Synthetic pyrethroids common metabolite 3-phenoxybenzoic acid induces caspase-3 and Bcl-2 mediated apoptosis in human hepatocyte cells

References

• Abdel-Daim, M.M., Abuzead, S.M., and Halawa, S.M., 2013. Protective role of Spirulina platensis against acute deltamethrin-induced toxicity in rats. PloS One, 8 (9), e72991.
   PubMed Web of Science ®Google Scholar
• Aubry, J.P., et al., 1999. Annexin V used for measuring apoptosis in the early events of cellular cytotoxicity. Cytometry, 37 (3), 197–204.
   PubMedGoogle Scholar
• Bandele, O.J., et al., 2012. In vitro toxicity screening of chemical mixtures using HepG2/C3A cells. Food and Chemical Toxicology : An International Journal Published for the British Industrial Biological Research Association, 50 (5), 1653–1659.
   PubMed Web of Science ®Google Scholar
• Bouma, M.-E., et al., 1989. Further cellular investigation of the human hepatoblastoma-derived cell line HepG2: morphology and immunocytochemical studies of hepatic-secreted proteins. In Vitro Cellular & Developmental Biology: Journal of the Tissue Culture Association, 25 (3 Pt 1), 267–275.
   PubMed Web of Science ®Google Scholar
• Bragança, I., et al., 2019. Pyrethroid pesticide metabolite, 3-PBA, in soils: method development and application to real agricultural soils. Environmental Science and Pollution Research International, 26 (3), 2987–2997.
   PubMed Web of Science ®Google Scholar
• Chen, S., et al., 2011. Biodegradation of deltamethrin and its hydrolysis product 3-phenoxybenzaldehyde by a newly isolated Streptomyces aureus strain HP-S-01. Applied Microbiology and Biotechnology, 90 (4), 1471–1483.
   PubMed Web of Science ®Google Scholar
• Costantini, S., et al., 2013. Gene expression signature of human HepG2 cell line. Gene, 518 (2), 335–345.
   PubMed Web of Science ®Google Scholar
• Curtin, J.F., and Cotter, T.G., 2003. Live and let die: regulatory mechanisms in Fas-mediated apoptosis. Cellular Signalling, 15 (11), 983–992.
   PubMed Web of Science ®Google Scholar
• Dereumeaux, C., et al., 2018. Urinary levels of pyrethroid pesticides and determinants in pregnant French women from the Elfe cohort. Environment International, 119, 89–99.
   PubMed Web of Science ®Google Scholar
• Donato, M.T., Tolosa, L., and Gómez-Lechón, M.J., 2015. Culture and functional characterization of human hepatoma HepG2 cells. In: M. Vinken and V. Rogiers, eds. Protocols in in vitro hepatocyte research. New York, NY: Humana, 77–93.
   Google Scholar
• dos Santos, M.A.T., Areas, M.A., and Reyes, F.G., 2006. Protecting capacity of pectin to pyrethroids orally administered in histological changes. Toxicology Letters, 164 (164), S240–S241.
   Web of Science ®Google Scholar
• Elmore, S., 2007. Apoptosis: a review of programmed cell death. Toxicologic Pathology, 35 (4), 495–516.
   PubMed Web of Science ®Google Scholar
• Erstfeld, K.M., 1999. Environmental fate of synthetic pyrethroids during spray drift and field runoff treatments in aquatic microcosms. Chemosphere, 39 (10), 1737–1769.
   PubMed Web of Science ®Google Scholar
• Field, L.M., et al., 2017. Voltage-gated sodium channels as targets for pyrethroid insecticides. European Biophysics Journal: EBJ, 46 (7), 675–679.
   PubMed Web of Science ®Google Scholar
• Fortin, M.-C., et al., 2008. Biological monitoring of exposure to pyrethrins and pyrethroids in a metropolitan population of the Province of Quebec, Canada. Environmental Research, 107 (3), 343–350.
   PubMed Web of Science ®Google Scholar
• George, D., 1985. Permethrin and its two metabolite residues in seven agricultural crops. Journal - Association of Official Analytical Chemists, 68 (6), 1160–1163.
   PubMedGoogle Scholar
• Guvenc, D., et al., 2014. Evaluation of changes in monoamine levels and apoptosis induced by cyfluthrin in rats. Toxicology Research, 3 (5), 331–340.
   Web of Science ®Google Scholar
• Guvenc, D., et al., 2013. Examination of caspase-dependent apoptotic and necrotic changes in rat kidney exposed to different doses of permethrin. Biotechnic & Histochemistry : Official Publication of the Biological Stain Commission, 88 (2), 76–85.
   PubMed Web of Science ®Google Scholar
• Harris, A.J., Dial, S.L., and Casciano, D.A., 2004. Comparison of basal gene expression profiles and effects of hepatocarcinogens on gene expression in cultured primary human hepatocytes and HepG2 cells. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis, 549 (1-2), 79–99.
   PubMed Web of Science ®Google Scholar
• He, B., et al., 2018. β-Cypermethrin and its metabolite 3-phenoxybenzoic acid induce cytotoxicity and block granulocytic cell differentiation in HL-60 cells. Acta Biochimica et Biophysica Sinica, 50 (8), 740–747.
   PubMed Web of Science ®Google Scholar
• Heudorf, U., and Angerer, J., 2001. Metabolites of pyrethroid insecticides in urine specimens: current exposure in an urban population in Germany. Environmental Health Perspectives, 109 (3), 213–217.
   PubMed Web of Science ®Google Scholar
• Julien, R., et al., 2008. Pesticide loadings of select organophosphate and pyrethroid pesticides in urban public housing. Journal of Exposure Science & Environmental Epidemiology, 18 (2), 167–174.
   PubMed Web of Science ®Google Scholar
• Kaneko, H., 2010. Pyrethroid chemistry and metabolism. In: R. Krieger, ed. Hayes' handbook of pesticide toxicology. London, UK: Academic Press, 1635–1663.
   Google Scholar
• Köprücü, K., and Aydın, R., 2004. The toxic effects of pyrethroid deltamethrin on the common carp (Cyprinus carpio L.) embryos and larvae. Pesticide Biochemistry and Physiology, 80 (1), 47–53.
   Web of Science ®Google Scholar
• Lakhani, S.A., et al., 2006. Caspases 3 and 7: key mediators of mitochondrial events of apoptosis. Science (New York, N.Y.), 311 (5762), 847–851.
   PubMed Web of Science ®Google Scholar
• Lestremau, F., et al., 2014. Determination of cis-permethrin, trans-permethrin and associated metabolites in rat blood and organs by gas chromatography-ion trap mass spectrometry. Analytical and Bioanalytical Chemistry, 406 (14), 3477–3487.
   PubMed Web of Science ®Google Scholar
• Li, H., et al., 2017. Global occurrence of pyrethroid insecticides in sediment and the associated toxicological effects on benthic invertebrates: an overview. Journal of Hazardous Materials, 324 (Pt B), 258–271.
   PubMed Web of Science ®Google Scholar
• Lu, C., et al., 2006. A longitudinal approach to assessing urban and suburban children’s exposure to pyrethroid pesticides. Environmental Health Perspectives, 114 (9), 1419–1423.
   PubMed Web of Science ®Google Scholar
• Lushchak, V.I., et al., 2018. Pesticide toxicity: a mechanistic approach. EXCLI Journal, 17, 1101–1136.
   PubMed Web of Science ®Google Scholar
• Meyer, B.N., et al., 2013. Laboratory degradation rates of 11 pyrethroids under aerobic and anaerobic conditions. Journal of Agricultural and Food Chemistry, 61 (20), 4702–4708.
   PubMed Web of Science ®Google Scholar
• Milam, C., Farris, J., and Wilhide, J., 2000. Evaluating mosquito control pesticides for effect on target and nontarget organisms. Archives of Environmental Contamination and Toxicology, 39 (3), 324–328.
   PubMed Web of Science ®Google Scholar
• Moore, A., and Waring, C.P., 2001. The effects of a synthetic pyrethroid pesticide on some aspects of reproduction in Atlantic salmon (Salmo salar L.). Aquatic Toxicology, 52 (1), 1–12.
   PubMed Web of Science ®Google Scholar
• Mossa, A.-T.H., et al., 2013. Amelioration of prallethrin-induced oxidative stress and hepatotoxicity in rat by the administration of Origanum majorana essential oil. BioMed Research International, 2013, 1–11.
   Web of Science ®Google Scholar
• Ola, M.S., Nawaz, M., and Ahsan, H., 2011. Role of Bcl-2 family proteins and caspases in the regulation of apoptosis. Molecular and Cellular Biochemistry, 351 (1-2), 41–58.
   PubMed Web of Science ®Google Scholar
• Oros, D.R., et al., 2005. Levels and distribution of polybrominated diphenyl ethers in water, surface sediments, and bivalves from the San Francisco Estuary. Environmental Science & Technology, 39 (1), 33–41.
   PubMed Web of Science ®Google Scholar
• Ou, L., et al., 2017. The mechanisms of graphene-based materials-induced programmed cell death: a review of apoptosis, autophagy, and programmed necrosis. International Journal of Nanomedicine, 12, 6633–6646.
   PubMed Web of Science ®Google Scholar
• Oulhote, Y., and Bouchard, M.F., 2013. Urinary metabolites of organophosphate and pyrethroid pesticides and behavioral problems in Canadian children. Environmental Health Perspectives, 121 (11-12), 1378–1384.
   PubMed Web of Science ®Google Scholar
• Personne, S., et al., 2019. Determination of maternal and foetal distribution of cis- and trans-permethrin isomers and their metabolites in pregnant rats by liquid chromatography tandem mass spectrometry (LC-MS/MS). Analytical and Bioanalytical Chemistry, 411 (30), 8043–8052.
   PubMed Web of Science ®Google Scholar
• Pollard, T. D., et al., 2016. Cell biology e-book. Philadelphia, PA: Elsevier Health Sciences.
   Google Scholar
• Prusty, A., et al., 2015. Synthetic pyrethroids (Type II) and freshwater fish culture: perils and mitigations. International Aquatic Research, 7 (3), 163–191.
   Google Scholar
• Ren, Z., et al., 2018. Use of liver-derived cell lines for the study of drug-induced liver injury. In: M. Chen and Y. Will. Drug-induced liver toxicity. New York, NY: Humana Press, 151–177.
   Google Scholar
• Riedl, S.J., and Shi, Y., 2004. Molecular mechanisms of caspase regulation during apoptosis. Nature Reviews. Molecular Cell Biology, 5 (11), 897–907.
   PubMed Web of Science ®Google Scholar
• Romero, A., et al., 2012. Cytotoxicity induced by deltamethrin and its metabolites in SH-SY5Y cells can be differentially prevented by selected antioxidants. Toxicology in Vitro : An International Journal Published in Association with BIBRA, 26 (6), 823–830.
   PubMed Web of Science ®Google Scholar
• Roy, S., and Nicholson, D.W., 2000. Cross-talk in cell death signaling. The Journal of Experimental Medicine, 192 (8), F21–F26.
   PubMed Web of Science ®Google Scholar
• Scharstuhl, A., et al., 2009. Involvement of VDAC, Bax and ceramides in the efflux of AIF from mitochondria during curcumin-induced apoptosis. PloS One, 4 (8), e6688.
   PubMed Web of Science ®Google Scholar
• Snopov, S., et al., 2017. Use of HepG2 cell line for evaluation of toxic and metabolic antipsychotic action. Cell and Tissue Biology, 11 (5), 405–415.
   Google Scholar
• Soderlund, D.M., et al., 2002. Mechanisms of pyrethroid neurotoxicity: implications for cumulative risk assessment. Toxicology, 171 (1), 3–59.
   PubMed Web of Science ®Google Scholar
• Sudakin, D.L., 2006. Pyrethroid insecticides: advances and challenges in biomonitoring. Clinical Toxicology (Philadelphia, Pa.), 44 (1), 31–37.
   PubMed Web of Science ®Google Scholar
• Tang, W., et al., 2018a. Pyrethroid pesticide residues in the global environment: an overview. Chemosphere, 191, 990–1007.
   PubMed Web of Science ®Google Scholar
• Tang, X., et al., 2018b. Anti-GPC3 antibody-modified sorafenib-loaded nanoparticles significantly inhibited HepG2 hepatocellular carcinoma. Drug Delivery, 25 (1), 1484–1494.
   PubMed Web of Science ®Google Scholar
• Thiphom, S., et al., 2014. Determination of the pyrethroid insecticide metabolite 3-PBA in plasma and urine samples from farmer and consumer groups in northern Thailand. Journal of Environmental Science and Health, Part B, 49 (1), 15–22.
   PubMed Web of Science ®Google Scholar
• Tomar, M., Kumar, A., and Kataria, S.K., 2015. Evaluation of acute toxicity of lambda cyhalothrin in Mus musculus L. Indian Journal of Experimental Biology, 53 (8), 551–555.
   PubMed Web of Science ®Google Scholar
• Van den Hof, W.F., et al., 2014. Classification of hepatotoxicants using HepG2 cells: a proof of principle study. Chemical Research in Toxicology, 27 (3), 433–442.
   PubMed Web of Science ®Google Scholar
• Vidal, J.M., et al., 2009. Determination of pesticide transformation products: a review of extraction and detection methods. Journal of Chromatography A, 1216 (40), 6767–6788.
   PubMed Web of Science ®Google Scholar
• Wang, X., et al., 2017. β-Cypermethrin and its metabolite 3-phenoxybenzoic acid exhibit immunotoxicity in murine macrophages. Acta Biochimica et Biophysica Sinica, 49 (12), 1083–1091.
   PubMed Web of Science ®Google Scholar
• White, G.F., Russell, N.J., and Tidswell, E.C., 1996. Bacterial scission of ether bonds. Microbiological Reviews, 60 (1), 216–232.
   PubMedGoogle Scholar
• Willemin, M.-E., et al., 2016. PBPK modeling of the cis- and trans-permethrin isomers and their major urinary metabolites in rats. Toxicology and Applied Pharmacology, 294, 65–77.
   PubMed Web of Science ®Google Scholar
• Zeilinger, K., et al., 2016. Cell sources for in vitro human liver cell culture models. Experimental Biology and Medicine, 241 (15), 1684–1698.
   PubMed Web of Science ®Google Scholar