Effect of the chiral discrimination on the vibrational properties of (R)-, (S)- and (R, S)-ibuprofen/methyl-β-cyclodextrin inclusion complexes

被引:13
|
作者
Crupi, V. [1 ,2 ]
Guella, G. [3 ]
Majolino, D. [1 ,2 ]
Mancini, I. [3 ]
Paciaroni, A. [4 ,5 ]
Rossi, B. [3 ,6 ]
Venuti, V. [1 ,2 ]
Verrocchio, P. [3 ]
Viliani, G. [3 ]
机构
[1] Univ Messina, Dipartimento Fis, I-98166 Messina, Italy
[2] CNISM, I-98166 Messina, Italy
[3] Univ Trento, Dipartimento Fis, I-38123 Povo, Trento, Italy
[4] Univ Perugia, Dipartimento Fis, CEMIN, I-06123 Perugia, Italy
[5] INFM CRS SOFT, I-06123 Perugia, Italy
[6] Fdn Bruno Kessler, I-38123 Povo, Trento, Italy
关键词
ibuprofen; inclusion complex; FTIR-ATR spectroscopy; numerical simulation; chirality; CAPILLARY-ELECTROPHORESIS; IBUPROFEN; ENANTIOMERS; SEPARATION; NAPROXEN; ISOMERS; DRUGS;
D O I
10.1080/14786435.2010.512575
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The effects of chiral discrimination of ibuprofen (IBP) on the complexation process with methyl-beta-cyclodextrin (Me-beta-CD) were investigated in the solid phase by FTIR-ATR spectroscopy and numerical simulation. The inclusion mechanism was deduced from the temperature-dependent analysis of the vibrational spectra, in the C=O stretching region, of complexes formed by Me-beta-CD with the two enantiomeric and the racemic forms of IBP. The mechanism turned out to be enthalpy-driven, with IBP enantiomers giving rise to more stable inclusion complexes with respect to the racemate.
引用
收藏
页码:1776 / 1785
页数:10
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