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Efficient Reduction of Antibacterial Activity and Cytotoxicity of Fluoroquinolones by Fungal-Mediated N-Oxidation
- Source :
- Journal of agricultural and food chemistry. 65(15)
- Publication Year :
- 2017
-
Abstract
- Extensive usage of fluoroquinolone antibiotics in livestock results in their occurrence in manure and subsequently in the environment. Fluoroquinolone residues may promote bacterial resistance and are toxic to plants and aquatic organisms. Moreover, fluoroquinolones may enter the food chain through plant uptake, if manure is applied as fertilizer. Thus, the presence of fluoroquinolones in the environment may pose a threat to human and ecological health. In this study, the biotransformation of enrofloxacin, marbofloxacin, and difloxacin by the fungus X. longipes (Xylaria) was investigated. The main metabolites were unequivocally identified as the respective N-oxides by mass spectrometry and nuclear magnetic resonance spectroscopy. Fungal-mediated N-oxidation of fluoroquinolones led to a 77-90% reduction of the initial antibacterial activity. In contrast to their respective parent compounds, N-oxides showed low cytotoxic potential and had a reduced impact on cell proliferation. Thus, biotransformation by X. longipes may represent an effective method for inactivating fluoroquinolones.
- Subjects :
- 0301 basic medicine
medicine.drug_class
Cell Survival
030106 microbiology
Antibiotics
Biology
01 natural sciences
Mass Spectrometry
Microbiology
Cell Line
03 medical and health sciences
Mice
Antibiotic resistance
Marbofloxacin
Biotransformation
Xylaria longipes
medicine
Enrofloxacin
Animals
Difloxacin
Molecular Structure
Xylariales
010401 analytical chemistry
General Chemistry
0104 chemical sciences
Anti-Bacterial Agents
General Agricultural and Biological Sciences
Antibacterial activity
Oxidation-Reduction
medicine.drug
Fluoroquinolones
Subjects
Details
- ISSN :
- 15205118
- Volume :
- 65
- Issue :
- 15
- Database :
- OpenAIRE
- Journal :
- Journal of agricultural and food chemistry
- Accession number :
- edsair.doi.dedup.....8d5a40bcd6935da1982be78c1a628af5