Differential interactions of carbamate pesticides with drug transporters

References

• Ayrton A, Morgan P. (2001). Role of transport proteins in drug absorption, distribution and excretion. Xenobiotica 31:469–97.
   PubMed Web of Science ®Google Scholar
• Bain LJ, LeBlanc GA. (1996). Interaction of structurally diverse pesticides with the human MDR1 gene product P-glycoprotein. Toxicol Appl Pharmacol 141:288–98.
   PubMed Web of Science ®Google Scholar
• Barr DB, Ananth CV, Yan X, et al. (2010). Pesticide concentrations in maternal and umbilical cord sera and their relation to birth outcomes in a population of pregnant women and newborns in New Jersey. Sci Total Environ 408:790–5.
   PubMed Web of Science ®Google Scholar
• Bouvier G, Blanchard O, Momas I, Seta N. (2006). Pesticide exposure of non-occupationally exposed subjects compared to some occupational exposure: a French pilot study. Sci Total Environ 366:74–91.
   PubMed Web of Science ®Google Scholar
• Bouvier G, Seta N, Vigouroux-Villard A, et al. (2005). Insecticide urinary metabolites in nonoccupationally exposed populations. J Toxicol Environ Health B Crit Rev 8:485–512.
   PubMed Web of Science ®Google Scholar
• Bradford MM. (1976). A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248–54.
   PubMed Web of Science ®Google Scholar
• Bucher S, Le Vee M, Jouan E, Fardel O. (2014). Regulation of hepatic drug transporter activity and expression by organochlorine pesticides. J Biochem Mol Toxicol 28:119–28.
   PubMed Web of Science ®Google Scholar
• Burckhardt G. (2012). Drug transport by Organic Anion Transporters (OATs). Pharmacol Ther 136:106–30.
   PubMed Web of Science ®Google Scholar
• Buss DS, Callaghan A. (2008). Interaction of pesticides with p-glycoprotein and other ABC proteins: a survey of the possible importance to insecticide, herbicide and fungicide resistance. Pesticide Biochemistry and Physiology 90:141–53.
   Web of Science ®Google Scholar
• Chedik L, Bruyere A, Bacle A, et al. (2018). Interactions of pesticides with membrane drug transporters: implications for toxicokinetics and toxicity. Expert Opin Drug Metab Toxicol 14:739–52.
   PubMed Web of Science ®Google Scholar
• Chedik L, Bruyere A, Fardel O. (2019). Interactions of organophosphorus pesticides with solute carrier (SLC) drug transporters. Xenobiotica 49:363–74.
   PubMed Web of Science ®Google Scholar
• Chedik L, Bruyere A, Le Vee M, et al. (2017a). Inhibition of human drug transporter activities by the pyrethroid pesticides allethrin and tetramethrin. PLoS One 12:e0169480.
   PubMed Web of Science ®Google Scholar
• Chedik L, Mias-Lucquin D, Bruyere A, Fardel O. (2017b). In silico prediction for intestinal absorption and brain penetration of chemical pesticides in humans. Int J Environ Res Public Health 14:708.
   Web of Science ®Google Scholar
• Chen Y, Zhang S, Sorani M, Giacomini KM. (2007). Transport of paraquat by human organic cation transporters and multidrug and toxic compound extrusion family. J Pharmacol Exp Ther 322:695–700.
   PubMed Web of Science ®Google Scholar
• Clerbaux LA, Paini A, Lumen A, Osman-Ponchet H, et al. (2019). Membrane transporter data to support kinetically-informed chemical risk assessment using non-animal methods: scientific and regulatory perspectives. Environ Int 126:659–71.
   PubMed Web of Science ®Google Scholar
• Cordon-Cardo C, O’Brien JP, Casals D, et al. (1989). Multidrug-resistance gene (P-glycoprotein) is expressed by endothelial cells at blood-brain barrier sites. Proc Natl Acad Sci U S A 86:695–8.
   PubMed Web of Science ®Google Scholar
• de Siqueira A, Salvagni FA, Yoshida AS, Goncalves-Junior V, et al. (2015). Poisoning of cats and dogs by the carbamate pesticides aldicarb and carbofuran. Res Vet Sci 102:142–9.
   PubMed Web of Science ®Google Scholar
• Dhouib I, Jallouli M, Annabi A, et al. (2016). From immunotoxicity to carcinogenicity: the effects of carbamate pesticides on the immune system. Environ Sci Pollut Res Int 23:9448–58.
   PubMed Web of Science ®Google Scholar
• Fang SC, Fallin E, Montgomery ML, Freed VH. (1974). Metabolic studies of C-14-labelled propham and chlorpropham in female rat. Pesticide Biochem Physiol 4:1–11.
   Web of Science ®Google Scholar
• Fardel O, Kolasa E, Le Vee M. (2012). Environmental chemicals as substrates, inhibitors or inducers of drug transporters: implication for toxicokinetics, toxicity and pharmacokinetics. Expert Opin Drug Metab Toxicol 8:29–46.
   PubMed Web of Science ®Google Scholar
• Giacomini KM, Huang SM, Tweedie DJ, et al. (2010). Membrane transporters in drug development. Nat Rev Drug Discov 9:215–36.
   PubMed Web of Science ®Google Scholar
• Griffin J, Fletcher N, Clemence R, et al. (2005). Selamectin is a potent substrate and inhibitor of human and canine P-glycoprotein. J Vet Pharmacol Ther 28:257–65.
   PubMed Web of Science ®Google Scholar
• Guéniche N, Bruyere A, Le Vée M, Fardel O. (2020). Implication of human drug transporters to toxicokinetics and toxicity of pesticides. Pest Manag Sci 76:18–25.
   PubMed Web of Science ®Google Scholar
• Halwachs S, Schafer I, Kneuer C, et al. (2016). Assessment of ABCG2-mediated transport of pesticides across the rabbit placenta barrier using a novel MDCKII in vitro model. Toxicol Appl Pharmacol 305:66–74.
   PubMed Web of Science ®Google Scholar
• Han TK, Everett RS, Proctor WR, et al. (2013). Organic cation transporter 1 (OCT1/mOct1) is localized in the apical membrane of Caco-2 cell monolayers and enterocytes. Mol Pharmacol 84:182–9.
   PubMed Web of Science ®Google Scholar
• Jouan E, Le Vee M, Denizot C, et al. (2016a). Drug transporter expression and activity in human hepatoma HuH-7 cells. Pharmaceutics 9:3.
   PubMed Web of Science ®Google Scholar
• Jouan E, Le Vee M, Mayati A, et al. (2016b). Evaluation of P-glycoprotein inhibitory potential using a Rhodamine 123 accumulation assay. Pharmaceutics 8:12.
   PubMed Web of Science ®Google Scholar
• Kawaratani Y, Matsuoka T, Hirata Y, et al. (2015). Influence of the carbamate fungicide benomyl on the gene expression and activity of aromatase in the human breast carcinoma cell line MCF-7. Environ Toxicol Pharmacol 39:292–9.
   PubMed Web of Science ®Google Scholar
• Konig J, Muller F, Fromm MF. (2013). Transporters and drug-drug interactions: important determinants of drug disposition and effects. Pharmacol Rev 65:944–66.
   PubMed Web of Science ®Google Scholar
• Kopp R, Humpel M, Kühne G Jr., et al. (1979). Pharmacokinetics of propamocarb hydrochloride on single and repeated oral administration of 0.5 mg/kg in rats. Submitted to WHO, unpublished report from Schering AG.
   Google Scholar
• Le Vee M, Bacle A, Bruyere A, Fardel O. (2019). Neonicotinoid pesticides poorly interact with human drug transporters. J Biochem Mol Toxicol 33:e22379.
   PubMed Web of Science ®Google Scholar
• Li J, Wang P, Shi S, Xue J. (2018). Background biomonitoring of residue levels of 137 pesticides in the blood plasma of the general population in Beijing. Environ Monit Assess 190:315.
   PubMed Web of Science ®Google Scholar
• Liu X. (2019). Transporter-mediated drug-drug interactions and their significance. Adv Exp Med Biol 1141:241–91.
   PubMed Web of Science ®Google Scholar
• Martinez L, Arnaud O, Henin E, et al. (2014). Understanding polyspecificity within the substrate-binding cavity of the human multidrug resistance P-glycoprotein. Febs J 281:673–82.
   PubMed Web of Science ®Google Scholar
• Michael AP, Mostafa A, Cooper JM, et al. (2015). The pharmacokinetics and pharmacodynamics of severe aldicarb toxicity after overdose. Clin Toxicol (Phila) 53:633–5.
   PubMed Web of Science ®Google Scholar
• Miranda-Contreras L, Gomez-Perez R, Rojas G, et al. (2013). Occupational exposure to organophosphate and carbamate pesticides affects sperm chromatin integrity and reproductive hormone levels among Venezuelan farm workers. J Occup Health 55:195–203.
   PubMed Web of Science ®Google Scholar
• Moriya F, Hashimoto Y. (2005). A fatal poisoning caused by methomyl and nicotine. Forensic Sci Int 149:167–70.
   PubMed Web of Science ®Google Scholar
• Mostafalou S, Abdollahi M. (2017). Pesticides: an update of human exposure and toxicity. Arch Toxicol 91:549–99.
   PubMed Web of Science ®Google Scholar
• Motohashi H, Inui K. (2013). Organic cation transporter OCTs (SLC22) and MATEs (SLC47) in the human kidney. Aaps J 15:581–8.
   PubMed Web of Science ®Google Scholar
• Nicklisch SC, Rees SD, McGrath AP, et al. (2016). Global marine pollutants inhibit P-glycoprotein: environmental levels, inhibitory effects, and cocrystal structure. Sci Adv 2:e1600001.
   PubMed Web of Science ®Google Scholar
• Nigam SK. (2015). What do drug transporters really do? Nat Rev Drug Discov 14:29–44.
   PubMed Web of Science ®Google Scholar
• Ogura J, Koizumi T, Segawa M, et al. (2014). Quercetin-3-rhamnoglucoside (rutin) stimulates transport of organic anion compounds mediated by organic anion transporting polypeptide 2B1. Biopharm Drug Dispos 35:173–82.
   PubMed Web of Science ®Google Scholar
• Patel S, Sangeeta S. (2019). Pesticides as the drivers of neuropsychotic diseases, cancers, and teratogenicity among agro-workers as well as general public. Environ Sci Pollut Res Int 26:91–100.
   PubMed Web of Science ®Google Scholar
• Pedersen JM, Matsson P, Bergstrom CA, et al. (2008). Prediction and identification of drug interactions with the human ATP-binding cassette transporter multidrug-resistance associated protein 2 (MRP2; ABCC2). J Med Chem 51:3275–87.
   PubMed Web of Science ®Google Scholar
• Petropoulou SS, Tsarbopoulos A, Siskos PA. (2006). Determination of carbofuran, carbaryl and their main metabolites in plasma samples of agricultural populations using gas chromatography-tandem mass spectrometry. Anal Bioanal Chem 385:1444–56.
   PubMed Web of Science ®Google Scholar
• Piel C, Pouchieu C, Carles C, et al.; AGRICAN group. (2019). Agricultural exposures to carbamate herbicides and fungicides and central nervous system tumour incidence in the cohort AGRICAN. Environ Int 130:104876.
   PubMed Web of Science ®Google Scholar
• Pivcevic B, Zaja R. (2006). Pesticides and their binary combinations as P-glycoprotein inhibitors in NIH 3T3/MDR1 cells. Environ Toxicol Pharmacol 22:268–76.
   PubMed Web of Science ®Google Scholar
• Sayyed K, Le Vee M, Abdel-Razzak Z, Fardel O. (2017). Inhibition of organic anion transporter (OAT) activity by cigarette smoke condensate. Toxicol in Vitro 44:27–35.
   PubMed Web of Science ®Google Scholar
• Seeger B, Klawonn F, Nguema Bekale B, Steinberg P. (2016). Mixture effects of estrogenic pesticides at the human estrogen receptor α and β. PLoS One 11:e0147490.
   PubMed Web of Science ®Google Scholar
• Song IS, Jeong HU, Choi MK, et al. (2020). Interactions between cyazofamid and human drug transporters. J Biochem Mol Toxicol 34:e22459.
   PubMed Web of Science ®Google Scholar
• Sweet DH, Chan LM, Walden R, et al. (2003). Organic anion transporter 3 (Slc22a8) is a dicarboxylate exchanger indirectly coupled to the Na + gradient. Am J Physiol Renal Physiol 284:F763–9.
   PubMed Web of Science ®Google Scholar
• Tournier N, Chevillard L, Megarbane B, et al. (2010). Interaction of drugs of abuse and maintenance treatments with human P-glycoprotein (ABCB1) and breast cancer resistance protein (ABCG2). Int J Neuropsychopharmacol 13:905–15.
   PubMed Web of Science ®Google Scholar
• Vale A, Lotti M. (2015). Organophosphorus and carbamate insecticide poisoning. Handb Clin Neurol 131:149–68.
   PubMedGoogle Scholar
• Vildhede A, Karlgren M, Svedberg EK, et al. (2014). Hepatic uptake of atorvastatin: influence of variability in transporter expression on uptake clearance and drug-drug interactions. Drug Metab Dispos 42:1210–8.
   PubMed Web of Science ®Google Scholar
• Whyatt RM, Barr DB, Camann DE, et al. (2003). Contemporary-use pesticides in personal air samples during pregnancy and blood samples at delivery among urban minority mothers and newborns. Environ Health Perspect 111:749–56.
   PubMed Web of Science ®Google Scholar
• Wright SH, Wunz TM. (1988). Mechanism of cis- and trans-substrate interactions at the tetraethylammonium/H + exchanger of rabbit renal brush-border membrane vesicles. J Biol Chem 263:19494–7.
   PubMed Web of Science ®Google Scholar
• Yang H, Lou C, Sun L, et al. (2019). admetSAR 2.0: web-service for prediction and optimization of chemical ADMET properties. Bioinformatics 35:1067–9.
   PubMed Web of Science ®Google Scholar
• Yazdian S, Fahham N, Ghahremani MH, et al. (2014). Evaluation of the expression of P-glycoprotein in propoxur-resistant Caco-2 cells. Acta Med Iran 52:728–33.
   PubMedGoogle Scholar
• Zhang L, Gorset W, Dresser MJ, Giacomini KM. (1999). The interaction of n-tetraalkylammonium compounds with a human organic cation transporter, hOCT1. J Pharmacol Exp Ther 288:1192–8.
   PubMed Web of Science ®Google Scholar
• Zolnerciks JK, Booth-Genthe CL, Gupta A, et al. (2011). Substrate- and species-dependent inhibition of P-glycoprotein-mediated transport: implications for predicting in vivo drug interactions. J Pharm Sci 100:3055–61.
   PubMed Web of Science ®Google Scholar