Submission Type
Poster
Abstract
1,3,4-Oxadiazoles have shown promise as antibiotic agents, with many papers showing their efficacy against gram positive bacterial strains. However, synthetic methods for these compounds remain hazardous for the user and destructive towards the environment. Previous synthesis methods used ethanol and water as common solvents and various toxic oxidants like bromine, a highly corrosive substance. The solvents are both biodegradable and relatively safe solvents; however, the reaction needed to be heated. To make the synthesis of 1,3,4-oxadiazoles more green, we changed solvents to ethyl lactate and water, biodegradable solvents that do not need heating for the reaction to run. Additionally, we used the oxidant pyridinium tribromide, a less hazardous oxidant than bromine. Using semicarbazide HCl and a variety of substituted benzaldehydes, we synthesized semicarbazones, then the aryl substituted 1,3,4-oxadiazoles. Structures for these compounds were confirmed by infrared spectroscopy and nuclear magnetic resonance. Finally, each of the compounds were tested for antibacterial activity againstStaphylococcus epidermidis, where none of the compounds showed antimicrobial activity.
Recommended Citation
Klosko, Elizabeth, "037-Investigating Singly Substituted 2-amino-1,3,4-oxadiazoles as Antibiotic Drug Candidates" (2024). GREAT Day Posters. 13.
https://knightscholar.geneseo.edu/great-day-symposium/great-day-2024/posters-2024/13
037-Investigating Singly Substituted 2-amino-1,3,4-oxadiazoles as Antibiotic Drug Candidates
1,3,4-Oxadiazoles have shown promise as antibiotic agents, with many papers showing their efficacy against gram positive bacterial strains. However, synthetic methods for these compounds remain hazardous for the user and destructive towards the environment. Previous synthesis methods used ethanol and water as common solvents and various toxic oxidants like bromine, a highly corrosive substance. The solvents are both biodegradable and relatively safe solvents; however, the reaction needed to be heated. To make the synthesis of 1,3,4-oxadiazoles more green, we changed solvents to ethyl lactate and water, biodegradable solvents that do not need heating for the reaction to run. Additionally, we used the oxidant pyridinium tribromide, a less hazardous oxidant than bromine. Using semicarbazide HCl and a variety of substituted benzaldehydes, we synthesized semicarbazones, then the aryl substituted 1,3,4-oxadiazoles. Structures for these compounds were confirmed by infrared spectroscopy and nuclear magnetic resonance. Finally, each of the compounds were tested for antibacterial activity againstStaphylococcus epidermidis, where none of the compounds showed antimicrobial activity.