Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential
In this paper we have reported synthesis evaluation imidazole by solvent free multi component scaffolds (NEAT Reaction) by simple and very effective protocol. The characterization of compounds by 1H NMR, 13C NMR, Mass and IR spectral studies confirms the structure. The theoretical interpretations of...
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Elsevier
2025-05-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715625002425 |
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| author | Ankita M. Rayate Manoj R. Gaware Dnyaneshwar D. Lokhande Amol H. Kategaonkar Arun M. Bhagare Bharat N. Shelke Avinash S. Kale Sapana S. Bhamare |
| author_facet | Ankita M. Rayate Manoj R. Gaware Dnyaneshwar D. Lokhande Amol H. Kategaonkar Arun M. Bhagare Bharat N. Shelke Avinash S. Kale Sapana S. Bhamare |
| author_sort | Ankita M. Rayate |
| collection | DOAJ |
| description | In this paper we have reported synthesis evaluation imidazole by solvent free multi component scaffolds (NEAT Reaction) by simple and very effective protocol. The characterization of compounds by 1H NMR, 13C NMR, Mass and IR spectral studies confirms the structure. The theoretical interpretations of compounds is optimized by 6–311++G (d,p) basic set for employing different parameters using Gaussion-09 software. The antimicrobial activity associated with all the imidazole derivatives showed mild activity towards E. coli, S. typhi and Staphylococcus aureus while good microbial activity against P.vulgaris. The compounds showed promising antifungal activity against Candida albicans. The bioactivity against Etiella zinkenella was evaluated. Significant results were obtained with notable larvicidal activity having Lethal concentration (LC50) = 0.38 ppm associated with compound 6a with concentration ranging between 0.02‐and 0.08 ppm. Molecular docking of imidazole compounds were done to study the protein interaction and enzyme inhibitor activity. Docking analysis was performed using Autodoc Vina and visualized in Pymol software compound. The study suggested that compound 6d and 6e showed good bonding affinity to an enzyme exhibiting highest affinity (binding energy = −6.5 to 6.8 kcal/mol) with protein (4MCT) of P.vulgaris organism. Excellent affinity with binding energy −6.1 kcal/mol with protein (5AEZ) is associated with Candida albicans for compound 6b, 6c, 6e and 6 f. The PASS analysis is web-based application used predict the biological activity spectrum of a compound based on structure. It is useful to estimate the probable biological activity profile. The PASS analysis shows that compound 6b shows high activity for Antieczematic and Gluconate 2-dehydrogenase (acceptor) inhibitor (Pa > 0.07). |
| format | Article |
| id | doaj-art-6f398e7e04c84e18bc791815607e8850 |
| institution | Kabale University |
| issn | 2211-7156 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | Elsevier |
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| series | Results in Chemistry |
| spelling | doaj-art-6f398e7e04c84e18bc791815607e88502025-08-20T03:46:37ZengElsevierResults in Chemistry2211-71562025-05-011510225910.1016/j.rechem.2025.102259Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potentialAnkita M. Rayate0Manoj R. Gaware1Dnyaneshwar D. Lokhande2Amol H. Kategaonkar3Arun M. Bhagare4Bharat N. Shelke5Avinash S. Kale6Sapana S. Bhamare7Research Center, Department of Chemistry, M.V.P. Samaj's G.M.D. Arts, B.W. Commerce and Science College, Sinnar (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaResearch Center, Department of Chemistry, M.V.P. Samaj's G.M.D. Arts, B.W. Commerce and Science College, Sinnar (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, India; Corresponding author.Department of Chemistry, M.V.P. Samaj's K.R.T. Arts, B.H. Commerce and A. M. Science (K. T. H. M) College, Nashik (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaResearch Center, Department of Chemistry, M.V.P. Samaj's G.M.D. Arts, B.W. Commerce and Science College, Sinnar (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaDepartment of Chemistry, M.V.P. Samaj's K. K. Wagh Arts, Science and Commerce College, Pimpalgaon Baswant, Nashik (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaDepartment of Chemistry, M.V.P. Samaj's S. V. K. T Arts, Science and Commerce College, Deolali Camp, Nashik (Affiliated to: Savitribai Phule Pune University, Pune.) Nashik, Maharashtra, IndiaDepartment of Microbiology, M.V.P. Samaj's K.R.T. Arts, B.H. Commerce and A. M. Science (K. T. H. M) College, Nashik (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaDepartment of Zoology, M.V.P. Samaj's G.M.D. Arts, B.W. Commerce and Science College, Sinnar (Affiliated to: Savitribai Phule Pune University, Pune) Nashik, Maharashtra, IndiaIn this paper we have reported synthesis evaluation imidazole by solvent free multi component scaffolds (NEAT Reaction) by simple and very effective protocol. The characterization of compounds by 1H NMR, 13C NMR, Mass and IR spectral studies confirms the structure. The theoretical interpretations of compounds is optimized by 6–311++G (d,p) basic set for employing different parameters using Gaussion-09 software. The antimicrobial activity associated with all the imidazole derivatives showed mild activity towards E. coli, S. typhi and Staphylococcus aureus while good microbial activity against P.vulgaris. The compounds showed promising antifungal activity against Candida albicans. The bioactivity against Etiella zinkenella was evaluated. Significant results were obtained with notable larvicidal activity having Lethal concentration (LC50) = 0.38 ppm associated with compound 6a with concentration ranging between 0.02‐and 0.08 ppm. Molecular docking of imidazole compounds were done to study the protein interaction and enzyme inhibitor activity. Docking analysis was performed using Autodoc Vina and visualized in Pymol software compound. The study suggested that compound 6d and 6e showed good bonding affinity to an enzyme exhibiting highest affinity (binding energy = −6.5 to 6.8 kcal/mol) with protein (4MCT) of P.vulgaris organism. Excellent affinity with binding energy −6.1 kcal/mol with protein (5AEZ) is associated with Candida albicans for compound 6b, 6c, 6e and 6 f. The PASS analysis is web-based application used predict the biological activity spectrum of a compound based on structure. It is useful to estimate the probable biological activity profile. The PASS analysis shows that compound 6b shows high activity for Antieczematic and Gluconate 2-dehydrogenase (acceptor) inhibitor (Pa > 0.07).http://www.sciencedirect.com/science/article/pii/S2211715625002425ImidazolesNeat reactionDFT studiesMolecular electrostatic potentialMulliken chargesAntimicrobial activity |
| spellingShingle | Ankita M. Rayate Manoj R. Gaware Dnyaneshwar D. Lokhande Amol H. Kategaonkar Arun M. Bhagare Bharat N. Shelke Avinash S. Kale Sapana S. Bhamare Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential Results in Chemistry Imidazoles Neat reaction DFT studies Molecular electrostatic potential Mulliken charges Antimicrobial activity |
| title | Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential |
| title_full | Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential |
| title_fullStr | Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential |
| title_full_unstemmed | Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential |
| title_short | Design, synthesis of imidazole scaffolds as an effective larvicidal agent against Etiella zinkenella and in vitro antibacterial and antifungal evaluation against Candida albicans with DFT calculations, molecular docking technique and theoretical biological potential |
| title_sort | design synthesis of imidazole scaffolds as an effective larvicidal agent against etiella zinkenella and in vitro antibacterial and antifungal evaluation against candida albicans with dft calculations molecular docking technique and theoretical biological potential |
| topic | Imidazoles Neat reaction DFT studies Molecular electrostatic potential Mulliken charges Antimicrobial activity |
| url | http://www.sciencedirect.com/science/article/pii/S2211715625002425 |
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