Synthesis, Structural Characterization, and In Vitro and In Silico Antifungal Evaluation of Azo-Azomethine Pyrazoles (PhN2(PhOH)CHN(C3N2(CH3)3)PhR, R = H or NO2)

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dc.citation.titleMoleculeses
dc.citation.volume26
dc.creatorFernandez, Dorancelly
dc.creatorRestrepo-Acevedo, Andrés
dc.creatorRocha-Roa, Cristian
dc.creatorLe Lagadec, Ronan
dc.creatorAbonia, Rodrigo
dc.creatorZacchino, Susana
dc.creatorGómez Castaño, Jovanny A.
dc.creatorCuenú-Cabezas, Fernando
dc.date.accessioned2022-04-07T19:02:23Z
dc.date.available2022-04-07T19:02:23Z
dc.date.issued2021-12-08
dc.descriptionThe azo-azomethine imines, R1-N=N-R2-CH=N-R3, are a class of active pharmacological ligands that have been prominent antifungal, antibacterial, and antitumor agents. In this study, four new azo-azomethines, R1 = Ph, R2 = phenol, and R3 = pyrazol-Ph-R’ (R = H or NO2), have been synthesized, structurally characterized using X-ray, IR, NMR and UV–Vis techniques, and their antifungal activity evaluated against certified strains of Candida albicans and Cryptococcus neoformans. The antifungal tests revealed a high to moderate inhibitory activity towards both strains, which is regulated as a function of both the presence and the location of the nitro group in the aromatic ring of the series. These biological assays were further complemented with molecular docking studies against three different molecular targets from each fungus strain. Molecular dynamics simulations and binding free energy calculations were performed on the two best molecular docking results for each fungus strain. Better affinity for active sites for nitro compounds at the “meta” and “para” positions was found, making them promising building blocks for the development of new Schiff bases with high antifungal activity.es
dc.description.filFil: Fernandez, Dorancelly. Universidad del Quindío. Programa de Química. Laboratorio de Química Inorgánica y Catálisis; Colombia.es
dc.description.filFil: Restrepo-Acevedo, Andrés. Universidad Nacional Autónoma de México. Instituto de Química; México.es
dc.description.filFil: Rocha-Roa, Cristian. Universidad del Quindío. Centro de Investigaciones Biomédicas. Grupo GEPAMOL; Colombia.es
dc.description.filFil: Rocha-Roa, Cristian. Universidad de Antioquia. Biophysics of Tropical Diseases. Max Planck Tandem Group; Colombia.es
dc.description.filFil: Le Lagadec, Ronan. Universidad Nacional Autónoma de México. Instituto de Química; México.es
dc.description.filFil: Abonia, Rodrigo. Universidad del Valle. Departamento de Química; Colombia.es
dc.description.filFil: Zacchino, Susana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Área Farmacognosia; Rosario.es
dc.description.filFil: Gómez Castaño, Jovanny A. Universidad Pedagógica y Tecnológica de Colombia. Facultad de Ciencias. rupo Química-Física Molecular y Modelamiento Computacional (QUIMOL®); Colombia.es
dc.description.filFil: Cuenú-Cabezas, Fernando. Universidad del Quindío. Programa de Química. Laboratorio de Química Inorgánica y Catálisis; Colombia.es
dc.description.sponsorshipUniversidad del Quindío
dc.description.sponsorshipInstitute of Chemistry at UNAM
dc.description.sponsorshipUniversidad Pedagógica y Tecnológica de Colombia (UPTC)
dc.formatapplication/pdf
dc.format.extent1-25es
dc.identifier.issn1420-3049es
dc.identifier.urihttp://hdl.handle.net/2133/23341
dc.language.isoenges
dc.publisherMDPIes
dc.relation.publisherversionhttps://doi.org/10.3390/molecules26247435
dc.relation.publisherversionhttps://www.mdpi.com/1420-3049/26/24/7435
dc.rightsopenAccesses
dc.rights.holderFernandez, Dorancellyes
dc.rights.holderRestrepo-Acevedo, Andréses
dc.rights.holderRocha-Roa, Cristianes
dc.rights.holderLe Lagadec, Ronanes
dc.rights.holderAbonia, Rodrigoes
dc.rights.holderZacchino, Susanaes
dc.rights.holderGómez Castaño, Jovanny A.es
dc.rights.holderCuenú-Cabezas, Fernandoes
dc.rights.textAttribution 4.0 International (CC BY 4.0)es
dc.rights.urihttp://creativecommons.org/licenses/by/2.5/ar/*
dc.subjectSchiff baseses
dc.subjectAzomethine compoundses
dc.subjectCandida albicanses
dc.subjectCryptococcus neoformanses
dc.subjectIn silico studieses
dc.subjectMolecular dockinges
dc.subjectQTAIM-Ces
dc.titleSynthesis, Structural Characterization, and In Vitro and In Silico Antifungal Evaluation of Azo-Azomethine Pyrazoles (PhN2(PhOH)CHN(C3N2(CH3)3)PhR, R = H or NO2)es
dc.typepublishedVersion
dc.typearticle
dc.typeartículo
dc.type.collectionarticulo
dc.type.versionpublishedVersion

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