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Molecules 2018, 23(8), 2015; https://doi.org/10.3390/molecules23082015

Oxidation of Cefalexin by Permanganate: Reaction Kinetics, Mechanism, and Residual Antibacterial Activity

1
College of Environmental Science and Engineering, Donghua University, Shanghai 201620, China
2
School of Environmental Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, China
*
Author to whom correspondence should be addressed.
Received: 23 July 2018 / Revised: 3 August 2018 / Accepted: 8 August 2018 / Published: 13 August 2018
(This article belongs to the Section Physical Chemistry)
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Abstract

The oxidation of cefalexin (CFX), a commonly used cephalosporin antibiotic, was investigated by permanganate (PM) in water. Apparent second-order rate constant of the reaction between CFX and PM was determined to be 12.71 ± (1.62) M−1·s−1 at neutral pH. Lower pH was favorable for the oxidation of CFX by PM. The presence of Cl and HCO3 could enhance PM-induced oxidation of CFX, whereas HA had negligible effect on CFX oxidation by PM. PM-induced oxidation of CFX was also significant in the real wastewater matrix. After addition of bisulfite (BS), PM-induced oxidation was significantly accelerated owing to the generation of Mn(III) reactive species. Product analysis indicated oxidation of CFX to three products, with two stereoisomeric sulfoxide products and one di-ketone product. The thioether sulfur and double bond on the six-membered ring were the reactive sites towards PM oxidation. Antibacterial activity assessment indicated that the activity of CFX solution was significantly reduced after PM oxidation. View Full-Text
Keywords: permanganate; water treatment; cefalexin; oxidation; product; antibacterial activity permanganate; water treatment; cefalexin; oxidation; product; antibacterial activity
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Qian, Y.; Gao, P.; Xue, G.; Liu, Z.; Chen, J. Oxidation of Cefalexin by Permanganate: Reaction Kinetics, Mechanism, and Residual Antibacterial Activity. Molecules 2018, 23, 2015.

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