PMID- 29751171 OWN - NLM STAT- MEDLINE DCOM- 20191023 LR - 20221207 IS - 1873-3336 (Electronic) IS - 0304-3894 (Linking) VI - 354 DP - 2018 Jul 15 TI - Oxidation of cefalexin by thermally activated persulfate: Kinetics, products, and antibacterial activity change. PG - 153-160 LID - S0304-3894(18)30343-1 [pii] LID - 10.1016/j.jhazmat.2018.05.004 [doi] AB - While the widely used beta-lactam antibiotics, such as cephalosporins, are known to be susceptible to oxidation by sulfate radical (SO(4)(-)), comprehensive study about SO(4)(-)-induced oxidation of cephalosporins is still limited, such as the impact of water matrices, and the structure and antibacterial activity of transformation products. Herein, the oxidation of cefalexin (CFX), a most frequently detected cephalosporin, was systematically investigated by thermally activated persulfate (PS). CFX oxidation followed pseudo-first-order kinetics, and SO(4)(-) dominantly contributed to the overall oxidation of CFX. The impact of water matrices, such as Cl(-), HCO(3)(-) and natural organic matter, on CFX degradation was predicted using a pseudo-steady-state kinetic model. The secondary reactive species, such as chlorine and carbonate radicals, were found to contribute to CFX degradation. Product analysis indicated oxidation of CFX to six products (molecular weight of 363), with two stereoisomeric sulfoxides as the primary oxidation products. It was thus suggested that the primary amine on the side chain, and the thioether sulfur and double bond on the six-membered ring were the reactive sites of CFX towards SO(4)(-) oxidation. Antibacterial activity assessment showed that the biological activity of CFX solution was significantly diminished after treatment by the thermally activated PS. CI - Copyright (c) 2018 Elsevier B.V. All rights reserved. FAU - Qian, Yajie AU - Qian Y AD - College of Environmental Science and Engineering, Donghua University, Shanghai, 201620, PR China. FAU - Xue, Gang AU - Xue G AD - College of Environmental Science and Engineering, Donghua University, Shanghai, 201620, PR China. FAU - Chen, Jiabin AU - Chen J AD - School of Environmental Science and Engineering, Suzhou University of Science and Technology, Suzhou, 215009, PR China. Electronic address: chenjiabincn@163.com. FAU - Luo, Jinming AU - Luo J AD - School of Civil and Environmental Engineering, Georgia Institute of Technology, Atlanta, Georgia, 30332, United States. FAU - Zhou, Xuefei AU - Zhou X AD - College of Environmental Science and Engineering, Tongji University, Shanghai, 200092, PR China. FAU - Gao, Pin AU - Gao P AD - College of Environmental Science and Engineering, Donghua University, Shanghai, 201620, PR China. FAU - Wang, Qi AU - Wang Q AD - College of Environmental Science and Engineering, Donghua University, Shanghai, 201620, PR China. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20180503 PL - Netherlands TA - J Hazard Mater JT - Journal of hazardous materials JID - 9422688 RN - 0 (Anti-Bacterial Agents) RN - 0 (Sulfates) RN - 0 (Waste Water) RN - 0 (Water Pollutants, Chemical) RN - 0 (sulfate radical) RN - OBN7UDS42Y (Cephalexin) SB - IM MH - Anti-Bacterial Agents/*chemistry/pharmacology MH - Cephalexin/*chemistry/pharmacology MH - Escherichia coli/drug effects/growth & development MH - Groundwater MH - Kinetics MH - Oxidation-Reduction MH - Sulfates/*chemistry MH - Temperature MH - Waste Disposal, Fluid/methods MH - Wastewater MH - Water Pollutants, Chemical/*chemistry/pharmacology OTO - NOTNLM OT - Antibacterial activity OT - Cefalexin OT - Persulfate OT - Transformation OT - Water matrix EDAT- 2018/05/12 06:00 MHDA- 2019/10/24 06:00 CRDT- 2018/05/12 06:00 PHST- 2018/01/14 00:00 [received] PHST- 2018/04/10 00:00 [revised] PHST- 2018/05/02 00:00 [accepted] PHST- 2018/05/12 06:00 [pubmed] PHST- 2019/10/24 06:00 [medline] PHST- 2018/05/12 06:00 [entrez] AID - S0304-3894(18)30343-1 [pii] AID - 10.1016/j.jhazmat.2018.05.004 [doi] PST - ppublish SO - J Hazard Mater. 2018 Jul 15;354:153-160. doi: 10.1016/j.jhazmat.2018.05.004. Epub 2018 May 3.