Date of Award

8-2026

Document Type

Thesis

Degree Name

Master of Science

Department

Chemistry

Abstract

The escalating burden of antimicrobial resistance (AMR), together with the increasing prevalence of oxidative stress-related disorders and diabetes mellitus, highlights the urgent need for multifunctional therapeutic agents capable of addressing multiple pathological pathways within a single molecular framework. In this study, three novel N-(4-substituted sulfonyl phenyl)-2-[4-(2-fluorophenyl) piperazin-1-yl] acetamide derivatives (4a-c) were rationally designed, synthesized, and investigated for their antimicrobial, antioxidant, and antidiabetic potential activities. The target compounds were synthesized through a multistep synthetic strategy involving sulfonamide formation, deprotection, chloroacetylation, and nucleophilic substitution reactions. Structural characterization was accomplished using 1H/13C NMR spectroscopy, confirming successful synthesis of the desired derivatives. Biological evaluation demonstrated concentration-dependent antibacterial activity against the foodborne pathogens Escherichia coli, Salmonella typhimurium, Staphylococcus aureus, and Listeria monocytogenes, together with moderate DPPH radical scavenging activity and appreciable α-amylase inhibitory activity. Statistical analysis confirmed that the observed biological responses were significantly influenced by both structural modification and concentration.

The experimental observations were further validated by molecular docking studies, which revealed strong and favorable ligand-protein binding interactions; providing mechanistic insight into the observed structure-activity relationships. Among the synthesized derivatives, compound 4b exhibited the strongest antibacterial and antioxidant activities, whereas compound 4a showed superior α-amylase inhibitory activity. Overall, these findings identified fluorophenyl-substituted piperazine sulfonamides as promising multifunctional molecular scaffolds for the development of next-generation therapeutic candidates with potential applications in combating antimicrobial resistance, improving food safety through the control of foodborne pathogens, and supporting metabolic health.

Keywords: Antimicrobial Resistance (AMR), multifunctional sulfonamides, antibacterial activity, antioxidant & α-amylase inhibition, molecular docking

Committee Chair/Advisor

Sameh Abdelwahed

Committee Co-Chair

Laura Carson

Committee Member

Addisie Geremew

Committee Member

Lori Banks

Publisher

Prairie View A&M University

Rights

© 2021 Prairie View A & M University

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

Date of Digitization

9/29/2026

Contributing Institution

J B Coleman Library

City of Publication

Prairie View

MIME Type

Application/PDF

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