HPLC Chiral Analysis and Stereo-Bioactivity of Repaglinide Enantiomers

Authors

  • Djawhara Haddad Bioactive Molecules and Chiral Separation Laboratory, Faculty of exact sciences, Tahri Mohammed University, Istiklal street PO 417 Bechar, 08000, Algeria
  • Nasser Belboukhari MBSC Lab University TM-Bechar
  • Khaled Sekkoum Bioactive Molecules and Chiral Separation Laboratory, Faculty of exact sciences, Tahri Mohammed University, Istiklal street PO 417 Bechar, 08000, Algeria
  • Meriem Bouanini Bioactive Molecules and Chiral Separation Laboratory, Faculty of exact sciences, Tahri Mohammed University, Istiklal street PO 417 Bechar, 08000, Algeria
  • Marwa Ghouizi Bioactive Molecules and Chiral Separation Laboratory, Faculty of exact sciences, Tahri Mohammed University, Istiklal street PO 417 Bechar, 08000, Algeria

Keywords:

Repaglinide, HPLC, Chiralcel®OD-RH, molecular docking, antidiabetic, chiral separation

Abstract

In the present study, a simple, precise and rapid chiral High performance Liquid Chromatography (HPLC) method has been developed and validated for the enantiomeric separation of Repaglinide, with the molecular docking study of Repaglinide against carbonic anhydrase II (CA2). The method was carried out on a chiralcel® OD-RH column using a mixture of n-hexane: 2-propanol (95:5, v/v), The flow rate was 1.0 ml/min and the eluent was monitored at 240nm. The software used in this molecular docking is PyRx-Virtual Screening Tools (for molecular docking process) and Discovery Studio (for pose visualization and data analysis). According to the study's findings, for HPLC two peaks with a 2.074- and 3,258-min retention time was achieved and the resolution, capacity and selectivity factors obtained were Rs = 0.773; k′1= 1.074, k′2 = 2.258 respectively and α =2,1. The result of molecular docking showed the binding energy of repaglinide to CA2 was found to be -6.8 kcal/mol with RMSD of 1.55 Å, indicating a higher binding affinity compared to native ligand (dansylamide).The method was found to be fast, simple, precise and suitable for analysis of Repaglinide in drug substance.

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Published

2025-10-03

How to Cite

Haddad, D. ., Belboukhari, N., Sekkoum, K. ., Bouanini, M. ., & Ghouizi, M. . (2025). HPLC Chiral Analysis and Stereo-Bioactivity of Repaglinide Enantiomers. Journal of the Algerian Chemical Society, 1(02), 23–35. Retrieved from https://jacs-dz.org/index.php/jacs/article/view/342

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