Spectral and theoretical study on complexation of sulfamethoxazole with β- and HPβ-cyclodextrins in binary and ternary systems

Beena Varghese, Fakhr Eldin O. Suliman, Aalia Al-Hajri, Nahed Surur S. Al Bishri, Nathir Al-Rwashda

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The inclusion complexes of sulfamethoxazole (SMX) with β-cyclodextrin (βCD) and (2-hydroxypropyl) β-cyclodextrin (HPβCD) were prepared. Fluorescence spectroscopy and electrospray mass spectrometry, ESI-MS, were used to investigate and characterize the inclusion complexation of SMX with cyclodextrins in solutions. Whereas in the solid state the complexes were characterized by Fourier transform infrared spectroscopy (FTIR), powder X-ray diffraction (PXRD) and Raman techniques. Enhanced twisted intramolecular charge transfer (TICT), emission as well as local excited (LE) bands were observed upon addition of HPβCD indicate that SMX enters deeper into the cyclodextrins cavity. The stoichiometries and association constants of these complexes have been determined by monitoring the fluorescence data. The effect of presence of ternary components like arginine and cysteine on the complexation efficiency of SMX with cyclodextrins was investigated. Molecular Dynamic simulations were also performed to shed an atomistic insight into the complexation mechanism. The results obtained showed that complexes of SMX with both cyclodextrins are stabilized in aqueous media by strong hydrogen bonding interactions.

Original languageEnglish
Pages (from-to)392-401
Number of pages10
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume190
DOIs
Publication statusPublished - Feb 5 2018

Fingerprint

Sulfamethoxazole
Cyclodextrins
Ternary systems
ternary systems
Complexation
inclusions
fluorescence
cysteine
stoichiometry
mass spectroscopy
infrared spectroscopy
charge transfer
molecular dynamics
solid state
cavities
hydrogen
diffraction
spectroscopy
x rays
simulation

Keywords

  • 2-Hydroxypropyl-β-cyclodextrin
  • Inclusion complex
  • Molecular dynamics
  • Sulfamethaxazole
  • Ternary complex
  • β-Cyclodextrin

ASJC Scopus subject areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Instrumentation
  • Spectroscopy

Cite this

Spectral and theoretical study on complexation of sulfamethoxazole with β- and HPβ-cyclodextrins in binary and ternary systems. / Varghese, Beena; Suliman, Fakhr Eldin O.; Al-Hajri, Aalia; Al Bishri, Nahed Surur S.; Al-Rwashda, Nathir.

In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 190, 05.02.2018, p. 392-401.

Research output: Contribution to journalArticle

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