Complexation study of midazolam hydrochloride with β‐cyclodextrin: NMR spectroscopic study in solution

Abstract

(1)H NMR spectroscopic study of midazolam hydrochloride (MDL), beta-cyclodextrin (beta-CD) and their mixtures confirmed the formation of beta-CD-MDL inclusion complex in aqueous solution. The stoichiometry of the complexes was determined by Scott's method to be 1:1, and the association constant (K(a)) was calculated to be 108 M(-1). It was confirmed on the basis of 2D ROESY spectral data that only a fluorine-substituted aromatic ring acted as guest in complexation. Most of the aromatic signals of MDL exhibited induced shift changes as well as splitting, in the presence of beta-CD, indicating chiral differentiation of MDL by beta-CD.

Complexation of hydroxytyrosol with β-cyclodextrins. An efficient photoprotection

“…We have observed a shielding in the internal protons of the b-cyclodextrin (H-3 and H-5) in the mixtures of these compounds; this fact can be attributed 12 to the magnetic anisotropy associated with the electron-rich aromatic ring of HT inside the hydrophobic cavity of the cyclodextrin. Furthermore, significant upfield shifts are also found for the aromatic protons of HT, which also supports the inclusion complex formation (Fig.…”

Enhancement of rhubarb extract solubility and bioactivity by 2-hydroxypropyl-β-cyclodextrin

“…The presence of cross-peaks, which are generated by nuclear Overhauser effects (NOE), between protons of guest molecules and CDs provides useful information about the dynamics and averaged relative inter-/intra-molecular proton distances of these species within 0.4 nm in solution (Ali & Upadhyay, 2008;Jullian, Moyano, Yanez, & Olea-Azar, 2007;Slavetinska, Mosinger, Dracinsky, & Posta, 2008;Tsai, Tsai, Wu, & Tsai, 2010). Fig.…”

Solution structure of loperamide and β-cyclodextrin inclusion complexes using NMR spectroscopy

“…6 In the present communication, we explore the mechanism of loperamide and β-cyclodextrin complexation in aqueous solution. The primary experimental tool for the study being NMR experiments like 1 H NMR, 2D COSY and 2D ROESY.…”