Efficient Synthesis of Novel N-[4-Methyl-3-(4-(5-phenyl-1,3,4-oxadiazol-2- yl)phenyl)thiazol-2(3H)-ylidene]benzamide Hybrid Ring System as Potential Antibacterial Agents

Med Chem. 2022;18(2):199-208. doi: 10.2174/1573406417666210923103209.

Abstract

Background: Heterocyclic compounds display versatile biological applications, so the aim of this paper was to prepare biologically important heterocycles with enhanced bacterial resistance and to evaluate for their various structural features that are responsible for their biological properties.

Objective: The objective was to synthesize bacterial resistance compounds with enhanced antibacterial properties.

Methods: Ester moiety containing thiazole ring was converted into its hydrazide derivatives. These heterocyclic derivatives were cyclized into another ring oxadiazole; hence a hybrid ring system of two biologically active rings was prepared.

Results: All the synthesized compounds were characterized by spectroscopic techniques and were screened for their antibacterial potential; they possess significant antibacterial activities.

Conclusion: New hybrid heterocyclic ring systems were synthesized by cyclization of hydrazide derivatives by adopting two step strategy in good yields. All the synthesized compounds were evaluated for their antioxidant activities; they showed moderate to significant activities. QSAR and Molecular docking studies were performed to determine the mode of interaction. Experimental and computational data is in accordance with the determined antibacterial activities.

Keywords: Ethyl-4-aminobenzoate; QSAR studies; antibacterial activities; molecular docking; oxadiazoles; thiazolines; thioureas.

MeSH terms

  • Anti-Bacterial Agents* / pharmacology
  • Benzamides
  • Molecular Docking Simulation
  • Oxadiazoles* / pharmacology
  • Thiazoles

Substances

  • Anti-Bacterial Agents
  • Benzamides
  • Oxadiazoles
  • Thiazoles