Green Synthesis of 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] Pyrazol-5 (2H)-one Derivatives via One-pot Multicomponent Approach as a Potent Antifungal Agent
In the present research work, we made an effort to a green, efficient, and simple procedure for the one-pot multicomponent synthesis of novel 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] pyrazole-5 (2H)-one derivative in presence of environmentally sustainable PEG-400 reaction medium and recyclable cat...
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| Veröffentlicht in: | Periodica polytechnica. Chemical engineering. 2024-01, Vol.68 (2), p.140-151 |
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| creator | Mogle, Prashant P. Gaikwad, Sunil V. Pohare, Santosh S. Hebade, Madhav J. Gaikwad, Milind V. Dawane, Bhaskar S. |
| description | In the present research work, we made an effort to a green, efficient, and simple procedure for the one-pot multicomponent synthesis of novel 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] pyrazole-5 (2H)-one derivative in presence of environmentally sustainable PEG-400 reaction medium and recyclable catalyst bleaching earth clay (pH 12.5, 10% by weight). The benefits of this methodology include a quick reaction time, high product yield, and an easy work-up procedure. The antifungal potency was studied for synthesized derivatives using the agar well diffusion method against Aspergillus niger (MTCC280), Aspergillus flavus (MTCC3008), and Penicillium citrinum fungus strain. Among the tested compounds six from the nine compounds show promising antifungal activity among the tested compounds. The derivatives were characterized using 1H NMR, 13C NMR, Mass, and IR spectroscopic methods. Molecular docking study 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] pyrazole-5 (2H)-one derivative was conducted against the PDB : 3KHM, 14 α-demethylase (CYP51) from Trypanosoma cruzi in complex with inhibitor fluconazole protein and PDB : 6UW2 clotrimazole bound complex of Acanthamoeba castellanii CYP51. |
| doi_str_mv | 10.3311/PPch.22954 |
| format | Article |
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The benefits of this methodology include a quick reaction time, high product yield, and an easy work-up procedure. The antifungal potency was studied for synthesized derivatives using the agar well diffusion method against Aspergillus niger (MTCC280), Aspergillus flavus (MTCC3008), and Penicillium citrinum fungus strain. Among the tested compounds six from the nine compounds show promising antifungal activity among the tested compounds. The derivatives were characterized using 1H NMR, 13C NMR, Mass, and IR spectroscopic methods. Molecular docking study 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] pyrazole-5 (2H)-one derivative was conducted against the PDB : 3KHM, 14 α-demethylase (CYP51) from Trypanosoma cruzi in complex with inhibitor fluconazole protein and PDB : 6UW2 clotrimazole bound complex of Acanthamoeba castellanii CYP51.</description><identifier>ISSN: 0324-5853</identifier><identifier>EISSN: 1587-3765</identifier><identifier>DOI: 10.3311/PPch.22954</identifier><language>eng</language><publisher>Budapest: Periodica Polytechnica, Budapest University of Technology and Economics</publisher><subject>Antifungal agents ; Bacterial infections ; Bleaching earth ; Cancer ; Carbon ; Chemical engineering ; Chemistry ; Drug resistance ; Fungi ; Fungicides ; Hydrogen bonds ; Infectious diseases ; Kinases ; Molecular docking ; Nitrogen ; NMR ; Nuclear magnetic resonance ; Polyethylene glycol ; Pyrazole ; Synthesis</subject><ispartof>Periodica polytechnica. 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Chemical engineering.</jtitle><date>2024-01-01</date><risdate>2024</risdate><volume>68</volume><issue>2</issue><spage>140</spage><epage>151</epage><pages>140-151</pages><issn>0324-5853</issn><eissn>1587-3765</eissn><abstract>In the present research work, we made an effort to a green, efficient, and simple procedure for the one-pot multicomponent synthesis of novel 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] pyrazole-5 (2H)-one derivative in presence of environmentally sustainable PEG-400 reaction medium and recyclable catalyst bleaching earth clay (pH 12.5, 10% by weight). The benefits of this methodology include a quick reaction time, high product yield, and an easy work-up procedure. The antifungal potency was studied for synthesized derivatives using the agar well diffusion method against Aspergillus niger (MTCC280), Aspergillus flavus (MTCC3008), and Penicillium citrinum fungus strain. 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| source | DOAJ Directory of Open Access Journals |
| subjects | Antifungal agents Bacterial infections Bleaching earth Cancer Carbon Chemical engineering Chemistry Drug resistance Fungi Fungicides Hydrogen bonds Infectious diseases Kinases Molecular docking Nitrogen NMR Nuclear magnetic resonance Polyethylene glycol Pyrazole Synthesis |
| title | Green Synthesis of 2-isonicotinoyl-4,6-dihydroimidazo[4,5-c] Pyrazol-5 (2H)-one Derivatives via One-pot Multicomponent Approach as a Potent Antifungal Agent |
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