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通过光谱技术检测和表征环糊精与β-咔啉衍生物的复合物

Detection and characterization of cyclodextrin complexes with beta-carboline derivatives by spectroscopic techniques.

作者信息

Martín L, León A, Martín M A, del Castillo B, Menéndez J C

机构信息

Laboratorio de Técnicas Instrumentales, Sección Departamental de Química Analítica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain.

出版信息

J Pharm Biomed Anal. 2003 Aug 8;32(4-5):991-1001. doi: 10.1016/s0731-7085(03)00201-2.

DOI:10.1016/s0731-7085(03)00201-2
PMID:12899986
Abstract

beta-Carboline alkaloids exhibit a great variety of pharmacological activities. The solid inclusion complexes of harmane and harmine with beta-cyclodextrin and also with hydroxypropyl-beta-cyclodextrin, have been prepared following different procedures. IR and NMR spectroscopies were employed to verify the interaction of the guest molecules with the cyclodextrin cavities. The differences observed in the IR and NMR spectra are in agreement with those described in the literature for other guest molecules. The shifts in the 13C- and 1H-NMR spectra confirm the existence of the inclusion complexes. The fluorescence emission spectra of these complexes dissolved in buffered aqueous solution (pH 7.3) exhibit the characteristic peaks of the cationic form for harmane alkaloids. The neutral bands are not present for the free alkaloids in aqueous solutions. Fluorescence quenching emission of the complexes is compared to that of the corresponding free alkaloids.

摘要

β-咔啉生物碱具有多种药理活性。哈尔明和去氢骆驼蓬碱与β-环糊精以及羟丙基-β-环糊精的固体包合物已通过不同方法制备。采用红外光谱和核磁共振光谱来验证客体分子与环糊精空腔的相互作用。在红外光谱和核磁共振光谱中观察到的差异与文献中描述的其他客体分子的差异一致。13C和1H核磁共振光谱的位移证实了包合物的存在。这些溶解在缓冲水溶液(pH 7.3)中的配合物的荧光发射光谱显示出哈尔明生物碱阳离子形式的特征峰。水溶液中的游离生物碱不存在中性谱带。将配合物的荧光猝灭发射与相应游离生物碱的荧光猝灭发射进行比较。

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