Enantioseparation of ketoconazole and miconazole by capillary electrophoresis and a study on their inclusion interactions with beta-cyclodextrin and derivatives

Azhari, Nurul Raihana and Yahaya, Noorfatimah and Mohd Suah, Faiz Bukhari M. and Prabu, Samikannu and Yih Hui, Boon and Shahriman, Mohamad Shariff and Mohamad Zain, Nur Nadhirah and Ramachandran, Muggundha Raoov (2021) Enantioseparation of ketoconazole and miconazole by capillary electrophoresis and a study on their inclusion interactions with beta-cyclodextrin and derivatives. CHIRALITY, 33 (1). pp. 37-50. DOI https://doi.org/10.1002/chir.23285.

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Abstract

A chiral separation method coupled with capillary electrophoresis (CE) analysis for ketoconazole and miconazole enantiomers using chiral selectors such as beta-cyclodextrin (beta-CD) and hydroxypropyl-beta-CD (HP-beta-CD) was developed in this study, which included the optimisation, validation and application of the method on the antifungal cream samples. The formation of inclusion complex between the hosts (beta-CD and HP-beta-CD) and guests (ketoconazole and miconazole) were compared and analysed using ultraviolet-visible spectrophotometry, nuclear magnetic resonance (NMR) spectroscopy and molecular docking methods. Results from the study showed that in a concentration that ranged between 0.25 and 50 mg L-1, the linear calibration curves of each enantiomer had a high coefficient of regression (R-2 > 0.999), low limit of detection (0.075 mg L-1) and low limit of quantification (0.25 mg L-1). The relative standard deviation (RSD) of the intraday and interday analyses ranged from 0.79% to 8.01% and 3.30% to 11.43%, respectively, while the recoveries ranged from 82.0% to 105.7% (RSD < 7%, n = 3). The most probable structure of the inclusion complexes was proposed based on the findings from the molecular docking studies conducted using the PatchDock server.

Item Type: Article
Funders: Fundamental Research Grant Scheme [203/CIPPT/6711557], USM Research Grant [1001/CIPPT/811322], Universiti Sains Malaysia
Uncontrolled Keywords: Antifungal agents; Capillary electrophoresis; Hydroxypropyl; Cyclodextrin; Inclusion complexes; Molecular docking
Subjects: Q Science > QD Chemistry
R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms Zaharah Ramly
Date Deposited: 08 Jul 2022 01:31
Last Modified: 08 Jul 2022 01:31
URI: http://eprints.um.edu.my/id/eprint/33971

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