PMID- 27565854
OWN - NLM
STAT- MEDLINE
DCOM- 20180212
LR  - 20191210
IS  - 1873-3336 (Electronic)
IS  - 0304-3894 (Linking)
VI  - 320
DP  - 2016 Dec 15
TI  - Oxidation of ciprofloxacin and enrofloxacin by ferrate(VI): Products 
      identification, and toxicity evaluation.
PG  - 296-303
LID - S0304-3894(16)30762-2 [pii]
LID - 10.1016/j.jhazmat.2016.08.040 [doi]
AB  - Ferrate(VI) (Fe(VI)) has been known to react with emerging organic contaminants 
      containing electron-rich organic moieties, such as phenols, anilines, olefins, 
      reduced sulfur and deprotonated amines. Oxidation of fluoroquinolone antibiotics, 
      ciprofloxacin (CIP) and enrofloxacin (ENR), by Fe(VI) were investigated for their 
      reaction products and toxicity changes as well as biodegradability of these 
      products. Ten products were identified for both CIP and ENR reactions with Fe(VI) 
      using a high-resolution accurate-mass Orbitrap mass analyzer. Structural changes 
      to the CIP and ENR molecule included dealkylation, formation of alcohols and 
      amides in piperazine ring and oxygen transfer to the double bond in quinolone 
      structure. An enamine formation mechanism was tentatively proposed to facilitate 
      the interpretation of CIP and ENR oxidation pathways. Toxicity evaluation using 
      Microbial Assay for toxicity Risk Assessment (MARA) bioassay indicated that 
      Fe(VI) oxidation products of CIP and ENR contributed negligible antibacterial 
      potency and Fe(VI) oxidation treatment can remove the residual toxicity of CIP 
      and ENR impacted source waters. The Fe(VI) oxidation treatment resulted in 
      formation of relatively more biodegradable products (based on in silico 
      assessment) than their corresponding parent compounds. The results showed that 
      Fe(VI) has a good potential to degrade fluoroquinolone antibiotics and their 
      antimicrobial potency in natural waters.
CI  - Copyright (c) 2016 Elsevier B.V. All rights reserved.
FAU - Yang, Bin
AU  - Yang B
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia. Electronic address: Bin.Yang@csiro.au.
FAU - Kookana, Rai S
AU  - Kookana RS
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia.
FAU - Williams, Mike
AU  - Williams M
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia.
FAU - Ying, Guang-Guo
AU  - Ying GG
AD  - State Key Laboratory of Organic Geochemistry, Guangzhou Institute of 
      Geochemistry, Chinese Academy of Sciences, Guangzhou 510640, China.
FAU - Du, Jun
AU  - Du J
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia.
FAU - Doan, Hai
AU  - Doan H
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia.
FAU - Kumar, Anupama
AU  - Kumar A
AD  - CSIRO Land and Water, Waite Campus, PMB 2, Glen Osmond, South Australia 5064, 
      Australia.
LA  - eng
PT  - Evaluation Study
PT  - Journal Article
DEP - 20160816
PL  - Netherlands
TA  - J Hazard Mater
JT  - Journal of hazardous materials
JID - 9422688
RN  - 0 (Fluoroquinolones)
RN  - 0 (Water Pollutants, Chemical)
RN  - 16836-06-9 (ferrate ion)
RN  - 3DX3XEK1BN (Enrofloxacin)
RN  - 5E8K9I0O4U (Ciprofloxacin)
RN  - E1UOL152H7 (Iron)
SB  - IM
MH  - Ciprofloxacin/chemistry/*isolation & purification
MH  - Enrofloxacin
MH  - Fluoroquinolones/chemistry/*isolation & purification
MH  - Iron/*chemistry
MH  - Microbial Sensitivity Tests
MH  - Oxidation-Reduction
MH  - Toxicity Tests
MH  - Water Pollutants, Chemical/chemistry/*isolation & purification
OTO - NOTNLM
OT  - Environmental toxicity
OT  - Ferrate(VI)
OT  - Fluoroquinolones
OT  - Oxidation
OT  - Transformation products
EDAT- 2016/08/28 06:00
MHDA- 2018/02/13 06:00
CRDT- 2016/08/28 06:00
PHST- 2016/05/31 00:00 [received]
PHST- 2016/08/03 00:00 [revised]
PHST- 2016/08/15 00:00 [accepted]
PHST- 2016/08/28 06:00 [pubmed]
PHST- 2018/02/13 06:00 [medline]
PHST- 2016/08/28 06:00 [entrez]
AID - S0304-3894(16)30762-2 [pii]
AID - 10.1016/j.jhazmat.2016.08.040 [doi]
PST - ppublish
SO  - J Hazard Mater. 2016 Dec 15;320:296-303. doi: 10.1016/j.jhazmat.2016.08.040. Epub 
      2016 Aug 16.