Graduation Year

2022

Document Type

Thesis

Degree

M.S.

Degree Name

Master of Science (M.S.)

Degree Granting Department

Chemistry

Major Professor

Edward Turos, Ph.D.

Committee Member

James Leahy, Ph.D.

Committee Member

Kirpal Bisht, Ph.D.

Committee Member

Jill Roberts, Ph.D.

Keywords

antimicrobial resistance, ESKAPE, MRSA, nosocomial, sulfur

Abstract

Methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Staphylococcus aureus (VRSA) are increasing concerns in the medical community. In addition to the threat of Staphylococcus aureus, the increase in number and severity of infections caused by other antibiotic-resistant bacteria is problematic to human health, particularly among the ESKAPE pathogens (Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Enterobacter). The antibiotics like the penicillins and cephalosporins used commonly to treat MRSA, VRSA, and ESKAPE pathogens have continued to decline in the effectiveness. Our laboratory has developed a number of new families of anti-MRSA and anti-VRSA antibacterial compounds. In this thesis, an additional series of compounds called S-alkyl thiosulfonate esters were examined. Twenty-eight S-alkyl thiosulfonates were synthesized, characterized spectroscopically, and twenty-three of those were examined for antibacterial activity against a panel of 6 pathogenic bacteria referred to as ESKAPE pathogens. Two compounds, S-propyl propanethiosulfonate (LB-21) and S-sec-butyl sec-butanethiosulfonate (LB-22) exhibited the highest activity against vancomycin-intermediate Staphylococcus aureus and vancomycin-resistant Staphylococcus aureus with an MIC50 value of 4 μg/mL and 2 μg/mL, respectively.

Included in

Chemistry Commons

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