Host-Guest Interactions Between Betacyclodextrin And Selected Fluoroquinolones: A Molecular Modelling Study

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dc.contributor.authorMousa Al-Wahsh, Saleh Ahmad
dc.date.accessioned2017-01-05T01:29:56Z
dc.date.available2017-01-05T01:29:56Z
dc.date.issued2016-03
dc.description.abstractFluoroquinolones (FQs) is an important group of antibiotics made up of a hydrophobic quinolone and a hydrophilic piperazine rings. Beta-cyclodextrin (β-CD) and its derivatives are currently being widely used in drug delivery systems, owing to its hydrophobic cavities which are capable of forming inclusion complexes with a variety of organic molecules. In this work, the host-guest interactions between FQs and β-CD were investigated using three molecular modelling techniques, i.e. quantum mechanics, molecular docking and molecular dynamics. The penetration of FQ molecules into the β-CD cavity take place via two orientations which are Aorientation with the quinolone ring or C-orientation with the piperazine ring facing towards the β-CD cavity. The effect of solvent was modeled implicitly using polarizable continuum model (PCM) in the quantum mechanics calculation and by simple point charge water model (SPC) in a 100 ps molecular dynamics simulation. The quantum mechanics calculations show the inclusion of FQs into the β-CD cavity occur via the piperazine ring and is 230-241 kJ/mol more favourable than via the quinolone ring facing in. In the molecular docking simulation, the stability of the inclusion complexes with varying number of H2O displaced from the β-CD cavity influenced the fitting of the FQ molecule into the β-CD’s cavity. In molecular dynamics simulation, the effect of solvent on the conformational change of β-CD and the movement of the FQ molecule inside and outside the cavity has been investigated using the NPT ensemble.en_US
dc.identifier.urihttp://hdl.handle.net/123456789/3315
dc.language.isoenen_US
dc.publisherUniversiti Sains Malaysiaen_US
dc.subjectMolecularen_US
dc.titleHost-Guest Interactions Between Betacyclodextrin And Selected Fluoroquinolones: A Molecular Modelling Studyen_US
dc.typeThesisen_US
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