Complexation study of midazolam hydrochloride with beta-cyclodextrin: NMR spectroscopic study in solution
- PMID: 18381674
- DOI: 10.1002/mrc.2231
Complexation study of midazolam hydrochloride with beta-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.
Copyright (c) 2008 John Wiley & Sons, Ltd.
Similar articles
-
1H NMR spectroscopic study of complexation of citalopram with beta-cyclodextrin in aqueous solution.Magn Reson Chem. 2007 Mar;45(3):253-6. doi: 10.1002/mrc.1958. Magn Reson Chem. 2007. PMID: 17290386
-
Investigation of the binding of roxatidine acetate hydrochloride with cyclomaltoheptaose (β-cyclodextrin) using IR and NMR spectroscopy.Carbohydr Res. 2011 Sep 27;346(13):1809-13. doi: 10.1016/j.carres.2011.07.003. Epub 2011 Jul 18. Carbohydr Res. 2011. PMID: 21816394
-
NMR characterization of the host-guest inclusion complex between beta-cyclodextrin and doxepin.Magn Reson Chem. 2008 Sep;46(9):838-45. doi: 10.1002/mrc.2267. Magn Reson Chem. 2008. PMID: 18615634
-
Complexation of fluoxetine hydrochloride with beta-cyclodextrin. A proton magnetic resonance study in aqueous solution.Farmaco. 2005 May;60(5):445-9. doi: 10.1016/j.farmac.2005.03.003. Epub 2005 Apr 25. Farmaco. 2005. PMID: 15910817
-
Effect of beta-cyclodextrin and hydroxypropyl beta-cyclodextrin complexation on physicochemical properties and antimicrobial activity of cefdinir.J Pharm Biomed Anal. 2008 Jul 15;47(3):535-40. doi: 10.1016/j.jpba.2008.02.006. Epub 2008 Feb 15. J Pharm Biomed Anal. 2008. PMID: 18367363 Review.
Cited by
-
Molecular recognition of flunarizine dihydrochloride and β-cyclodextrin inclusion complex by NMR and computational approaches.Chem Cent J. 2018 Mar 28;12(1):33. doi: 10.1186/s13065-018-0395-4. Chem Cent J. 2018. PMID: 29589200 Free PMC article.
-
Conjugates of methylated cyclodextrin derivatives and hydroxyethyl starch (HES): Synthesis, cytotoxicity and inclusion of anaesthetic actives.Beilstein J Org Chem. 2014 Dec 19;10:3087-96. doi: 10.3762/bjoc.10.325. eCollection 2014. Beilstein J Org Chem. 2014. PMID: 25670977 Free PMC article.
-
NMR and molecular modelling studies on the interaction of fluconazole with beta-cyclodextrin.Chem Cent J. 2009 Aug 10;3:9. doi: 10.1186/1752-153X-3-9. Chem Cent J. 2009. PMID: 19664263 Free PMC article.
-
Preparation and characterization of inclusion complexes of a hemisuccinate ester prodrug of delta9-tetrahydrocannabinol with modified beta-cyclodextrins.AAPS PharmSciTech. 2010 Jun;11(2):509-17. doi: 10.1208/s12249-010-9401-4. Epub 2010 Mar 24. AAPS PharmSciTech. 2010. PMID: 20333489 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources