Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone

Molecules. 2023 Jul 11;28(14):5340. doi: 10.3390/molecules28145340.

Abstract

The synthesis of 5,6,7,8-tetrahydro-[1,2,4]triazolo[5,1-b]quinazolin-9(4H)-one (THTQ), a potentially biologically active compound, was pursued, and its structure was determined through a sequence of spectral analysis, including 1H-NMR, 13C-NMR, IR, and HRMS. Four bacterial and four fungal strains were evaluated for their susceptibility to the antibacterial and antifungal properties of the THTQ compound using the well diffusion method. The impact of THTQ on the corrosion of mild steel in a 1 M HCl solution was evaluated using various methods such as weight loss, potentiodynamic polarization (PDP), electrochemical impedance spectroscopy (EIS), and scanning electron microscopy (SEM) analysis. The study revealed that the effectiveness of THTQ as an inhibitor increased with the concentration but decreased with temperature. The PDP analysis suggested that THTQ acted as a mixed-type inhibitor, whereas the EIS data showed that it created a protective layer on the steel surface. This protective layer occurs due to the adsorption behavior of THTQ following Langmuir's adsorption isotherm. The inhibition potential of THTQ is also predicted theoretically using DFT at B3LYP and Monte Carlo simulation.

Keywords: Triazolo[1,5-a]quinazolinone; adsorption; biological activity; corrosion inhibition; molecular docking.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents* / pharmacology
  • Quinazolinones* / pharmacology
  • Steel / chemistry
  • Temperature

Substances

  • Antifungal Agents
  • Quinazolinones
  • Steel
  • Anti-Bacterial Agents

Grants and funding

This study was supported by the Engineering Laboratory of Electrochemistry, Modeling, and Environment; Faculty of Sciences Dhar El Mahraz, Sidi Mohamed Ben Abdellah University. This study was also supported by the researchers supporting Project number (RSPD2023R628), King Saud University, Riyadh, Saudi Arabia for supporting this research.