Physicochemical and biopharmaceutical characterization of new sulfonamide derivatives of gallic acid

Abstract

Gallic acid (GA) is known for its antioxidant activity which is restricted due to its low oral permeability. In this project the carboxylic group of (GA) was substituted with sulfonamide group and hydroxyl groups were methylated which resulted insignificantly (p<0.01) increased permeability of 3,4,5-trimethoxybenzenesulfonamide (TMBS) and 3,4,5-trihydroxybenzenesulfonamide (THBS) over GA, in Parallel Artificial Membrane Permeability Assay studies with simulated gastrointestinal fluids and Human intestinal epithelial cells HIEC-6 cells. Biochemical studies confirmed TMBS was O-demethylated by CYP2D6. THBS and GA had increased antioxidant activity with increased concentration in DPPH assay while TMBS indicated lower activity at all tested concentration. The antioxidant activity of TMBS was greater than GA in HIEC-6 cells which mainly related to its O-demethylation by CYP2D6. 

Keywords

Gallic acid, TMBS, THBS, PERMEABILITY, CYP2D6

How to Cite

Alhyari, D. H., Sheldrake, H., Kantamneni, S., Isreb, M., Soumehsaraei, S. J., Martin, W., Qinna, N. & Paluch, K., (2022) “Physicochemical and biopharmaceutical characterization of new sulfonamide derivatives of gallic acid”, British Journal of Pharmacy 7(2). doi: https://doi.org/10.5920/bjpharm.1138

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Dania Hussein Alhyari (University of Bradford)
Helen Sheldrake Sheldrake (University of Bradford)
Sriharsha Kantamneni (University of Bradford)
Mohammad Isreb (University of Bradford)
Shohreh Jafarinejad Soumehsaraei (University of Bradford)
William Martin (University of Bradford)
Nidal Qinna (University of Petra)
Krzysztof Paluch (University of Bradford)

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