Synthesis of Sulphonamides Using Threonine, and Evaluation of Their Biological Activities| Chapter 9 | Challenges and Advances in Pharmaceutical Research Vol. 2

Aim: Using threonine, an important amino acid, a series of bioactive sulphonamides were synthesised and their antioxidant and antibacterial activity were assessed.

Methodology: Sulfamoyl carboxylic acids were produced by reacting L-threonine with sulphonyl chloride, and their carboxamide derivatives were generated by ammonolysis. FTIR, 1H-NMR, 13C-NMR, and elemental analyses were used to determine the structures of the produced compounds. In vitro and in silico tests were used to measure antioxidant and antibacterial activity.

Compounds 1b and 1d had the greatest in vitro antibacterial activity against Bacillus subtilis, Escherichia coli, Staphylococcus aureus, Salmonella typhi, Pseudomonas aeruginosa, and antifungal activities against Aspergillus niger and Candida albicans. The strongest antioxidant activity was found in compound 1f (IC50 = 1.1500.003g/ml). Compound 1a had a greater antibacterial binding energy (-11.51 kcal/mol) than penicillin (-10.89 kcal/mol), while compound 1c had an antifungal binding energy (-10.48 kcal/mol) similar to ketoconazole (-10.85 kcal/mol).

Conclusion: Sulfonamide derivatives derived from threonine have been discovered to have antibacterial and antioxidant properties.

Author(s) Details:

Melford C. Egbujor,
Department of Chemical Sciences, Rhema University Nigeria, Aba, Abia State, Nigeria

Uchechukwu C. Okoro,
Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka, Enugu State Nigeria.

Chigbundu N. Emeruwa,
Department of Chemical Sciences, Rhema University Nigeria, Aba, Abia State, Nigeria.

Odera R. Umeh,
Department of Applied Microbiology and Brewing, Nnamdi Azikiwe University, Awka, Anambra State, Nigeria.

Mercy I. Eziafakaego,
Department of Applied Microbiology and Brewing, Nnamdi Azikiwe University, Awka, Anambra State, Nigeria.

Pius I. Egwuatu,
Department of Microbiology, Renaissance University, Ugbawka, Enugu State, Nigeria.

Ifeanyi S. Amasiatu,
Department of Biochemistry, Renaissance University, Ugbawka, Enugu State, Nigeria.

Please see the link here: https://stm.bookpi.org/CAPR-V2/article/view/6581