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Open AccessArticle

Effects of Lysozyme on the Activity of Ionic of Fluoroquinolone Species

1
Departamento de Química, Facultad de Ciencias Exactas y Tecnologías, Universidad Nacional de Santiago del Estero-CONICET, Av. Belgrano (S) No. 1912, 4200 Santiago del Estero, Argentina
2
Laboratorio de Biointerfases y Sistemas Biomimeticos, Centro de Investigación en Biofísica Aplicada y Alimentos (CIBAAL), Universidad Nacional de Santiago del Estero—CONICET, RN 9, Km 1125, 4206 Santiago del Estero, Argentina
3
Centro de Investigación en Biofísica, Aplicada y Alimentos (CIBAAL), Universidad Nacional de Santiago del Estero—CONICET, RN 9, Km 1125, 4206 Santiago del Estero, Argentina
4
Facultad de Ciencias Médicas, Universidad Nacional de Santiago del Estero-CONICET, Av. Belgrano (S) No. 1912, 4200 Santiago del Estero, Argentina
5
Centro de Referencia para Lactobacilos (CERELA-CONICET), Chacabuco 145, 4000 San Miguel de Tucumán, Argentina
*
Author to whom correspondence should be addressed.
Molecules 2018, 23(4), 741; https://doi.org/10.3390/molecules23040741
Received: 3 February 2018 / Revised: 16 March 2018 / Accepted: 21 March 2018 / Published: 23 March 2018
(This article belongs to the Section Physical Chemistry)
Fluoroquinolones (FQs) constitute an important class of biologically active broad-spectrum antibacterial drugs that are which are in contact with many biological fluids under different acidity conditions. We studied the reactivity of ciprofloxacin (Cpx) and levofloxacin (Lev) and their interaction with lysozyme (Lyz) at different pH values, using UV-visible absorption, fluorescence, infrared spectroscopies supported by DFT calculation and docking. In addition, by antimicrobial assays, the biological consequences of the interaction were evaluated. DFT calculation predicted that the FQ cationic species present at acid pH have lower stabilization energies, with an electric charge rearrangement because of their interactions with solvent molecules. NBO and frontier orbital calculations evidenced the role of two charged centers, NH2+ and COO, for interactions by electronic delocalization effects. Both FQs bind to Lyz via a static quenching with a higher interaction in neutral medium. The interaction induces a structural rearrangement in β-sheet content while in basic pH a protective effect against the denaturation of Lyz was inferred. The analysis of thermodynamic parameters and docking showed that hydrophobic, electrostatic forces and hydrogen bond are the responsible of Cpx-Lyz and Lev-Lyz associations. Antimicrobial assays evidenced an antagonist effect of Lyz in acid medium while in neutral medium the FQs’ activities were not modified by Lyz. View Full-Text
Keywords: fluoroquinolone; lysozyme; DFT calculations; docking; antimicrobial activity fluoroquinolone; lysozyme; DFT calculations; docking; antimicrobial activity
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MDPI and ACS Style

Perez, H.A.; Bustos, A.Y.; Taranto, M.P.; Frías, M.D.A.; Ledesma, A.E. Effects of Lysozyme on the Activity of Ionic of Fluoroquinolone Species. Molecules 2018, 23, 741.

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