Complexation studies of pioglitazone hydrochloride and beta-cyclodextrin:NMR(~1H,ROESY)spectroscopic study in solution

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作   者：

Syed Mashhood Ali;  Santosh Kumar Upadhyay; 

作者机构：

Department of Chemistry;  Aligarh Muslim University;  Aligarh 202 002;  UP;  India; 

关键词：

ROESY;  Pioglitazone hydrochloride;  NMR spectroscopy;  beta-Cyclodextrin;  Inclusion complex; 

期刊名称：

Journal of Inclusion Phenomena and Macrocyclic Chemistry

i s s n：

0923-0750

年卷期：

2008 年 62 卷 1/2 期

页   码：

161-165

页   码：

摘   要：

Pioglitazone hydrochloride(PIO)is an agonist of the peroxisome proliferator-activated receptor gamma(PPAR gamma),used to treat diabetes.~1H-NMR spectroscopic analysis of varying ratios of beta-cyclodextrin(beta-CyD)and PIO in D2O confirmed the formation of beta-CyD-PIO inclusion complex in aqueous solution.The 1:1 stoichiometry of beta-CyD-PIO inclusion complex was determined by Scott's plot method and binding constant(K_a)was calculated to be 155 M~(-1).2D ROESY experiments confirmed that the phenyl ring of PIO act as a guest and deeply penetrate in beta-CyD cavity from wider as well as narrower rim side and form two 1:1 stable inclusion complexes.Some of the PIO protons exhibited splitting,in the presence of beta-CyD,indicating chiral differentiation of PIO by beta-CyD.