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Provedor de dados:  60
País:  Brazil
Título:  Evaluation of the influence of fluoroquinolone chemical structure on stability: forced degradation and in silico studies
Autores:  Bairros,André Valle de
Pereira,Danillo Baptista
Cordeiro,Everson Willian Fialho
Paim,Clésio Soldateli
Silva,Fabiana Ernestina Barcellos da
Malesuik,Marcelo Donadel
Paula,Fávero Reisdorfer
Data:  2018-01-01
Ano:  2018
Palavras-chave:  Fluoroquinolones/evaluation
Forced degradation studies
Molecular modeling
Resumo:  ABSTRACT Fluoroquinolones are a known antibacterial class commonly used around the world. These compounds present relative stability and they may show some adverse effects according their distinct chemical structures. The chemical hydrolysis of five fluoroquinolones was studied using alkaline and photolytic degradation aiming to observe the differences in molecular reactivity. DFT/B3LYP-6.31G* was used to assist with understanding the chemical structure degradation. Gemifloxacin underwent degradation in alkaline medium. Gemifloxacin and danofloxacin showed more degradation perceptual indices in comparison with ciprofloxacin, enrofloxacin and norfloxacin in photolytic conditions. Some structural features were observed which may influence degradation, such as the presence of five member rings attached to the quinolone ring and the electrostatic positive charges, showed in maps of potential electrostatic charges. These measurements may be used in the design of effective and more stable fluoroquinolones as well as the investigation of degradation products from stress stability assays.
Tipo:  Info:eu-repo/semantics/article
Idioma:  Inglês
Identificador:  http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502018000100604
Editor:  Universidade de São Paulo, Faculdade de Ciências Farmacêuticas
Relação:  10.1590/s2175-97902018000100188
Formato:  text/html
Fonte:  Brazilian Journal of Pharmaceutical Sciences v.54 n.1 2018
Direitos:  info:eu-repo/semantics/openAccess
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