故有四个不同的光学异构体.采用光学纯的3R-奎宁环醇与环氧化合物作用,得到了其中两个纯的光学异构体3R-1和3R-2.其合成路线、分离方法和有关理化性质等在前文已作了报道.药理实验结果表明,它们对大鼠大脑M胆碱受体亲合力差异显著.为了确定它们的立体结构与生物活性间的关系,本文采用NOE差谱和二维核磁共振等技术作了研究.
By using optically pure 3R-quinuclidinol,two diastereoisomers 3R-1 and 3R-2 of 3-(substituted) alkoxyl-quinuclidine were synthesized, ~1H and ^(13)C NMR spectra of 3R-1 and 3R-2 have been completly analyzed utilizing doudle-quantum filtered COSY, ^(13)C-~1H COSY and NOE difference experiment.The NOE difference experiment is used to determine the absolute configuration at ll-C of the diastereomers.According to the results of NOE difference and variable concentration NMR experiments, the configuration about 11-C of 3R-1 is designated as S (1A), whereas the configuration about 11-C of 3R-2 is designated as R (1B).The result was confirmed by X-ray diffraetion analysis.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
1990年第3期302-306,共5页
Acta Chimica Sinica
