Synthesis and characterization of new types of 2-(6-methoxy-2-naphthyl)propionamide derivatives as potential antibacterial and antifungal agents |
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Authors: | Mohamed H. Helal Samir Y. Abbas Mohamed A. Salem Awatef A. Farag Yousry A. Ammar |
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Affiliation: | 1. Department of Chemistry, Faculty of Science, Northem Border University, Rafha, Saudi Arabia 2. Department of Chemistry, Faculty of Science, Al-Azhar University, Cairo, Egypt 3. Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt 4. Department of Chemistry, Faculty of Science, King Khaled University, Abha, Saudi Arabia 5. Department of Chemistry, Faculty of Science, Al-Azhar University (Girls), Cairo, Egypt 6. Department of Chemistry, Faculty of Education, Taif University, Taif, Saudi Arabia
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Abstract: | A series of novel 2-(6-methoxy-2-naphthyl)propionamide derivatives have been efficiently synthesized in excellent yields via the reaction of naproxenoyl chloride with different amino compounds. Most of the synthesized compounds were screened in vitro for their antibacterial and antifungal activities. Most of the compounds showed significant antibacterial and antifungal activities, reaching, in certain cases, the same level of antimicrobial activity as the standard antibacterial agent Ampicilline and antifungal agent Flucanazole. N-(4-(N-arylsulfamoyl)phenyl)-2-(6-methoxynaphthalen-2-yl)propanamide (4a–c), 4-(4-fluorobenzylidene)-2-(1-(6-methoxynaphthalen-2-yl)ethyl)oxazol-5(4H)-one (10b), 2-(6-methoxynaphthalen-2-yl)-N-((5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)propanamide (12), and N-((4-amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-2-(6-methoxynaphthalen-2-yl)propanamide (13) were found to be the most potent compounds against most of the tested strains. The antimicrobial activity was further supported by using MIC technique. Structure activity relationship studies revealed several matching pairs. |
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