Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates
Twelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, <i>o</i>-toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, <i>o...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/18/3250 |
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| author | Yahya Toubi Farid Abrigach Smaail Radi Faiza Souna Abdelkader Hakkou Abdulrhman Alsayari Abdullatif Bin Muhsinah Yahia N. Mabkhot |
| author_facet | Yahya Toubi Farid Abrigach Smaail Radi Faiza Souna Abdelkader Hakkou Abdulrhman Alsayari Abdullatif Bin Muhsinah Yahia N. Mabkhot |
| author_sort | Yahya Toubi |
| collection | DOAJ |
| description | Twelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, <i>o</i>-toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, <i>o</i>,<i>m</i>,<i>p</i>-nitrobenzaldehyde, and picolinaldehyde in ethanol using acetic acid as a catalyst. The envisaged structures of the all the synthesized ligands have been confirmed on the basis of their spectral analysis FT-IR, mass spectroscopy, <sup>1</sup>H- and <sup>13</sup>C-NMR. In vitro screening of their antibacterial and antifungal potential against <i>Escherichia coli</i> bacterium and <i>Fusarium oxysporum f.sp albedinis</i> (<i>F.o.a</i>) fungus, respectively, revealed that all the ligands showed no significant antibacterial activity, whereas most of them displayed good antifungal activity. Homology modeling and docking analysis were performed to explain the antifungal effect of the most and least active compound against two <i>F.o.a</i> fungus proteins. |
| first_indexed | 2024-12-18T11:24:37Z |
| format | Article |
| id | doaj.art-47c7721138374247a53ed688bf1c513d |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-18T11:24:37Z |
| publishDate | 2019-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-47c7721138374247a53ed688bf1c513d2022-12-21T21:09:44ZengMDPI AGMolecules1420-30492019-09-012418325010.3390/molecules24183250molecules24183250Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor CandidatesYahya Toubi0Farid Abrigach1Smaail Radi2Faiza Souna3Abdelkader Hakkou4Abdulrhman Alsayari5Abdullatif Bin Muhsinah6Yahia N. Mabkhot7Laboratory of Applied Chemistry & Environment, Faculty of Sciences, Mohammed First University, Oujda 60000, MoroccoLaboratory of Applied Chemistry & Environment, Faculty of Sciences, Mohammed First University, Oujda 60000, MoroccoLaboratory of Applied Chemistry & Environment, Faculty of Sciences, Mohammed First University, Oujda 60000, MoroccoLaboratory of Biochemistry, Faculty of Sciences, Mohammed First University, Oujda 60000, MoroccoLaboratory of Biochemistry, Faculty of Sciences, Mohammed First University, Oujda 60000, MoroccoDepartment of Pharmacognosy, College of Pharmacy, King Khalid University, Abha 61441, Saudi ArabiaDepartment of Pharmacognosy, College of Pharmacy, King Khalid University, Abha 61441, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, Abha 61441, Saudi ArabiaTwelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, <i>o</i>-toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, <i>o</i>,<i>m</i>,<i>p</i>-nitrobenzaldehyde, and picolinaldehyde in ethanol using acetic acid as a catalyst. The envisaged structures of the all the synthesized ligands have been confirmed on the basis of their spectral analysis FT-IR, mass spectroscopy, <sup>1</sup>H- and <sup>13</sup>C-NMR. In vitro screening of their antibacterial and antifungal potential against <i>Escherichia coli</i> bacterium and <i>Fusarium oxysporum f.sp albedinis</i> (<i>F.o.a</i>) fungus, respectively, revealed that all the ligands showed no significant antibacterial activity, whereas most of them displayed good antifungal activity. Homology modeling and docking analysis were performed to explain the antifungal effect of the most and least active compound against two <i>F.o.a</i> fungus proteins.https://www.mdpi.com/1420-3049/24/18/3250Schiff basessynthesisantifungalmolecular dockinghomology modelingpharmacophore site |
| spellingShingle | Yahya Toubi Farid Abrigach Smaail Radi Faiza Souna Abdelkader Hakkou Abdulrhman Alsayari Abdullatif Bin Muhsinah Yahia N. Mabkhot Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates Molecules Schiff bases synthesis antifungal molecular docking homology modeling pharmacophore site |
| title | Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates |
| title_full | Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates |
| title_fullStr | Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates |
| title_full_unstemmed | Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates |
| title_short | Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates |
| title_sort | synthesis antimicrobial screening homology modeling and molecular docking studies of a new series of schiff base derivatives as prospective fungal inhibitor candidates |
| topic | Schiff bases synthesis antifungal molecular docking homology modeling pharmacophore site |
| url | https://www.mdpi.com/1420-3049/24/18/3250 |
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