Spironolactone and its Complexes with β-cyclodextrin: Modern NMR Characterization and Structural DFTB-SCC Calculations |
| |
Authors: | Ivana Lula Maria F Gomes Dorila Piló-Veloso Antonio LO de Noronha Hélio A Duarte Robson AS Santos Rubén D Sinisterra |
| |
Institution: | (1) Departamento de Química – Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Belo Horizonte, MG, 31270-901, Brazil;(2) Departamento de Fisiologia e Biofísica – Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil |
| |
Abstract: | In the present work, inclusion complexes of spironolactone (SP) with β-cyclodextrin (β-CD) in solid phase and aqueous solution were studied by solubility methods, NMR spectroscopy and thermal analysis. The results
showed different kinds of complexations when freeze-drying and kneading methods were used. The freeze-drying product (1:1,
SP:β-CD) showed lower degree of complexation and stability than the (1:2, SP:β-CD) compound obtained by kneading method. The spironolactone molecule was also studied by NMR spectroscopy at 400 MHz. The
chemical shifts of all spironolactone atoms and their inclusion compounds were assigned. Extensive use of 1D and 2D NMR techniques,
including ROESY experiment, allowed verifying the position of the spironolactone molecule inside the cyclodextrin cavity in
both situations. In addition, DFTB-SCC quantum mechanical calculations of the inclusion compounds were performed. The predicted
structural properties are in good agreement with ROESY NMR results. |
| |
Keywords: | cyclodextrins DFTB-SCC inclusion compounds NMR ROESY spironolactone |
本文献已被 SpringerLink 等数据库收录! |
|