Physicochemical and Theoretical Characterization of a New Small Non-Metal Schiff Base with a Differential Antimicrobial Effect against Gram-Positive Bacteria

dc.contributor.authorGacitúa, M.
dc.contributor.authorCarreño, A.
dc.contributor.authorMorales-Guevara, R.
dc.contributor.authorPáez-Hernández, D.
dc.contributor.authorMartínez-Araya, J.
dc.contributor.authorAraya, E.
dc.contributor.authorPreite, M.
dc.contributor.authorOtero, C.
dc.contributor.authorRivera-Zaldívar, M.
dc.contributor.authorSilva, A.
dc.contributor.authorFuentes, J.
dc.date.accessioned2022-06-28T19:22:28Z
dc.date.available2022-06-28T19:22:28Z
dc.date.issued2022-01
dc.descriptionIndexación: Scopus.es
dc.description.abstractSearching for adequate and effective compounds displaying antimicrobial activities, especially against Gram-positive bacteria, is an important research area due to the high hospitalization and mortality rates of these bacterial infections in both the human and veterinary fields. In this work, we explored (E)-4-amino-3-((3,5-di-tert-butyl-2-hydroxybenzylidene)amino) benzoic acid (SB-1, harboring an intramolecular hydrogen bond) and (E)-2-((4-nitrobenzilidene)amino)aniline (SB-2), two Schiff bases derivatives. Results demonstrated that SB-1 showed an antibacterial activity determined by the minimal inhibitory concentration (MIC) against Staphylococcus aureus, Enterococcus faecalis, and Bacillus cereus (Gram-positive bacteria involved in human and animal diseases such as skin infections, pneumonia, diarrheal syndrome, and urinary tract infections, among others), which was similar to that shown by the classical antibiotic chloramphenicol. By contrast, this compound showed no effect against Gram-negative bacteria (Klebsiella pneumoniae, Escherichia coli, and Salmonella enterica). Furthermore, we provide a comprehensive physicochemical and theoretical characterization of SB-1 (as well as several analyses for SB-2), including elemental analysis, ESMS,1H and13C NMR (assigned by 1D and 2D techniques), DEPT, UV-Vis, FTIR, and cyclic voltammetry. We also performed a computational study through the DFT theory level, including geometry optimization, TD-DFT, NBO, and global and local reactivity analyses. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.es
dc.description.urihttps://www.mdpi.com/1422-0067/23/5/2553
dc.identifier.citationInternational Journal of Molecular Sciences, Volume 23, Issue 5, March-1 2022, Article number 2553es
dc.identifier.doi10.3390/ijms23052553
dc.identifier.issn1661-6596
dc.identifier.urihttps://repositorio.unab.cl/xmlui/handle/ria/23030
dc.language.isoenes
dc.publisherMDPIes
dc.rights.licenseAttribution 4.0 International (CC BY 4.0)
dc.rights.urihttps://www.mdpi.com/openaccess
dc.subjectBacillus cereuses
dc.subjectCyclic voltammetryes
dc.subjectDFTes
dc.subjectEnterococcus faecalises
dc.subjectHPLC-MSes
dc.subjectIntramolecular hydrogen bondes
dc.subjectLocal reactivity analysises
dc.subjectMICes
dc.subjectSchiff baseses
dc.subjectStaphylococcus aureuses
dc.titlePhysicochemical and Theoretical Characterization of a New Small Non-Metal Schiff Base with a Differential Antimicrobial Effect against Gram-Positive Bacteriaes
dc.typeArtículoes
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