Depletion of protein‐bound furazolidone metabolites containing the 3‐amino‐2‐oxazolidinone side‐chain from liver, kidney and muscle tissues from pigs

Hoogenboom, L.A.P.; Berghmans, M.C.J.; Polman, Theo H.G; Parker, Richard; Shaw, Ian C.

doi:10.1080/02652039209374117

Cited by 94 publications

(60 citation statements)

References 5 publications

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“…Although the metabolism of nitrofurans is not well documented, a suggested mechanism is through cleavage of the nitrofuran ring, leaving the specific tail group covalently bound to tissue (Leitner et al, 2001). In vivo, these metabolites can be released by natural stomach acids (Hoogenboom et al, 1992); this fact is taken into consideration in the isolation of metabolites for residue analysis (see Chapter 7). Studies examining the bioavailability of nitrofuran metabolites have demonstrated the possibility of residual transfer to secondary species.…”

Section: Metabolism and Bioavailability Of Nitrofuransmentioning

confidence: 99%

Nitrofuran antibiotics: a review on the application, prohibition and residual analysis

Vass¹,

Hruška²,

Fránek³

2008

Vet. Med.

229

130

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Nitrofuran antibiotics, employed for the treatment of bacterial diseases in livestock production, were banned from use in the European Union (EU) in 1995 due to concerns about the carcinogenicity of their residues in edible tissue. This review provides an overview of nitrofuran toxicity, metabolism, and also specific aspects of legislation surrounding their prohibition. Special attention is devoted to semicarbazide -a nitrofuran metabolite and food contaminant. Analytical procedures for nitrofuran analysis in various matrices and validation requirements for screening and confirmation methods with respect to EU regulations are also reviewed.Keywords: nitrofurans; tissue bound metabolites; semicarbazide; bioavailability; mutagenicity; legislation; sample preparation; validation; detection methods List of abbreviations AHD = 1-aminohydantoin; AOZ = 3-amino-2-oxazolidinone; AMOZ = 3-amino-5-morpholino-methyl-1,3-oxazolidinone; CC α = decision limit; CC β = detection capability; EC = European Commission; EFSA = European Food Safety Authority; ELISA = enzyme linked immuno-adsorbent assay; ESI = electro-spray ionisation; EU = European Union; FTD = furaltadone; FZD = furazolidone; HPLC = high performance liquid chromatography; IC = inhibition concentration; LC = liquid chromatography; LOD = limit of detection; MS = mass spectrometry; NFT = nitrofurantoin; NFZ = nitrofurazone; NP = nitrophenyl; NPAHD = 3-(2-nitrobenzylidenamino)-2,4-imidazolidinedione); NPAMOZ = 5-(morpholinomethyl)-3-(2-nitrobenzylidenamino)-2-oxazolidinone); NPAOZ = [3-(2-nitrobenzylidenamino)-2-oxazolidinone]; NPSEM = 3[(2-nitrophenyl)methylene]-hydrazinecarboxamide; o-NBA = ortho-nitrobenzaldehyde; RASFF = Rapid Alert System for Food and Feed; SE = solvent extraction; SEM = semicarbazide; SPE = solid phase extraction; UV = ultraviolet

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Section: Metabolism and Bioavailability Of Nitrofuransmentioning

confidence: 99%

Nitrofuran antibiotics: a review on the application, prohibition and residual analysis

Vass¹,

Hruška²,

Fránek³

2008

Vet. Med.

229

130

View full text Add to dashboard Cite

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“…Due to its carcinogenicity, the detection of furazolidone residual in the breeding and its adjacent environment is very important for controlling its usage and environmental level. Several methods have been developed to detect furazolidone, such as HPLC (Hoogenboom et al, 1992;GaleanoDı́az et al, 1997), LC-MS (McCracken and Kennedy, 1997), LC-MS/MS (Leitner et al, 2001), and ELISA (Diblikova et al, 2005;Li J. et al, 2010). However, HPLC, LC-MS, and LC-MS/MS are time-consuming, expensive, and requirement of sophisticated equipment.…”

Section: Introductionmentioning

confidence: 99%

Pyoverdine secreted by Pseudomonas aeruginosa as a biological recognition element for the fluorescent detection of furazolidone

Yin

Zhang

Chen

2014

Biosensors and Bioelectronics

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a b s t r a c tMethods for the rapid and sensitive detection of furazolidone, a pesticide used for the treatment of infections of animals and human beings, have been urgently recommended for its large residual, strong carcinogenicity and genotoxicity in the environment. In this study, a method for the detection of furazolidone based on the rapid fluorescence quenching of pyoverdine by furazolidone was developed. Pyoverdine secreted by a Pseudomonas aeruginosa strain PA1 was purified through affinity chromatography and its fluorescent property was characterized. The fluorescence of pyoverdine could be quenched by furazolidone with specificity, and based on this phenomenon a fluorescent method for furazolidone detection was established. Fluorescence of pyoverdine was quenched by furazolidone probably due to the electron transfer from pyoverdine to furazolidone. The optimal pH for the detection was 7.2 in 50 mM 3-(N-Morpholino) propanesulfonic acid solution, and the whole detection process could be completed within a few seconds. The linear range of the detection was 2-160 mM and the limit of detection (LOD) was 0.5 mM. This study developed a novel fluorescent method for furazolidone detection, and the rapid and specific fluorescent biosensor can be potentially applied for furazolidone detection in the aquatic samples.

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“…19 This can be explained because of the dehydration process needed to prepare the fishmeal. This methodology differs from simply adding AOZ to the feed, because AOZ from FZD-medicated animals is believed to be covalently linked to tissue proteins, thus resembling the trophic chain in a more accurate way.…”

Section: Discussionmentioning

confidence: 99%

Evaluation of the carcinogenic effects of furazolidone and its metabolites in two fish species

et al. 2003

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The major metabolite from the use of furazolidone (FZD) in mammals, birds and fish is 2,3-dihydro-3-cyanomethyl-2-hydroxy-5-nitro-1alpha, 2-di(2-oxo-oxazolidin-3-yl)iminomethyl-furo [2,3-b]furan, also called 3-amine-2-oxazolidone (AOZ). A minor metabolite was identified as N-(5-amine-2-furfuryliden)-3-amine-2-oxazolidone (FOZ). To assess the potential carcinogenicity of FZD and the metabolic mixture of AOZ/FOZ, 11 mg FZD/ kg feed/day was fed for 12 weeks to mollies (Poecilia formosa), an ornamental fish species prone to develop tumors. The rate of tumors was quantified and defined both in mollies and their offspring. Then, some fish was made into fishmeal and incorporated into fish food at 500 g of meal/kg of food and fed to other mollies for 12 weeks. The rate of tumors was assessed. A similar trial design was carried out in tilapia fish (Oreochromis niloticus) by adding 50 mg FZD/kg to the feed for 90 days. All animals were placed in glass fishponds under controlled laboratory conditions. Each week, a significant biomass was collected from both groups to assess the macroscopic and histopathological changes. All mollies developed melanohistiocytomic tumors in the liver and other organs. Offspring from surviving mollie females stimulated to breed showed no changes compared to control animals. None of the mollies fed with the mollie-meal food contaminated with AOZ/FOZ developed tumors. Neither tilapia medicated with FZD nor tilapia fed with tilapia-meal contaminated with AOZ/FOZ developed tumors. These results do not support the established viewpoint that FZD must be banned from trophic chains based on its potential carcinogenic properties.

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Depletion of protein‐bound furazolidone metabolites containing the 3‐amino‐2‐oxazolidinone side‐chain from liver, kidney and muscle tissues from pigs

Cited by 94 publications

References 5 publications

Nitrofuran antibiotics: a review on the application, prohibition and residual analysis

Nitrofuran antibiotics: a review on the application, prohibition and residual analysis

Pyoverdine secreted by Pseudomonas aeruginosa as a biological recognition element for the fluorescent detection of furazolidone

Evaluation of the carcinogenic effects of furazolidone and its metabolites in two fish species

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