Design, synthesis, antimicrobial evaluation, and molecular docking studies of novel symmetrical 2,5‐difunctionalized 1,3,4‐oxadiazoles

Shaima Hkiri (1) , Afifa Hafidh (2) , Jean-François Cavalier (3) , Soufiane Touil (1) , Ali Samarat (1)

1 Faculté des Sciences de Bizerte [Université de Carthage]
2 Université de Tunis
3 LISM - Laboratoire d'ingénierie des systèmes macromoléculaires

A series of novel symmetrical 2,5-difunctionalized 1,3,4-oxadiazole derivatives of pharmacological significance have been synthesized. The obtained compounds were screened for their in vitro antimicrobial activities against Gram-negative (Escherichia coli and Salmonella typhimurium) and Gram-positive bacteria (Staphylococcus aureus, Enterococcus feacium and Streptococcus agalactiae or group B Streptococcus), as well as against the fungus Candida albicans. Although the synthesized compounds showed moderate antifungal activity against C. albicans, they exhibited good to excellent antibacterial activities against several strains, compared with standard drugs Ampicillin and Nystatin. In silico molecular docking in FabI enzyme active site, gave information regarding the binding mode of the drug candidate at molecular level.

Mots clés: 1; 2; 3; 4-oxadiazole; amidines; symmetrical 2; 5-difunctionalized 1; antibacterial activity; antifungal activity; molecular docking

Domaines: Chimie thérapeutique

Shaima Hkiri, Afifa Hafidh, Jean-François Cavalier, Soufiane Touil, Ali Samarat. Design, synthesis, antimicrobial evaluation, and molecular docking studies of novel symmetrical 2,5‐difunctionalized 1,3,4‐oxadiazoles. Journal of Heterocyclic Chemistry, 2019, ⟨10.1002/jhet.3837⟩. ⟨hal-02401543⟩