Enantiomeric separation of flavanone on Chiralpak® IA column and determination of the chiral mechanism.

Authors

Imran Ali, Fatima Zohra Mimouni, Nasser Belboukhari, Khaled Sekkoum, Marcello Locatelli, Ersin Demir, Kareem Yusuf

Published in

Biomedical chromatography : BMC. Pages e6004. Sep 05, 2024. Epub Sep 05, 2024.

Abstract

Thirteen flavanone racemates were successfully separated using a Chiralpak® IA column and isopropanol-hexane (50:50, v/v). The mobile phase flow rate and detection wavelength were 0.5 mL/min and 254 nm. The retention times values ranged from 5.50 and 56.45 min. The values of the retention, separation, and resolution factors ranged from 0.63 to 21.67, 1.12 to 2.45, and 0.13 to 11.94. The docking binding energies ranged from -6.2 to -8.2 kcal/mol, showing enthalpy-determined host-guest complex formation. The molecular docking results and the experimental data were agreed well. The results showed that S-enantiomers had stronger bindings with chiral selectors compared to R-enantiomers. Consequently, the R-enantiomers eluted first followed by S-enantiomers. The reported method is highly useful to determine the enantiomeric composition of the reported flavanone in any sample.

PMID:
39237855
Bibliographic data and abstract were imported from PubMed on 06 Sep 2024.

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