Novel arylpyridine‐based 1,3,4‐oxadiazoles: Synthesis, antibacterial, and anti‐inflammatory evaluation

Abstract

In view of developing novel bioactive compounds, a series of 2-(5-[2-methyl-6-arylpyridin-3-yl]-1,3,4-oxadiazol-2-ylthio)-1-arylethanones (6a-n) were designed and synthesized in good yield. Novel compounds were evaluated for their antibacterial and anti-inflammatory activities. All synthesized compounds were screened for their antibacterial activity against Staphylococcus aureus, Bascillus subtilis, Eschericia coli, and Pseudomonas aeruginosa strains. Compounds 6a, 6b, 6c, 6h, and 6i displayed the highest antibacterial activity with minimal inhibitory concentration (MIC) values ranging from 6.25-12.5 μg/mL in comparison with the standard Ciprofloxacin. The results of anti-inflammatory activity of carrageenaninduced footpad edema assay indicated that tested compounds exhibited remarkable anti-inflammatory activity with percentage of inhibition of 63.9-70.1% (potency 96.8-106.20% of indomethacin activity) after 3 hr. Particularly, 6c-e and 6j-l were found to be excellent inhibitors of inflammation, with potential higher than that of the standard, Indomethacin.

1,3,4-Oxadiazole Contained Sesquiterpene Derivatives: Synthesis and Microbiocidal Activity for Plant Disease

“…The presence of nitrogen in the molecule is usually accompanied by the emergence of new compound activities or the enhancement of the original activity characteristics of natural terpenoids ( Lungu., 2015 ). Among them, 1,3,4-oxadiazole is a kind of heterocyclic compound with a variety of biological activities, and its derivatives show antiviral ( Gan et al, 2017 ; He et al, 2021 ), antibacterial ( Vasantha et al, 2019 ; Yu et al, 2021 ; Wang S. et al, 2021 ), antifungal ( Wen et al, 2019 ; Wang X. et al, 2021 ) and insecticidal activity ( Yang et al, 2020 ) in agricultural applications. Some also proved to be attractive anti-cancer ( Kumar et al, 2009 ), anti-depressant ( Ergun et al, 2010 ), anti-HIV ( Parizadeh et al, 2018 ), and anti-inflammatory ( Naseer et al, 2019 ) medicines.…”

“…Some also proved to be attractive anti-cancer ( Kumar et al, 2009 ), anti-depressant ( Ergun et al, 2010 ), anti-HIV ( Parizadeh et al, 2018 ), and anti-inflammatory ( Naseer et al, 2019 ) medicines. Additionally, the presence of alkyl groups on the oxadiazole nucleus increases their ability to penetrate active sites and enhance their biological activity ( Vasantha et al, 2019 ).…”