NITROFURANS AND THEIR METABOLITES IN FOOD

NITROFURANS AND THEIR METABOLITES IN FOOD

Authors

  • DAVID GOTSIRIDZE
  • KETEVAN BARAMIDZE
  • TAMAR CHIKVILADZE
  • TAMAR OTARASHVILI

DOI:

https://doi.org/10.52340/jecm.2022.06.16

Keywords:

nitrofurans, metabolites, food

Abstract

Nitrofurans (furazolidone, furaltadone, nitrofurantoin, nitrofurazone) belong to a wide range of synthetic antibiotics used in the prevention of gastrointestinal infections in livestock, aquaculture and beekeeping. They were also used as food supplements to stimulate growth. In 1995, the use of nitrofurans in veterinary medicine was banned in the European Union because of the carcinogenic and potentially harmful effects in humans. Illegal use of nitrofurans in the EU is controlled by official inspection and analysis services. In accordance with the requirements of Council of Europe Directive 96/23/EC, the content of nitrofurans in live animals and food of animal origin is also controlled by the Government of Georgia. Screening, immunoenzymatic method of analysis is currently used to monitor nitrofurans and their wastes. In accordance with the new, strict regulations and validation requirements of analytical methods set by the Council of Europe, it is necessary to develop highly sensitive and specific analysis methods for the determination of nitrofuran residues in food. Calculate extraction coefficients for waste determination in different matrices using the developed method and validate the developed method.

Downloads

Download data is not yet available.

References

Resolution of the Government of Georgia №567 "On the maximum permissible limit of some contaminants (contaminants) in food" 09.11.2015;

Resolution of the Government of Georgia №639 "On pharmacologically active substances, their classification and maximum residue in food of animal origin" 18.12.2015;

Resolution of the Government of Georgia №22 "Technical Regulation - Rules for Monitoring Certain Substances and Their Residues in Live Animals and Food of Animal Origin" 18.01.2016;

Resolution of the Government of Georgia №499 "Technical Reglament - Rules for the implementation of methods of analysis and interpretation of results for the examination of certain substances in live animals and food of animal origin" 08.11.2016;

Ahmed H.H., Ei-Aziem S.H.A., Abdel- Wahhab M.A. (2008): Potential role of cysteine and methionine in the protection against hormonal imbalance and mu-tagenicity induced by furazolidone in female rats. Toxicology, 243, 31–42;

Angelini N.M., Rampini O.D., Mugica H. (1997): Liquid chromatographic determination of nitrofuran residues in bovine muscle tissues. Journal of AOAC International, 80, 481–485;

Anon (2008): FoodBRAND and the nitrofuran crisis in global food production. Agri-Food and Biosciences Institute website: http://www.afbini.gov.uk/index/services/diagnostic/services-diagnostic-analytical-services/foodbrandintroduction/foodbrand-the-ni-trofuran-crisis.htm;

Becalski A., Lau B.P.Y., Lewis D., Seaman S.W. Semicarbazide formation in azodicarbonamide-treated flour: A model study. Journal of Agricultural and Food Chemistry, 2004, 52, 5730–34;

Becalski A., Lau B.P.Y., Lewis D., Seaman S. (2006): Semicarbazide in Canadian bakery products. Food Additives and Contaminants, 23, 107–109;

Commission Decision (2002): Commission Decision 2002/657/EC of 12 August 2002 implementing Coun-cil directive 96/23/EC concerning the performance of analytical methods and the interpretation of results. Official Journal of the European Communities, L221, 8–36. http://faolex.fao.org/docs/pdf/eur49615.pdf;

Commission Decision (2003): Commission Decision 2003/181/EC of 13 March 2003 amending Decision 2002/657/EC as regards the setting of minimum required performance limits (MRPLs) for certain residues in food of animal origin. Official Journal of the European Com-munities, L71, 17–18. http://eur-lex.europa.eu/pri/en/ oj/dat/2003/l_071/l_07120030315en00170018.pdf;

Gemma Regan, Mary Moloney, Melissa Di Rocco, Padraig McLoughlin, Wesley Smyth, Steven Crooks, Christopher Elliott ,Martin Danaher Development and validation of a rapid LC–MS/MS method for the confirmatory analysis of the bound residues of eight nitrofuran drugs in meat using microwave reaction. Analytical and Bioanalytical Chemistry volume 414, 1375–1388 (2022)

Irma E. A. Bongers, Milou G.M. van de Schans, Coen V.M. Nibbeling, Ingrid J.W. Elbers, Bjorn J.A. Berendsen, Tina Zuidema. A single method to analyse residues from five different classes of prohibited pharmacologically active substances in milk. Pages 1717-1734 Received 13 Apr 2021, Accepted 08 Jun 2021, Published online: 08 Jul 2021. https://doi.org/10.1080/19440049.2021.1944674

Kangkang Wang,Yuli Kou, Meng Wang, Xin Ma, Xin Ma Determination of Nitrofuran Metabolites in Fish by Ultraperformance Liquid Chromatography-Photodiode Array Detection with Thermostatic Ultrasound-Assisted Derivatization. ACS Omega 2020, 5, 30, 18887–93

GuanxiangYuan, ZhouZhu, PengYang, ShaoyouLu, HongheLiu, WenjingLiu, GuihuaLiu. Simultaneous determination of eight nitrofuran residues in shellfish and fish using ultra-high performance liquid chromatography–tandem mass spectrometry. Journal of Food Composition and Analysis Vol 92, Sep 2020, 103540

Commission Directive (2004): Commission Directive 2004/1/EC of 6 January 2004 amending Directive 2002/72/EC as regards the suspension of the use of azodicarbonamide as blowing agent. Official Journal of the European Communities, L7, 45–46.

http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2 004:007:0045:0046:EN:PDF;

Commission Regulation (1995): Commission Regulation (EC) 1442/95 of 26 June 1995 amending Annexes I, II, and IV of Regulation (ECC) No 2377/90 laying down a Community Procedure for the establishment of maximum residue limits of veterinary medicinal products in foodstuffs of animal origin. Official Jour-nal of the European Communities, L143, 26–30;

Commission Regulation (2002): Commission Regulation (EC) 178/2002 of 28 January 2002 laying down the general principles and requirements of food law, establishing the European Food Safety Authority and laying down proce-dures in matters of food safety;

Cooper K.M., Kennedy D.G. (2005): Nitrofuran antibi-otic metabolites detected at parts per million concen-trations in retina of pigs – a new matrix for enhanced monitoring of nitrofuran abuse. Analyst, 130, 466–468;

Cooper K.M., Kennedy D.G. (2007): Stability studies of the metabolites of nitrofuran antibiotics during stor-age and cooking. Food Additives and Contaminants, 24, 935–942;

Cooper K.M., Caddell A., Elliott C.T., Kennedy D.G. (2004a): Production and characterisation of polyclonal antibodies to a derivative of 3- amino-2-oxazolidinone, a metabolite of the nitrofuran furazolidone. Analytica Chimica Acta, 520, 79–86;

Cooper K.M., Elliott C.T., Kennedy D.G. (2004b): Detec-tion of 3-amino-2-oxazolidinone (AOZ), a tissue-bound metabolite of the nitrofuran furazolidone, in prawn tissue by enzyme immunoassay. Food Additives and Contaminants, 21, 841–848;

Cooper K.M., McCracken R.J., Kennedy D.G. (2005a): Nitrofurazone accumulates in avian eyes – a replace-ment for semicarbazide as a marker of abuse. Analyst, 130, 824–827;

Cooper K.M., Mulder P.P., van Rhijn J.A., Kovacsics L., McCracken R.J., Young P.B., Kennedy D.G. (2005b): Depletion of four nitrofuran antibiotics and their tissue-bound metabolites in porcine tissues and determination using LC-MS/MS and HPLC-UV. Food Additives and Contaminants, 406–414;

Cooper K.M., Samsonova J.V., Plumpton L., Elliott C.T., Kennedy D.G. (2007): Enzyme immunoassay for sem-icarbazide – the nitrofuran metabolite and food con-taminant. Analytica Chimica Acta, 592, 64–71;

Cooper K.M., McCracken R.J., Buurman M., Kennedy D.G. (2008): Residues of nitrofuran antibiotic parent compounds and metabolites in eyes of broiler chickens. Food Additives and Contaminants, 25, 548–556;

Council Directive (2008): Council Directive 96/23/EU of 29 April 1996, on measures to monitor certain sub-stances and residues there of in live animals and animal products and repeating Directives 85/358/EEC and Decisins 89/187/EEC and 91/664/EEC. Official Jour-nal of the European Communities No. L 125, 10–32;

De la Fuente M. (1986): Teratogenic effect of semicarbazide in Wister rats. Biology of the Neonate, 49, 150–157;

De la Fuente M., Hernanz A., Alia M. (1983): Effect of semicarbazide on the perinatal development of the rat: changes in DNA, RNA and protein content. Exp. Clinical Pharmacology, 5, 287–297;

De Souza S.V.C., Junqueira R.G., Ginn R. (2005): Analy-sis of semicarbazide in baby food by liquid chroma-tography tandem mass spectrometry (LC-MS-MS);

Draisci R., Giannetti L., Lucentini L., Palleschi L., Bram-billa G., Serpe L., Gallo P. (1997): Determination of nitrofuran residues in avian eggs by liquid chromatog-raphy UV photodiode array detection and confirmation by liquid chromatography ionspray mass spectrometry. Journal of Chromatography A, 777, 201–211;

A. O. Melekhin, V. V. Tolmacheva, E. G. Shubina, S. G. Dmitrienko, V. V. Apyari, A. I. Grudev ,Yu. A. Zolotov A New Derivatizing Agent for Determining Nitrofuran Metabolites in Chicken Eggs by High-Performance Liquid Chromatography–Tandem Mass Spectrometry. Journal of Analytical Chemistry volume 76, 1312–1320 (2021)

European Commission (2003): Opinion of the Scientific Committee on Food on the 23rd additional list of mon-omers and additives for food contact materials.

http:// ec.europa.eu/food/fs/sc/scf/out181_en.pdf;

European Commission (2008): Rapid Alert System for Food and Feed.

http://ec.europa.eu/food/food/rapi-dalert/index_en.htm;

European Food Safety Authority (2005): Opinion of the Scientific Panel on Food Additives, Flavourings, Process-ing Aids and Materials in Contact with Food on a re-quest from the Commission related to Semicarbazide in Food. The EFSA Journal, 219, 1–36;

Artem O.Melekhin, Veronika V.Tolmacheva, Elena G.Shubina, Stanislava G.Dmitrienko, Vladimir V.Apyari, Artyom I.Grudev. Determination of nitrofuran metabolites in honey using a new derivatization reagent, magnetic solid-phase extraction and LC–MS/MS TalantaVolume 230, 1 August 2021, 122310

Luciano Molognoni, Heitor Daguer, Rodrigo Barcellos Hoff. Chapter 12 - Analysis of nitrofurans residues in foods of animal origin. Food Toxicology and Forensics 2021, 379-419

Laura Agripina Scripcă and Sonia Amariei. The Influence of Chemical Contaminants on the Physicochemical Properties of Unifloral and Multifloral Honey. Foods 2021, 10, 1039. https://doi.org/10.3390/foods10051039

Antibiotic residues in honey: a public health issue. Research, Society and Development, v. 9, n. 11, e1739119604, 2020 (CC BY 4.0) | ISSN 2525-3409 | DOI: http://dx.doi.org/10.33448/rsd-v9i11.9604

Gao A., Chen Q., Cheng Y., Lei J., Zeng L. (2007): Prep-aration of monoclonal antibodies against a derivative of semicarbazide as a metabolic target of nitrofura-zone. Analytica Chimica Acta, 592, 58–63;

Ginn R., Wilson L., De Souza S.V.C., de la Calle M.B., Barbosa J., Berendsen B., Bockborn I., Brandtner M., Delahaut P., Doering T., Fuerst P., Griffin C., Gude T., Janosi A., Jaus A., Kennedy G., Mandix M., Hilla E.M., Plonevez S., Posyniak A., Saari L., van Bruijnsvoort M., Verdon E., Wohlfarth R. (2006): Determination of semicarbazide in baby food by liquid chromatography/ tandem mass spectrometry: Interlaboratory validation study. Journal of AOAC International, 89, 728–734;

Gowik, P., Jülicher, B. and Uhlig, S. (1998) Multi-residue method for non-steroidal anti-inflammatory drugs in plasma using high performance liquid chromatographyphotodiode-array detection. Method description and comprehensive in-house validation. J. Chromatogr. 716, 221;

Guay D.R. (2008): Contempory management of uncompli-cated urinary tract infections. Drugs, 68, 1169–1205;

Hoenicke K., Gatermann R. (2006): How can zero toler-ances be controlled? The case study of Nitrofurans. Accreditation and Quality Assurance, 11, 29–32;

Hoenicke K., Gatermann R., Hartig L., et al. (2004): Formation of semicarbazide (SEM) in food by hypochlorite treatment: is SEM a specific marker for nitrofurazone abuse? Food Additives and Con-taminants,21, 526–37

IUPAC (1995), Protocol for the design, conduct and interpretation of methodperformance studies, Pure & Applied Chem, 67, 331;

Jülicher, B., Gowik, P. and Uhlig, S. (1998) Assessment of detection methods in trace analysis by means of a statistically based in-house validation concept. Analyst, 120, 173;

Kari R. (1988): NTP technical report on the toxicology and carcinogenesis studies of NFZ in F344/N rats and B6C3F1 mice (feed studies). U.S. Department of Health and Human Services, 1–186;

Kennedy G. (2004): Analytical methods for nitrofurans: Lessons to be learned and new developments. In: Joint FAO/WHO Technical Workshop on Residues of Vet-erinary Drugs without ADI/MRL, Bangkok, Thailand, 87–91. http://www.fao.org/docrep/008/y5723e/ y5723e0n.htm#bm23;

Kumar L., Toothill J.R., Ho K.B. (1994): Determination of nitrofuran residues in poultry muscle tissues and eggs by liquid-chromatography. Journal of AOAC In-ternational, 77, 591–595;

Mccalla D.R. (1983): Mutagenicity of nitrofuran derivatives – Review. Environmental Mutagenesis, 5, 745–765.

McCalla D.R., Kaiser C., Reuvers A. (1971): Breakage of bacterial DNA by nitrofuran derivatives. Cancer Research, 31, 2184–2188;

McCracken R.J., Kennedy D.G. (1997a): Determination of the furazolidone metabolite, 3-amino-2-oxazolidi-none, in porcine tissues using liquid chromatography-thermospray mass spectrometry and the occurrence of residues in pigs produced in Northern Ireland. Jour-nal of Chromatography B, 691, 87–94;

McCracken R.J., Kennedy D.G. (1997b): The bioavailabil-ity of residues of the furazolidone metabolite 3-amino-2-oxazolidinone in porcine tissues and the effect of cooking upon residue concentrations. Food Additives and Contaminants, 14, 507–513;

McCracken R.J., Kennedy D.G. (2007): Detection, ac-cumulation and distribution of nitrofuran residues in egg yolk, albumen and shell. Food Additives and Con-taminants, 24, 26;

McCracken R.J., Blanchflower W.J., Rowan C., Mccoy M.A., Kennedy D.G. (1995): Determination of furazo-lidone in porcine tissue using thermospray liquid chromatography-mass spectrometry and a study of the pharmacokinetics and stability of its residues. Analyst, 120, 2347–2351;

McCracken R.J., Spence D.E., Floyd S.D., Kennedy D.G. (2001): Evaluation of the residues of furazolidone and its metabolite, 3-amino-2-oxazolidinone (AOZ), in eggs. Food Additives and Contaminants, 18, 954– 959;

McCracken R.J., van Rhijn J.A., Kennedy D.G. (2005a): Transfer of nitrofuran residues from parent broiler breeder chickens to broiler progeny. British Poultry Science, 46, 287–292;

McCracken R.J., van Rhijn J.A., Kennedy D.G. (2005b): The occurrence of nitrofuran metabolites in the tissues of chickens exposed to very low dietary concentrations of the nitrofurans. Food Additives and Contamin.,22,567–72;

O’Keeffe M., Conneely A., Cooper K.M., Kennedy D.G., Kovacsics L., Fodor A., Mulder P.P.J., van Rhijn J.A., Trigueros G. (2004): Nitrofuran antibiotic residues in pork the FoodBRAND retail survey. Analytica Chim-ica Acta, 520, 125–131;

Pereira A.S., Donato J.L., De Nucci G. (2004): Implica-tions of the use of semicarbazide as a metabolic target of nitrofurazone contamination in coated products. Food Additives and Contaminants, 21, 63–69;

Petri W. (2005): Treatment of giardiasis. Current Treat-ment Options in Gastroenterology, 8, 13–17;

Roychowdhury A., Pan A., Dutta D., Mukhopadhyay A.K., Ramamurthy T., Nandy R.K., Bhattacharya S.K., Bhattacharya M.K. (2008): Emergence of tetracycline-resistant Vibrio cholerae O1 serotype Inaba, in Kolk-ata, India. Japanese Journal of Infectious Diseases, 61, 128–129;

Samsonova J.V., Douglas A.J., Cooper K.M., et al (2008): The identification of potential alternative biomarkers of nitrofurazone abuse in ani-mal derived food products. Food and Chemical Toxicology, 46, 1548–1554;

Stadler R.H., Mottier P., Guy P., Gremaud E., Varga N., Lalljie S., Whitaker R., Kintscher J., Dudler V., Read W.A., Castle L. (2004): Semicarbazide is a minor thermal de-composition product of azodicarbonamide used in the gaskets of certain food jars. Analyst, 129, 276–281;

Steffeck A.J., Verrusio C., Watkins C.A. (1972): Cleft plate in rodents after maternal treatment with various lathyrogenic agents. Tetratology, 5, 33–40;

Ulland B., Weisburg E.K., Weisburg J.H. (1973): Chronic toxicity and carcinogenicity of industrial chemicals and pesticides. Toxicology and Applied Pharmacology, 25, 446;

US Environmental Protection Agency (2008): Chemicals known to the state that cause cancer or reproductive toxicity. Office of Environmental Health Hazard As-sessment, USA, 1–18.

Van Koten -Vermeulen J.E.M. (1993): Report of the 40th Meeting of the Joint FAO/WHO Expert Committee On Food Additives (JECFA), World Health Organisa-tion, Geneva. 85;

Vroomen L.H.M., Berghmans M.C.J., Vanleeuwen P., Vanderstruijs T.D.B., Devries P.H.U., Kuiper H.A. (1986): Kinetics of C-14 furazolidone in piglets upon oral- administration during 10 days and its interaction with tissue macro-molecules. Food Additives and Con-taminants, 3, 331–346;

Vroomen L.H., van Bladeren P.J., Groten J.P., Wissink C.J., Kuiper H.A., Berghmans M.C. (1990): In vivo and in vitro metabolic studies of furazolidone: a risk eval-uation. Drug Metabolism Reviews, 22, 663–676;

Wiley M.J., Joneja M.G. (1978): Neural tube lesions in offspring of hamsters given single oral doses of lathy-rogens early in gestation. Acta Anatomica, 100, 347– 353.

Bongers IEA, van de Schans MGM, Nibbeling CVM, Elbers IJW, Berendsen BJA, Zuidema T. A single method to analyse residues from five different classes of prohibited pharmacologically active substances in milk. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2021 Oct; 38(10):1717-1734. doi: 10.1080/19440049.2021.1944674. Epub 2021 Jul 8. PMID: 34237239

5th Updated and Revised Edition of the EU Food Safety Almanac, 2021, Publisher: German Federal Institute for Risk Assessment (BfR), Berlin, Germany www.bfr.bund.de/en Editors: Kei Udagawa, Alina Berendsohn, Dr. Wenna Xu, Julia Schöne,Dr. Majlinda Lahaniatis, PD Dr. Gaby-Fleur Böl, Dr. Nicole Gollnick

Downloads

Published

2022-06-02

How to Cite

DAVID GOTSIRIDZE, KETEVAN BARAMIDZE, TAMAR CHIKVILADZE, & TAMAR OTARASHVILI. (2022). NITROFURANS AND THEIR METABOLITES IN FOOD . Experimental and Clinical Medicine Georgia, (4). https://doi.org/10.52340/jecm.2022.06.16

Issue

Section

Articles

Similar Articles

1 2 3 4 > >> 

You may also start an advanced similarity search for this article.

Loading...