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Copper complexes containing thiosemicarbazones derived from 6-nitropiperonal: Antimicrobial and biophysical properties.
Beckford, Floyd A; Webb, Kelsey R.
Afiliación
  • Beckford FA; Department of Natural Sciences, The University of Virginia's College at Wise, 1 College Avenue, Wise, VA 24293, United States. Electronic address: fab5b@uvawise.edu.
  • Webb KR; Department of Natural Sciences, The University of Virginia's College at Wise, 1 College Avenue, Wise, VA 24293, United States.
Spectrochim Acta A Mol Biomol Spectrosc ; 183: 158-171, 2017 Aug 05.
Article en En | MEDLINE | ID: mdl-28448954
A series of four thiosemicarbazones from 6-nitropiperonal along with the corresponding copper complexes were synthesized. The biophysical characteristics of the complexes were investigated by the binding to DNA and human serum albumin. The binding to DNA is moderate; the binding constants run from (0.49-7.50)×104M-1. In relation to HSA, the complexes interact strongly with binding constants on the order of 105M-1. The complexes also display antioxidant behavior as determined by the ability to scavenge diphenylpicrylhydrazyl (dpph) and nitric oxide radicals. The antimicrobial profiles of the compounds, tested against a panel of microbes including five of the ESKAPE pathogens (Staphylococcus aureus, MRSA, Escherichia coli, Klebsiella pneumoniae, MDR, Acinetobacter baumannii, Pseudomonas aeruginosa) and two yeasts (Candida albicans and Cryptococcus neoformans var. grubii), are also described. The compounds contain a core moiety that is similar to oxolinic acid, a quinolone antibiotic that targets DNA gyrase and topoisomerase (IV). The binding interaction between the complexes and these important antibacterial targets were studied by computational methods, chiefly docking studies. The calculated dissociation constants for the interaction with DNA gyrase B (from Staphylococcus aureus) range from 4.32 to 24.65µM; the binding was much stronger to topoisomerase IV, with dissociation constants ranging from 0.37 to 1.27µM.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Tiosemicarbazonas / Benzaldehídos / Cobre / Complejos de Coordinación / Antibacterianos Idioma: En Revista: Spectrochim Acta A Mol Biomol Spectrosc Asunto de la revista: BIOLOGIA MOLECULAR Año: 2017 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Tiosemicarbazonas / Benzaldehídos / Cobre / Complejos de Coordinación / Antibacterianos Idioma: En Revista: Spectrochim Acta A Mol Biomol Spectrosc Asunto de la revista: BIOLOGIA MOLECULAR Año: 2017 Tipo del documento: Article Pais de publicación: Reino Unido