Show simple item record

AuthorBani-Yaseen, A.D.
AuthorMo'Ala, A.
Available date2016-02-08T14:21:25Z
Publication Date2014-10
Publication NameSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Identifierhttp://dx.doi.org/10.1016/j.saa.2014.04.136
CitationBani-Yaseen, A.D., Mo'Ala, A. "Spectral, thermal, and molecular modeling studies on the encapsulation of selected sulfonamide drugs in ?-cyclodextrin nano-cavity." (2014) Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 131, pp. 424-431.
ISSN1386-1425
URIhttp://hdl.handle.net/10576/4123
AbstractIn the present work the inclusion complexation of three sulfonamide (SA) drugs, namely sulfisoxazole (SSX), sulfamethizole (SMZ), and Sulfamethazine (STM) with ?-cyclodextrin (?-CD) has been investigated using UV-Vis spectroscopy, DSC, 1H NMR spectroscopy, and molecular modeling methods. The binding constant (Kb) of SA:?-CD inclusion complexation was determined via applying the modified form of Benesi-Hildebrand equation employing the changes in absorbance at ?max. Obtained results revealed that SA drugs form 1:1 inclusion complex with ?-CD with Kb of 650, 1532, 714 M-1 at 25 �C for SSX, SMZ, and STM, respectively. The UV-Vis absorption spectra displayed solvatochromic behavior of bathochromic shift with decreasing solvent polarity that in turn is good agreement with their behavior in the presence of ?-CD in terms of environment polarity dependency. The inclusion complex formation between ?-CD and tested SA drugs in liquid and solid states was confirmed by 1H NMR and DSC, respectively. Using semi-empirical quantum chemistry methods at PM3 theoretical level, inclusion complexes' structures as well as energetic and thermodynamic parameters of encapsulation were elucidated. Obtained results revealed that the encapsulation is favorably energetic and enthalpic in nature with the inclusion of the aniline moiety through the wide rim side of ?-CD nano-cavity. Further, molecular modeling revealed that ?-CD encapsulation of SA drugs reduced their (EHOMO - E LUMO) gap.
Languageen
PublisherElsevier
SubjectAbsorption spectroscopy
SubjectEnvironment polarity
SubjectInclusion complex
SubjectMolecular modeling
SubjectSulfonamides
Subject?-Cyclodextrin
TitleSpectral, thermal, and molecular modeling studies on the encapsulation of selected sulfonamide drugs in ?-cyclodextrin nano-cavity
TypeArticle
Pagination424-431
Volume Number131


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record