In vitro screening, homology modeling and molecular docking studies of some pyrazole and imidazole derivatives

Abrigach, Farid; Rokni, Yahya; Takfaoui, Abdelilah; Khoutoul, Mohamed; Doucet, Henri; Asehraou, Abdeslam; Touzani, Rachid

doi:10.1016/j.biopha.2018.04.061

Cited by 65 publications

(36 citation statements)

References 65 publications

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“…Also a very low percentage 0.0% of residues was seen in the disallowed white color regions (due to large distance from the enzyme's active site). In the present case, the G-factors are found above the unusual values, which give information about the quality of dihedral, overall bond angles and covalency of residues [44].…”

Section: Resultssupporting

confidence: 47%

Conformational profile, vibrational assignments, NLO properties and molecular docking of biologically active herbicide1,1-dimethyl-3-phenylurea

Haruna

Kumar²,

Mary

et al. 2019

Heliyon

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1,1-Dimethyl-3-phenylurea (known as fenuron) which is a phenyl urea-based widely used herbicide exhibits interesting structural and conformational properties and a notable biological activity. A detailed analysis on the vibrational, molecular and electronic characteristics of fenuron has been carried out. Potential energy scans (PESs) performed at the B3LYP/6-311++G(d,p) level of theory predicted two possible minima corresponding to the optimized anti and synforms resulting from the internal rotation about the N-C bond. The presence of an auxochrome together with the interaction with DMSO solvent exhibited a blue shift corresponding to the C=O orbitals. Delocalization of HOMO and LUMO orbital facilitated the charge transfer effect in the molecule. The calculated HOMO-LUMO energies, chemical potential, energy gap and global hardness suggested a low softness value for the compound while its biological activity was described by the value of electrophilicity. Chlorine substitution in the phenyl ring influenced the orbital delocalization for ortho and para substitutions but that of meta remained unaffected. NLO properties were noticed to increase due to chlorine substitution in the parent molecule. The docking results suggested that the compound exhibits an inhibitory activity against mitochondrial ubiquinol-cytochrome-c reductase and can be developed as a potential anticancer agent.

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Section: Resultssupporting

confidence: 47%

Conformational profile, vibrational assignments, NLO properties and molecular docking of biologically active herbicide1,1-dimethyl-3-phenylurea

Haruna

Kumar²,

Mary

et al. 2019

Heliyon

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“…For these reasons, a homology study was performed to build a threedimensional structure of this protein based on an already known structure following the procedure described in our previous work. 38 Briefly, the Fgb1 primary residues sequence (accession number Q96VA6) was used as a target. A BLASTp search was carried out to find a suitable template with already known 3D structure for this amino acid sequence.…”

Section: Computational Studies 341 Dft Calculationsmentioning

confidence: 99%

Novel β-keto–enol Pyrazolic Compounds as Potent Antifungal Agents. Design, Synthesis, Crystal Structure, DFT, Homology Modeling, and Docking Studies

Tighadouini

Radi

Abrigach

et al. 2019

J. Chem. Inf. Model.

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A new family of promising inhibitors bearing -keto-enol functionality with greatly improved pharmacophore properties has prepared. Herein, a series of novel derivatives of -keto-enol group embedded with pyrazolic moiety has been designed and synthesized via a one-step procedure using mixed Claisen condensation in the attempt to develop potential antifungal agents. The structures of the synthesized compounds were confirmed by elemental analysis, FT-IR, ESI/LC-MS, 1 H and 13 C NMR. In addition, X-ray diffraction analysis (XRD) was used to determine the single crystal structure of compound 10. All the newly compounds have been evaluated for their in vitro antifungal and antibacterial activities. Interestingly, the results indicate that most of the compounds display notable antifungal activity close to that of the benomyl fungicide taken as the standard drug. For the most active compound and for benomyl, a correlation has been evidenced between the experimental antifungal activity and the theoretical predictions by DFT calculations and molecular docking against Fgb1 protein.

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“…However, because of the unavailability of experimental crystal structures of these proteins, homology modeling studies were carried out to construct three-dimensional (3D) structures of Fgb1 and Fophy prior to use in our docking studies. For Fgb1 protein, the model was generated and validated as described previously in our last works [21,22] using the crystal structure of the Rattus norvegicus Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-1 (3SN6_chain B) as a suitable template. Following the same procedure described for the Fgb1 model, the 3D structure of the Fophy protein was also built.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates

et al. 2019

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Twelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, o-toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, o,m,p-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, 1H- and 13C-NMR. In vitro screening of their antibacterial and antifungal potential against Escherichia coli bacterium and Fusarium oxysporum f.sp albedinis (F.o.a) 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 F.o.a fungus proteins.

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In vitro screening, homology modeling and molecular docking studies of some pyrazole and imidazole derivatives

Cited by 65 publications

References 65 publications

Conformational profile, vibrational assignments, NLO properties and molecular docking of biologically active herbicide1,1-dimethyl-3-phenylurea

Conformational profile, vibrational assignments, NLO properties and molecular docking of biologically active herbicide1,1-dimethyl-3-phenylurea

Novel β-keto–enol Pyrazolic Compounds as Potent Antifungal Agents. Design, Synthesis, Crystal Structure, DFT, Homology Modeling, and Docking Studies

Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates

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