Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2015, Article ID 521395, 8 pages
http://dx.doi.org/10.1155/2015/521395
Research Article

Oxidation of Enrofloxacin with Permanganate: Kinetics, Multivariate Effects, Identification of Oxidation Products, and Determination of Residual Antibacterial Activity

1State Key Laboratory of Urban Water Resource and Environment, School of Municipal and Environmental Engineering, Harbin Institute of Technology, Harbin 150090, China
2Academy of Fundamental and Interdisciplinary Science, Harbin Institute of Technology, Harbin 150080, China

Received 12 December 2014; Accepted 5 January 2015

Academic Editor: Jian Lu

Copyright © 2015 Yongpeng Xu et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Permanganate [Mn(VII)] chemistry oxidation of fluoroquinolone (FQ) antibiotic enrofloxacin (ENR) in water is investigated with respect to the kinetics, pH effect, buffer effect, and the evaluation of residual antibacterial activity after oxidative treatment. The degradation of ENR by Mn(VII) obeyed a secondary-order kinetics. Modern high-resolution tandem mass spectrometry coupled with high performance liquid chromatography was used to analyze the structures of degradation products. Four main oxidation products were identified at different pH values. Several influencing factors, pH value, and buffer obviously affect reaction rate and products relative abundance. Autocatalysis taking place at slightly acidic pH promotes the reaction but has no effect on the product types. A plausible oxidation pathway for enrofloxacin with Mn(VII) was proposed. The oxidation took place at the piperazine ring. Structural changes to the piperazine ring include N-dealkylation, hydroxylation, and hydrolysis. Residual antibacterial activity of the oxidative reaction solutions against nonresistant Escherichia coli reference strain DH5α is evaluated by means of quantitative bioassays. It is noticed that the oxidation products exhibited negligible antibacterial activity just when the structures of the products changed.