Use of pig hepatocytes to study the inhibition of monoamine oxidase by furazolidone

Hoogenboom, L.A.P.; Tomassini, O.; Oorsprong, M.B.M.; Kuiper, H.A.

doi:10.1016/0278-6915(91)90036-7

Cited by 30 publications

(15 citation statements)

References 20 publications

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“…The short in vivo half-life of the parent drugs (7 to 63 minutes) results in rapid depletion of nitrofurans in blood and tissue (Nouws and Laurensen, 1990). However, the formed metabolites (AOZ, AMOZ, AHD and SEM) bind to tissue proteins in the body for many weeks after treatment, making them more practical for monitoring public compliance of the EU ban (Hoogenboom et al, 1991;Horne et al, 1996;McCracken and Kennedy, 1997a;Cooper et al, 2005a). 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).…”

Section: Metabolism and Bioavailability Of Nitrofuransmentioning

confidence: 99%

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

Vass¹,

Hruška²,

Fránek³

2008

Vet. Med.

238

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%

“…Hoogenboom et al (1991) Refer to Hoogenboom et al (1991) 94.4-108.7% NA Gottschall and Wang (1995) Porcine muscle liver FZD Frozen tissue was pulverised to fine powder. 2 g of sample was homogenised with 40 ml of buffer MeOH solution.…”

Section: Hplc-uv Conditionsmentioning

confidence: 99%

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

Vass¹,

Hruška²,

Fránek³

2008

Vet. Med.

238

130

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“…Nitrofurans belong to a group of synthetic broad-spectrum antibiotics which have been widely and effectively employed in treatment of gastrointestinal infections in cattle, poultry and pigs (Hoogenboom et al, 1991) and also as growth promoters. Owing to the potential carcinogenicity and mutagenicity of their residues in edible tissues, nitrofurans have been banned in food-producing animals within the European Union (EU) since 1995 (EC, 1995).…”

Section: Introductionmentioning

confidence: 99%

Development of an immunochromatographic assay for rapid detection of 1‐Aminohydantoin in urine specimens

Liu

et al. 2008

Biomedical Chromatography

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A rapid immunochromatographic assay was developed and validated for detection of 1-aminohydantoin (AHD) in urine specimens. Colloidal gold-labeled polyclonal antibody specific to AHD derivative was used as the marker; based on the competitive reactivity theory, the metabolite of nitrofurantoin after derivatization with benzaldehyde would compete with carboxyphenyl AHD derivative-conjugated ovalbumin. The test strip could efficaciously detect the novel analyte with a visual detection limit of 10 ng mL(-1) and high specificity. The reliability of the assay was determined by testing 80 standard samples comparing with enzyme-linked immunosorbent assay. The semi-quantitative detection was accomplished in less than 15 min with low cost, especially for requirements of rapid and simple screening. This is the first publication of an immunochromatographic assay for detection of nitrofuran residues.

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“…Inhibition of an amino oxidase (MAO) in animals treated with furazolidone was observed to increase upon repeated exposure, disappearing only gradually after termination of the treatment (Hoogenboom et al 1991a, Hoogenboom et al 1991b. It was concluded that irreversible binding of a metabolite of furazolidone to the MAO enzyme(s) had taken place.…”

Section: Introductionmentioning

confidence: 93%

Identification of a furazolidone metabolite responsible for the inhibition of amino oxidases

2003

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1 Furazolidone, a drug widely used in human and veterinary medicine, exhibits inhibition of monoamine oxidase activity, as observed in the tissues of a number of different animal species, including man. The aim of the current study was to determine which of the two possible metabolites, 3-amino-2-oxazolidone (AOZ) or beta-hydroxyethylhydrazine (HEH), a well-known carcinogenic compound, is involved in the toxicological effects reported. 2 A new spectrometric method was set up to differentiate intracellular HEH from AOZ inside cells. This method works well at low pH where both AOZ and HEH are free in solution and available to react with the chemical chromophore (DAB). 3 The results confirm that furazolidone has to be metabolized in the intact cell in order to exhibit mitochondrial monoamine oxidase inhibition, whereas AOZ itself is able to exert a reversible monoamine oxidase inhibition. AOZ also inhibits bovine serum amino oxidase. On the contrary, HEH gives irreversible inhibition of both enzymes. However, the reversible nature of the AOZ inhibition with respect to HEH suggests that the two metabolites act by different mechanisms which do not require the biotransformation of AOZ to HEH. 4 Cell lysates, previously incubated with AOZ, were directly analysed and the formation of HEH from AOZ was not detected, supporting the conclusion that the amino oxidase inhibition observed on treatment with furazolidone was attributable to AOZ and not to HEH.

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Use of pig hepatocytes to study the inhibition of monoamine oxidase by furazolidone

Cited by 30 publications

References 20 publications

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

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

Development of an immunochromatographic assay for rapid detection of 1‐Aminohydantoin in urine specimens

Identification of a furazolidone metabolite responsible for the inhibition of amino oxidases

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