Metabolic stability of glyphosate and its environmental metabolite (aminomethylphosphonic acid) in the ruminal content of cattle

References

• Ali DN, Hennessy DR. 1993. The effect of feed intake on the rate of flow of digesta and the disposition and activity of oxfendazole in sheep. Int J Parasitol. 23(4):477–484.
   PubMed Web of Science ®Google Scholar
• Ali DN, Hennessy DR. 1995. The effect of reduced feed intake on the efficacy of oxfendazole against benzimidazole resistant Haemonchus contortus and Trichostrongylus colubriformis in sheep. Int J Parasitol. 25(1):71–74.
   PubMed Web of Science ®Google Scholar
• Anadón A, Martínez-Larrañaga MR, Martínez MA, Castellano VJ, Martínez M, Martin MT, Nozal MJ, Bernal JL. 2009. Toxicokinetics of glyphosate and its metabolite aminomethyl phosphonic acid in rats. Toxicol Lett. 190(1):91–95.
   PubMed Web of Science ®Google Scholar
• Aparicio VC, De Geronimo E, Marino D, Primost J, Carriquiriborde P, Costa JL. 2013. Environmental fate of glyphosate and aminomethylphosphonic acid in surface waters and soil of agricultural basins. Chemosphere. 93(9):1866–1873.
   PubMed Web of Science ®Google Scholar
• Ballent M, Virkel G, Mate L, Viviani P, Lanusse C, Lifschitz A. 2016. Hepatic biotransformation pathways and ruminal metabolic stability of the novel anthelmintic monepantel in sheep and cattle. J Vet Pharmacol Therap. 39(5):488–496.
   PubMed Web of Science ®Google Scholar
• Battaglin WA, Meyer MT, Kuivila KM, Dietze JE. 2014. Glyphosate and its degradation product AMPA occur frequently and widely in U.S. soils, surface water, groundwater, and precipitation. J Am Water Resour Assoc. 50(2):275–290.
   Web of Science ®Google Scholar
• Benbrook CM. 2018. Why regulators lost track and control of pesticide risks: lessons from the case of glyphosate-based herbicides and genetically engineered-crop technology. Curr Environ Health Rep. 5(3):387–395.
   PubMedGoogle Scholar
• Billenkamp F, Schnabel K, Hüther L, Frahm J, von Soosten D, Meyer U, Höper D, Beer M, Seyboldt C, Neubauer H, et al. 2021. No hints at glyphosate-induced ruminal dysbiosis in cows. NPJ Biofilms Microbiomes. 7(1):13–30.
   PubMed Web of Science ®Google Scholar
• Cerdeira AL, Duke SO. 2006. The current status and environmental impacts of glyphosate-resistant crops: a review. J Environ Qual. 35(5):1633–1658.
   PubMed Web of Science ®Google Scholar
• Clair E, Linn L, Travert C, Amiel C, Seralini GE, Panoff JM. 2012. Effects of roundup® and glyphosate on three food microorganisms: Geotrichum candidum, Lactococcus lactis subsp. cremoris and Lactobacillus delbrueckii subsp. bulgaricus. Curr Microbiol. 64(5):486–491.
   PubMed Web of Science ®Google Scholar
• Dill GM, CaJacob CA, Padgette SR. 2008. Glyphosate-resistant crops: adoption, use and future considerations. Pest Manag Sci. 64(4):326–331.
   PubMed Web of Science ®Google Scholar
• Dill GM. 2005. Glyphosate-resistant crops: history, status and future. Pest Manag Sci. 61(3):219–224.
   PubMed Web of Science ®Google Scholar
• Duke SO, Powles SB. 2008. Mini-review glyphosate: a once-in-a-century herbicide. Pest Manag Sci. 64(4):319–325.
   PubMed Web of Science ®Google Scholar
• Duke SO, Rimando AM, Pace PF, Reddy KN, Smeda RS. 2003. Isoflavone, glyphosate, and aminomethylphosphonic acid levels in seeds of glyphosate-treated, glyphosate-resistant soybean. J Agric Food Chem. 51(1):340–344. −doi:https://doi.org/10.1021/jf025908i.
   PubMed Web of Science ®Google Scholar
• [EFSA] European Food Safety Authority. 2015. Conclusion on the peer review of the pesticide risk assessment of the active substance glyphosate. EFSA J. 13(11):4107–4302.
   Google Scholar
• Helander M, Saloniemi I, Saikkonen K. 2012. Glyphosate in northern ecosystems. Trends Plant Sci. 17(10):569–574.
   PubMed Web of Science ®Google Scholar
• Hennessy DR, Ali DN, Tremain SA. 1994. The partition and fate of soluble and digesta particulate associated oxfendazole and its metabolites in the gastrointestinal tract of sheep. Int J Parasitol. 24(3):327–333.
   PubMed Web of Science ®Google Scholar
• Heymann AK, Schnabel K, Billenkamp F, Bühler S, Frahm J, Kersten S, Hüther L, Meyer U, von Soosten D, Trakooljul N, et al. 2021. Effects of glyphosate residues and different concentrate feed proportions in dairy cow rations on hepatic gene expression, liver histology and biochemical blood parameters. PLOS One. 16(2):e0246679doi:https://doi.org/10.1371/journal.pone.0246679.
   PubMed Web of Science ®Google Scholar
• Hüther L, Drebes S, Lebzien P. 2005. Effect of glyphosate contaminated feed on rumen fermentation parameters and in sacco degradation of grass hay and corn grain. Arch Anim Nutr. 59(1):73–79.
   PubMed Web of Science ®Google Scholar
• Koritz GD. 1983. Influence of ruminant gastrointestinal physiology on the pharmacokinetics of drugs in dosage forms administered orally. In: Ruckebusch Y, Toutain P, Koritz GD, editors. Veterinary pharmacology and toxicology. Dordrecht: Springer.
   Google Scholar
• Krüger M, Schrödl W, Neuhaus J, Shehata AA. 2013. Field investigations of glyphosate in urine of Danish dairy cows. J Environ Anal Toxicol. 3(5):1–7.
   Google Scholar
• Lanusse CE, Nare B, Gascon LH, Prichard RK. 1992. Metabolism of albendazole and albendazole sulphoxide by ruminal and intestinal fluids of sheep and cattle. Xenobiotica. 22(4):419–426.
   PubMed Web of Science ®Google Scholar
• Lifschitz A, Virkel G, Ballent M, Sallovitz J, Pis A, Lanusse C. 2005. Moxidectin and ivermectin metabolic stability in sheep ruminal and abomasal contents. J Vet Pharmacol Ther. 28(5):411–418.
   PubMed Web of Science ®Google Scholar
• Lorenzatti E, Maitre MI, Lajmanovich LAR, Peltzer P, Anglada M. 2004. Pesticide residues in immature soybeans of Argentina croplands. Fresenius Environ. Bull. 13(7):675–678. http://www.prt-parlar.de/?wpfb_dl=301.
   Web of Science ®Google Scholar
• Maggi F, la Cecilia D, Tang FHM, McBratney A. 2020. The global environmental hazard of glyphosate use. Sci Total Environ. 717:137167–137167.
   PubMed Web of Science ®Google Scholar
• Miró MV, Rocha e Silva C, Viviani P, Luque S, Lloberas M, Costa-Júnior LM, Lanusse C, Virkel G, Lifschitz A. 2020. Combination of bioactive phytochemicals and synthetic anthelmintics: in vivo and in vitro assessment of the albendazole-thymol association. Vet Parasitol. 281:109121–109121.
   PubMed Web of Science ®Google Scholar
• [NCBI] National Center for Biotechnology Information. 2021a. PubChem compound summary for CID 3496, glyphosate. Retrieved October 22, 2021 from https://pubchem.ncbi.nlm.nih.gov/compound/Glyphosate.
   Google Scholar
• [NCBI] National Center for Biotechnology Information. 2021b. PubChem compound summary for CID 14017, (aminomethyl)phosphonic acid. Retrieved October 22, 2021 from https://pubchem.ncbi.nlm.nih.gov/compound/Aminomethyl_phosphonic-acid.
   Google Scholar
• Niemann L, Sieke C, Pfeil R, Solecki R. 2015. A critical review of glyphosate findings in human urine samples and comparison with the exposure of operators and consumers. J Verbr Lebensm. 10(1):3–12.
   Google Scholar
• Peruzzo PJ, Porta AA, Ronco AE. 2008. Levels of glyphosate in surface waters, sediments and soils associated with direct sowing soybean cultivation in north Pampasic region of Argentina. Environ Pollut. 156(1):61–66.
   PubMed Web of Science ®Google Scholar
• Riede S, Toboldt A, Breves G, Metzner M, Kohler B, Braunig J, Schafft H, Lahrssen-Wiederholt M, Niemann L. 2016. Investigations on the possible impact of a glyphosate-containing herbicide on ruminal metabolism and bacteria in vitro by means of the 'Rumen Simulation Technique'. J Appl Microbiol. 121(3):644–656.
   PubMed Web of Science ®Google Scholar
• Rowland I. 1986. Reduction by the gut microflora of animals and man. Biochem Pharmacol. 35(1):27–32.
   PubMed Web of Science ®Google Scholar
• Rueda-Ruzafa L, Cruz F, Roman P, Cardona D. 2019. Gut microbiota and neurological effects of glyphosate. Neurotoxicology. 75:1–8.
   PubMed Web of Science ®Google Scholar
• Sanchís J, Kantiani L, Llorca M, Rubio F, Ginebreda A, Fraile J, Garrido T, Farré M. 2012. Determination of glyphosate in groundwater samples using an ultrasensitive immunoassay and confirmation by on-line solid-phase extraction followed by liquid chromatography coupled to tandem mass spectrometry. Anal Bioanal Chem. 402(7):2335–2345.
   PubMed Web of Science ®Google Scholar
• Schönbrunn E, Eschenburg S, Shuttleworth WA, Schloss JV, Amrhein N, Evans JN, Kabsch W. 2001. Interaction of the herbicide glyphosate with its target enzyme 5-enolpyruvylshikimate 3-phosphate synthase in atomic detail. Proc Natl Acad Sci USA. 98(4):1376–1380.
   PubMed Web of Science ®Google Scholar
• Schrödl W, Krüger S, Konstantinova-Müller T, Shehata AA, Rulff R, Krüger M. 2014. Possible effects of glyphosate on Mucorales abundance in the rumen of dairy cows in Germany. Curr Microbiol. 69(6):817–823.
   PubMed Web of Science ®Google Scholar
• Shehata AA, Schrödl W, Aldin AA, Hafez HM, Krüger M. 2013. The effect of glyphosate on potential pathogens and beneficial members of poultry microbiota in vitro. Curr Microbiol. 66(4):350–358.
   PubMed Web of Science ®Google Scholar
• Snyder L, Kirkland J, Glajch J. 1997. Practical HPLC method development. 2nd edition. New Jersey, USA: Wiley-Interscience.
   Google Scholar
• Solomon K, Thompson D. 2003. Ecological risk assessment for aquatic organisms from over-water uses of glyphosate. J Toxicol Environ Health B Crit Rev. 6 (3):289–324.
   PubMed Web of Science ®Google Scholar
• Van Bruggen AHC, He MM, Shin K, Mai V, Jeong KC, Finckh MR, Morris JG. Jr. 2018. Environmental and health effects of the herbicide glyphosate. Sci Total Environ. 616-617:255–268.
   PubMed Web of Science ®Google Scholar
• Vasiluk L, Pinto LJ, Moore MM. 2005. Oral bioavailability of glyphosate: studies using two intestinal cell lines. Environ Toxicol Chem. 24(1):153–160.
   PubMed Web of Science ®Google Scholar
• Vicini JL, Reeves WR, Swarthout JT, Karberg KA. 2019. Glyphosate in livestock: feed residues and animal health1. J Anim Sci. 97(11):4509–4518.
   PubMed Web of Science ®Google Scholar
• Virkel G, Lifschitz A, Pis A, Lanusse C. 1999. Influence of diet on the pattern of gastrointestinal biotransformation of netobimin and albendazole sulphoxide in sheep. Eur J Drug Metab Pharmacokinet. 24(1):31–37.
   PubMed Web of Science ®Google Scholar
• Virkel G, Lifschitz A, Sallovitz J, Inza G, Lanusse C. 2004. Effect of the ionophore antibiotic monensin on the ruminal biotransformation of benzimidazole anthelmintics. The Veterinary Journal. 167(3):265–271.
   PubMed Web of Science ®Google Scholar
• von Soosten D, Meyer U, Hüther L, Dänicke S, Lahrssen-Wiederholt M, Schafft H, Spolders M, Breves G. 2016. Excretion pathways and ruminal disappearance of glyphosate and its degradation product aminomethylphosphonic acid in dairy cows. J. Dairy Sci. 99:1–7.
   PubMed Web of Science ®Google Scholar
• Vynckier LJ, Debackere M. 1993. Plasma ronidazole concentrations in sheep after intravenous, oral, intraruminal and intraabomasal administration. J Vet Pharmacol Ther. 16(1):70–78.
   PubMed Web of Science ®Google Scholar
• Wachenheim DE, Blythe LL, Craig AM. 1992. Characterization of rumen bacterial pyrrolizidine alkaloid biotransformation in ruminants of various species. Vet Hum Toxicol. 34(6):513–517.
   PubMedGoogle Scholar
• Wang S, Liu B, Yuan D, Ma J. 2016. A simple method for the determination of glyphosate and aminomethylphosphonic acid in seawater matrix with high performance liquid chromatography and fluorescence detection. Talanta. 161:700–706.
   PubMed Web of Science ®Google Scholar