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Inhibition of C. albicans dimorphic switch by cobalt(II) complexes with ligands derived from pyrazoles and dinitrobenzoate: Synthesis, characterization and biological activity

dc.contributor.authorFonseca D.
dc.contributor.authorLeal-Pinto S.M.
dc.contributor.authorRoa-Cordero M.V.
dc.contributor.authorVargas J.D.
dc.contributor.authorMoreno-Moreno E.M.
dc.contributor.authorMacías M.A.
dc.contributor.authorSuescun L.
dc.contributor.authorMuñoz-Castro Á.
dc.contributor.authorHurtado J.J.
dc.date.accessioned2020-09-02T22:17:55Z
dc.date.available2020-09-02T22:17:55Z
dc.date.issued2019
dc.identifier10.3390/ijms20133237
dc.identifier.citation20, 13, -
dc.identifier.issn16616596
dc.identifier.urihttps://hdl.handle.net/20.500.12728/4498
dc.descriptionSeven cobalt(II) complexes of pyrazole derivatives and dinitrobenzoate ligands were synthesized and characterized. The single-crystal X-ray diffraction structure was determined for one of the ligands and one of the complexes. The analysis and spectral data showed that all the cobalt complexes had octahedral geometries, which was supported by DFT calculations. The complexes and their free ligands were evaluated against fungal strains of Candida albicans and emerging non-albicans species and epimastigotes of Trypanosoma cruzi. We obtained antifungal activity with a minimum inhibitory concentration (MIC) ranging from 31.3 to 250 µg mL−1 . The complexes were more active against C. krusei, showing MIC values between 31.25 and 62.5 µg mL−1 . In addition, some ligands (L1–L6) and complexes (5 and Co(OAc)2 · 4H2 O) significantly reduced the yeast to hypha transition of C. albicans at 500 µg mL−1 (inhibition ranging from 30 to 54%). Finally, the complexes and ligands did not present trypanocidal activity and were not toxic to Vero cells. Our results suggest that complexes of cobalt(II) with ligands derived from pyrazoles and dinitrobenzoate may be an attractive alternative for the treatment of diseases caused by fungi, especially because they target one of the most important virulence factors of C. albicans. © 2019 by the authors. Licensee MDPI, Basel, Switzerland.
dc.language.isoen
dc.publisherMDPI AG
dc.subjectAntifungal activity
dc.subjectCobalt(II) complexes
dc.subjectCrystal structure
dc.subjectCytotoxicity
dc.subjectDimorphic switch
dc.subjectPyrazole and dinitrobenzoate ligands
dc.subjectTrypanosoma cruzi
dc.subject2,6 bis(3,5 dimethyl 1 pyrazolyl)pyridine
dc.subject2,6 bis(3,5 dimethyl 4 nitro1pyrazolyl)pyridine
dc.subject3,5 bis(3,5 dimethyl 4 nitropyrazol 1 ylmethyl)toluene
dc.subjectbenznidazole
dc.subjectbis(3,5 dimethyl 1 pyrazolyl)methane
dc.subjectbis(3,5 dimethyl 4 nitro 1 pyrazolyl)methane
dc.subjectbis(dinitrobenzoate o,o’)
dc.subjectcobalt complex
dc.subjectdinitrobenzoate
dc.subjectdinitrobenzoate[2,6 bis(3,5 dimethyl 4 nitro pyrazol 1 ylmethyl)pyridine]
dc.subjectdinitrobenzoate[2,6 bis(3,5 dimethylpyrazol 1 ylmethyl)pyridine]
dc.subjectdinitrobenzoate[3,5 bis(3,5 dimethyl 4 nitro pyrazol 1 ylmethyl)toluene]
dc.subjectdinitrobenzoate[3,5 bis(3,5 dimethylpyrazol 1 ylmethyl)toluene]
dc.subjectdinitrobenzoate[bis(3,5 dimethyl 4 nitro pyrazol 1yl)methane]
dc.subjectdinitrobenzoate[bis(3,5 dimethylpyrazol 1 yl)methane]
dc.subjectitraconazole
dc.subjectnitrobenzoic acid derivative
dc.subjectpyrazole
dc.subjectunclassified drug
dc.subjectantiinfective agent
dc.subjectcobalt
dc.subjectcoordination compound
dc.subjectligand
dc.subjectnitrobenzene derivative
dc.subjectpyrazole derivative
dc.subjectanimal cell
dc.subjectantibiotic sensitivity
dc.subjectantifungal activity
dc.subjectArticle
dc.subjectbioassay
dc.subjectbiological activity
dc.subjectbroth dilution
dc.subjectCandida albicans
dc.subjectCandida tropicalis
dc.subjectcarbon nuclear magnetic resonance
dc.subjectcontrolled study
dc.subjectcrystal structure
dc.subjectcrystallization
dc.subjectcytotoxicity
dc.subjectdrug synthesis
dc.subjectelectrospray
dc.subjectelemental analysis
dc.subjectFourier transform infrared spectroscopy
dc.subjectfungus hyphae
dc.subjectgas chromatography
dc.subjectgerm tube inhibition assay
dc.subjectgrowth inhibition
dc.subjectIC50
dc.subjectinfrared spectroscopy
dc.subjectmass spectrometry
dc.subjectmelting point
dc.subjectminimum inhibitory concentration
dc.subjectMTT assay
dc.subjectnonhuman
dc.subjectPichia kudriavzevii
dc.subjectproton nuclear magnetic resonance
dc.subjectRaman spectrometry
dc.subjectTrypanosoma cruzi
dc.subjectultraviolet visible spectrophotometry
dc.subjectVero cell line
dc.subjectX ray diffraction
dc.subjectanimal
dc.subjectCandida albicans
dc.subjectcell survival
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectChlorocebus aethiops
dc.subjectdrug effect
dc.subjectmicrobial sensitivity test
dc.subjectstructure activity relation
dc.subjectsynthesis
dc.subjectX ray crystallography
dc.subjectAnimals
dc.subjectAnti-Bacterial Agents
dc.subjectCandida albicans
dc.subjectCell Survival
dc.subjectChlorocebus aethiops
dc.subjectCobalt
dc.subjectCoordination Complexes
dc.subjectCrystallography, X-Ray
dc.subjectDinitrobenzenes
dc.subjectLigands
dc.subjectMicrobial Sensitivity Tests
dc.subjectMolecular Structure
dc.subjectPyrazoles
dc.subjectStructure-Activity Relationship
dc.subjectVero Cells
dc.titleInhibition of C. albicans dimorphic switch by cobalt(II) complexes with ligands derived from pyrazoles and dinitrobenzoate: Synthesis, characterization and biological activity
dc.typeArticle


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