Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone
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 <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, IR, and H...
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MDPI AG
2023-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/14/5340 |
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| author | Walid Ettahiri Rajae Salim Mohamed Adardour Elhachmia Ech-chihbi Ismaeel Yunusa Mohammed M. Alanazi Sanae Lahmidi Azeddin El Barnossi Oussama Merzouki Abdelilah Iraqi Housseini Zakia Rais Abdesselam Baouid Mustapha Taleb |
| author_facet | Walid Ettahiri Rajae Salim Mohamed Adardour Elhachmia Ech-chihbi Ismaeel Yunusa Mohammed M. Alanazi Sanae Lahmidi Azeddin El Barnossi Oussama Merzouki Abdelilah Iraqi Housseini Zakia Rais Abdesselam Baouid Mustapha Taleb |
| author_sort | Walid Ettahiri |
| collection | DOAJ |
| description | 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 <sup>1</sup>H-NMR, <sup>13</sup>C-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. |
| first_indexed | 2024-03-11T00:48:28Z |
| format | Article |
| id | doaj.art-ff4e3787bed84dc4a95c8c76b8891c2b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T00:48:28Z |
| publishDate | 2023-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ff4e3787bed84dc4a95c8c76b8891c2b2023-11-18T20:40:42ZengMDPI AGMolecules1420-30492023-07-012814534010.3390/molecules28145340Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinoneWalid Ettahiri0Rajae Salim1Mohamed Adardour2Elhachmia Ech-chihbi3Ismaeel Yunusa4Mohammed M. Alanazi5Sanae Lahmidi6Azeddin El Barnossi7Oussama Merzouki8Abdelilah Iraqi Housseini9Zakia Rais10Abdesselam Baouid11Mustapha Taleb12Laboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Molecular Chemistry, Faculty of Sciences Semlalia, Cadi Ayyad University, Marrakech 40001, MoroccoLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoCollege of Pharmacy, University of South Carolina, Columbia, SC 29208, USADepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11541, Saudi ArabiaLaboratory of Heterocyclic Organic Chemistry, Department of Chemistry, Faculty of Sciences, Mohammed V University in Rabat, Rabat 10000, MoroccoLaboratory of Biotechnology, Environment, Agri-Food and Health, Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Biotechnology, Environment, Agri-Food and Health, Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoLaboratory of Molecular Chemistry, Faculty of Sciences Semlalia, Cadi Ayyad University, Marrakech 40001, MoroccoLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah University, Fez 30000, MoroccoThe 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 <sup>1</sup>H-NMR, <sup>13</sup>C-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.https://www.mdpi.com/1420-3049/28/14/5340Triazolo[1,5-a]quinazolinonebiological activitymolecular dockingcorrosion inhibitionadsorption |
| spellingShingle | Walid Ettahiri Rajae Salim Mohamed Adardour Elhachmia Ech-chihbi Ismaeel Yunusa Mohammed M. Alanazi Sanae Lahmidi Azeddin El Barnossi Oussama Merzouki Abdelilah Iraqi Housseini Zakia Rais Abdesselam Baouid Mustapha Taleb Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone Molecules Triazolo[1,5-a]quinazolinone biological activity molecular docking corrosion inhibition adsorption |
| title | Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone |
| title_full | Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone |
| title_fullStr | Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone |
| title_full_unstemmed | Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone |
| title_short | Synthesis, Characterization, Antibacterial, Antifungal and Anticorrosion Activities of 1,2,4-Triazolo[1,5-a]quinazolinone |
| title_sort | synthesis characterization antibacterial antifungal and anticorrosion activities of 1 2 4 triazolo 1 5 a quinazolinone |
| topic | Triazolo[1,5-a]quinazolinone biological activity molecular docking corrosion inhibition adsorption |
| url | https://www.mdpi.com/1420-3049/28/14/5340 |
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