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Cited by 202Pesticide and Herbicide Environmental StudiesPesticide Exposure and ToxicityEnvironmental Chemistry and Analysis

Insight Into Microbial Applications for the Biodegradation of Pyrethroid Insecticides

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Bhatt, Pankaj, Huang, Yaohua, Zhan, Hui, Chen, Shaohua·2019·Frontiers in Microbiology
DOI 10.3389/fmicb.2019.01778PMC PMC6687851
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Abstract

Pyrethroids are globally used broad spectrum insecticides. Presence of chiral carbon differentiates among various forms of pyrethroids. Microbial approaches have emerged as a popular solution to counter pyrethroid toxicity to marine life and mammals. Bacterial and fungal strains can effectively degrade pyrethroids into non-toxic compounds. Different strains of bacteria and fungi such as Bacillus spp., Psudomonas flourescens, Brevibacterium sp., Acinetobactor sp., Aspergillus sp., Candida sp., Trichoderma sp., and Candia spp, are used for the biodegradation of pyrethroids. Hydrolysis of ester bond by enzyme esterase/carboxyl esterase is the initial step in pyrethroid biodegradation. Esterase is found in bacteria, fungi and mammalian liver microsome cells that indicates its hydrolysis ability in humans and other animals. Biodegradation pattern and detected metabolites reveal the microbial consumption of pyrethroids as carbon and nitrogen source. In this review we aim to explore pyrethroid degrading strains, enzymes and metabolites produced by microbial strains. This review paper covers in-depth knowledge of pyrethroids and recommends possible solutions to minimize their environmental toxicity.

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  • Microbial consortia perform better than axenic cultures due to the robustness of their metabolic functions.

    “In particular, microbial consortia perform better than axenic cultures due to the robustness of themetabolic functions (Chen et al., 2013; Bhatt et al., 2019; Feng et al., 2020).”

    From Biotransformation of perfluoroalkyl acid precursors from various environmental systems: advances and perspectives (2021) · cites this paper as Bhatt et al., 2019

    The Conclusion and Further Aspects section (page unavailable) says a consortium-based pesticide biodegradation approach is more suitable, supporting the general comparison. It does not attribute that advantage to robust metabolic functions, and notes that consortium-based pyrethroid degradation has not been significantly studied. (LLM, conf=0.86)

    Experimental — accuracy not yet measured

  • In 6:2 FTOH biotransformation, 6:2 FTOH is gradually oxidized to form 6:2 FTCA and 8:2 FTAL, and then 6:2 FTCA forms 6:2 FTUCA by removing hydrogen fluoride (HF).

    “6:2 FTOH is gradually oxidized to form 6:2 FTCA and 8:2 FTAL, and then 6:2 FTCA forms 6:2 FTUCA by removing hydrogen fluoride (HF).”

    From Biotransformation of perfluoroalkyl acid precursors from various environmental systems: advances and perspectives (2021) · cites this paper as Bhatt et al., 2019

    The paper’s “Metabolic Pathways of Pyrethroid Biodegradation” section (page unavailable) describes pyrethroid metabolites, not 6:2 FTOH biotransformation. Searches for FTOH, FTCA, FTUCA, fluorotelomer alcohol, and hydrogen fluoride found no passage addressing the claimed pathway. (LLM, conf=0.78)

    Experimental — accuracy not yet measured

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  1. Akbar S. Sultan S. Kertesz M. (2015a). Bacterial community analysis of cypermethrin enrichment cultures and bioremediation of cypermethrin contaminated soils. J. Basic Microbiol. 55 819– 829. 10.1002/jobm.201400805 25656248 · DOI
  2. Akbar S. Sultan S. Kertesz M. (2015b). Determination of cypermethrin degradation potential of soil bacteria along with plant growth-promoting characteristics. Curr. Microbiol. 70 75– 84. 10.1007/s00284-014-0684-7 25194282 · DOI
  3. Alonso M. B. Feo M. L. Corcellas C. Vidal L. G. Bertozzi C. P. Marigo J. (2012). Pyrethroids: a new threat to marine mammals? Environ. Int. 47 99– 106. 10.1016/j.envint.2012.06.010 22796891 · DOI
  4. Al-Sarar A. S. Abobakr Y. Bayoumi A. E. Hussein H. I. Al-Ghothemi M. (2014). Reproductive toxicity and histopathological changes induced by lambda-cyhalothrin in male mice. Environ. Toxicol. 29 750– 762. 10.1002/tox.21802 22865375 · DOI
  5. Ansari R. W. Shukla R. K. Yadav R. S. Seth K. Pant A. B. Singh D. (2012). Cholinergic dysfunctions and enhanced oxidative stress in the neurobehavioral toxicity of lambda-cyhalothrin in developing rats. Neurotox. Res. 22 292– 309. 10.1007/s12640-012-9313-z 22327935 · DOI
  6. Awoyemi O. M. Kumar N. Schmitt C. Subbiah S. Crago J. (2019). Behavioral, molecular and physiological responses of embryo-larval zebrafish exposed to types I and II pyrethroids. Chemosphere 219 526– 537. 10.1016/j.chemosphere.2018.12.026 30553213 · DOI
  7. Babina K. Dollard M. Pilotto L. Edwards J. W. (2012). Environmental exposure to organophosphorus and pyrethroid pesticides in South Australian preschool children: a cross sectional study. Environ. Int. 48 109– 120. 10.1016/j.envint.2012.07.007 22892382 · DOI
  8. Bai L. S. Zhao C. X. Xu J. J. Feng C. Li Y. Q. Dong Y. L. (2019). Identification and biochemical characterization of carboxylesterase 001G associated with insecticide detoxification in Helicoverpa armigera. Pest. Biochem. Physiol. 157 69– 79. 10.1016/j.pestbp.2019.03.009 31153479 · DOI
  9. Bhatt P. (2018). “ Insilico tools to study the bioremediation in microorganisms,” in Handbook of Research on Microbial Tools for Environmental Waste Management, eds Pathak V. Navneet (Hershey, PA: IGI Global), 389– 395. 10.4018/978-1-5225-3540-9.ch018 · DOI
  10. Bhatt P. (2019). Smart Bioremediation Technologies: Microbial Enzymes. Amsterdam: Elsevier Science.
  11. Bhatt P. Barh A. (2018). “ Bioinformatic tools to study the soil microorganisms: an in silico approach for sustainable agriculture,” in In Silico Approach for Sustainable Agriculture, eds Choudhary D. Kumar M. Prasad R. Kumar V. (Singapore: Springer).
  12. Bhatt P. Gangola S. Chaudhary P. Khati P. Kumar G. Sharma A. (2019a). Pesticide induced up-regulation of esterase and aldehyde dehydrogenase in indigenous Bacillus spp. Bioremediat. J. 23 42– 52. 10.1080/10889868.2019.1569586 · DOI
  13. Bhatt P. Pathak V. M. Joshi S. Bisht T. S. Singh K. Chandra D. (2019b). “ Major metabolites after degradation of xenobiotics and enzymes involved in these pathways,” in Smart Bioremediation Technologies, (Cambridge, MA: Academic Press), 205– 215. 10.1016/B978-0-12-818307-6.00012-3 12093357 · DOI
  14. Bhatt P. Negi G. Gangola S. Khati P. Kumar G. Srivastava A. (2016a). Differential expression and characterization of cypermethrin-degrading potential proteins in Bacillus thuringiensis strain, SG4. 3 Biotech. 6: 225. 10.1007/s13205-016-0541-4 28330297 PMC5071268 · DOI
  15. Bhatt P. Sharma A. Gangola S. Khati P. Kumar G. Srivastava A. (2016b). Novel pathway of cypermethrin biodegradation in a Bacillus sp. strain SG2 isolated from cypermethrin-contaminated agriculture field. 3 Biotech. 6: 65. 10.1007/s13205-016-0372-3 28330116 PMC4742419 · DOI
  16. Birolli W. G. Alvarenga N. Seleghim M. H. R. Porto A. L. M. (2016a). Biodegradation of the pyrethroid pesticide esfenvalerate by marine-derived fungi. Mar. Biotechnol. 18 511– 520. 10.1007/s10126-016-9710-z 27381569 · DOI
  17. Birolli W. G. Arai M. S. Nitschke M. Porto A. L. M. (2019). The pyrethroid (±)-lambda-cyhalothrin enantioselective biodegradation by a bacterial consortium. Pestic. Biochem. Physiol. 156 129– 137. 10.1016/j.pestbp.2019.02.014 31027572 · DOI
  18. Birolli W. G. Borges E. M. Nitschke M. Romao L. P. C. Porto A. L. M. (2016b). Biodegradation pathway of the pyrethroid pesticide esfenvalerate by bacteria from different biomes. Water, Air Soil Pollut. 227: 271 10.1007/s11270-016-2968-y · DOI
  19. Birolli W. G. Vacondio B. Alvarenga N. Seleghim M. H. R. Porto A. L. M. (2018). Enantioselective biodegradation of the pyrethroid (±)-lambda-cyhalothrin by marine-derived fungi. Chemosphere 197 651– 660. 10.1016/j.chemosphere.2018.01.054 29407829 · DOI
  20. Bordoni L. Nasuti C. Fedeli D. Galeazzi R. Laudadio E. Massaccesi L. (2019). Early impairment of epigenetic pattern in neurodegeneration: additional mechanisms behind pyrethroid toxicity. Exp. Gerontol. 124: 110629. 10.1016/j.exger.2019.06.002 31175960 · DOI
  21. Bradberry S. M. Cage S. A. Proudfoot A. T. Vale J. A. (2005). Poisoning due to pyrethroids. Toxicol. Rev. 24 93– 106. 10.2165/00139709-200524020-00003 16180929 · DOI
  22. Bradman A. Whitaker D. Quirós L. Castorina R. Henn B. C. Nishioka M. (2007). Pesticides and their metabolites in the homes and urine of farmworker children living in the Salinas Valley, CA. J. Expo. Sci. Environ. Epidemiol. 17 331– 349. 10.1038/sj.jes.7500507 16736054 · DOI
  23. Braganaca I. Mucha A. P. Tomasino M. P. Santos F. Lemos P. C. Matos C. D. (2019). Deltamethrin impact in a cabbage planted soil: degradation and effect on microbial community structure. Chemosphere 220 1179– 1186. 10.1016/j.chemosphere.2019.01.004 33395804 · DOI
  24. Braganca I. Lemos P. C. Barros P. Delerue-Matos C. Domingues V. F. (2018). Phytotoxicity of pyrethroid pesticides and its metabolite towards Cucumis sativus. Sci. Total Environ. 619- 620 685– 691. 10.1016/j.scitotenv.2017.11.164 29156286 · DOI
  25. Brander S. M. Gabler M. K. Fowler N. L. Connon R. E. Schlenk D. (2016). Pyrethroid pesticides as endocrine disruptors: molecular mechanisms in vertebrates with a focus on fishes. Environ. Sci. Technol. 50 8977– 8992. 10.1021/acs.est.6b02253 27464030 · DOI
  26. Burns C. J. Pastoor T. P. (2018). Pyrethroid epidemiology: a quality-based review. Crit. Rev. Toxicol. 48 297– 311. 10.1080/10408444.2017.1423463 29389244 · DOI
  27. Cao Z. Shafer T. J. Crofton K. M. Gennings C. Murray T. F. (2011). Additivity of Pyrethroid actions on sodium influx in cerebrocortical neurons in primary culture. Environ. Health Perspect. 119 1239– 1246. 10.1289/ehp.1003394 21665567 PMC3230403 · DOI
  28. Castellarnau M. Azcon J. R. Lopez J. F. Grimalt J. O. Marco M. P. Nieuwenhuijsen M. (2016). Assessment of analytical methods to determine pyrethroids content of bednets. Tropic. Med. Int. Health 22 41– 51. 10.1111/tmi.12794 27717143 · DOI
  29. Chang J. Wang Y. Wang H. Li J. Xu P. (2016). Bioaccumulation and enantioselectivity of type I and type II pyrethroid pesticides in earthworm. Chemosphere 144 1351– 1357. 10.1016/j.chemosphere.2015.10.011 26490429 · DOI
  30. Chen L. Guan L. M. Wu Y. N. Xu L. J. Fu F. F. (2012a). Study on the residue and degradation of fluorine-containing pesticides in Oolong tea by using gas chromatography-mass spectrometry. Food Control 25 433– 440. 10.1016/j.foodcont.2011.11.027 · DOI
  31. Chen S. Geng P. Xiao Y. Hu M. (2012b). Bioremediation of β-cypermethrin and 3-phenoxybenzaldehyde contaminated soils using Streptomyces aureus HP-S-01. Appl. Microbiol. Biotechnol. 94 505– 515. 10.1007/s00253-011-3640-5 22038248 · DOI
  32. Chen S. Hu W. Xiao Y. Deng Y. Jia J. Hu M. (2012c). Degradation of 3-phenoxybenzoic acid by a Bacillus sp. PLoS One 7: e50456. 10.1371/journal.pone.0050456 23226289 PMC3511583 · DOI
  33. Chen S. Luo J. Hu M. Geng P. Zhang Y. (2012d). Microbial detoxification of bifenthrin by a novel yeast and its potential for contaminated soils treatment. PLoS One 7: e30862. 10.1371/journal.pone.0030862 22348025 PMC3278408 · DOI
  34. Chen S., Luo J. Hu M. Lai K. Geng P. Huang H. (2012e). Enhancement of cypermethrin degradation by a coculture of Bacillus cereus ZH-3 and Streptomyces aureus HP-S-01. Bioresour. Technol. 110 97– 104. 10.1016/j.biortech.2012.01.106 22326328 · DOI
  35. Chen S. Chang C. Deng Y. An S. Dong Y. H. Zhou J. (2014). Fenpropathrin biodegradation pathway in Bacillus sp. DG-02 and its potential for bioremediation of pyrethroid-contaminated soils. J. Agric. Food Chem. 62 2147– 2157. 10.1021/jf404908j 24576059 · DOI
  36. Chen S. Deng Y. Chang C. Lee J. Cheng Y. Cui Z. (2015). Pathway and kinetics of cyhalothrin biodegradation by Bacillus thuringiensis strain ZS-19. Sci. Rep. 5: 8784. 10.1038/srep08784 25740758 PMC4350101 · DOI
  37. Chen S. Dong Y. H. Chang C. Deng Y. Zhang X. F. Zhong G. (2013a). Characterization of a novel cyfluthrin-degrading bacterial strain Brevibacterium aureum and its biochemical degradation pathway. Bioresour. Technol. 132 16– 23. 10.1016/j.biortech.2013.01.002 23395753 · DOI · Paper page
  38. Chen S. Lin Q. Xiao Y. Deng Y. Chang C. Zhong G. (2013b). Monooxygenase, a novel beta-cypermethrin degrading enzyme from Streptomyces sp. PLoS One 8: e75450. 10.1371/journal.pone.0075450 24098697 PMC3787105 · DOI
  39. Chen S. Hu M. Liu J. Zhong G. Yang L. Rizwan-ul-Haq M. (2011a). Biodegradation of beta-cypermethrin and 3-phenoxybenzoic acid by a novel Ochrobactrum lupini DG-S-01. J. Hazard. Mater. 187 433– 440. 10.1016/j.jhazmat.2011.01.049 21282001 · DOI
  40. Chen S. Hu Q. Hu M. Luo J. Weng Q. Lai K. (2011b). Isolation and characterization of a fungus able to degrade pyrethroids and 3-phenoxybenzaldehyde. Bioresour. Technol. 102 8110– 8116. 10.1016/j.biortech.2011.06.055 21727000 · DOI
  41. Chen S. Lai K. Li Y. Hu M. Zhang Y. Zeng Y. (2011c). Biodegradation of deltamethrin and its hydrolysis product 3-phenoxybenzaldehyde by a newly isolated Streptomyces aureus strain HP-S-01. Appl. Microbiol. Biotechnol. 90 1471– 1483. 10.1007/s00253-011-3136-3 21327411 · DOI
  42. Chen S. Yang L. Hu M. Liu J. (2011d). Biodegradation of fenvalerate and 3-phenoxybenzoic acid by a novel Stenotrophomonas sp. strain ZS-S-01 and its use in bioremediation of contaminated soils. Appl. Microbiol. Biotechnol. 90 755– 767. 10.1007/s00253-010-3035-z 21184062 · DOI
  43. Chen S. Zhan H. (2019). “ Biodegradation of synthetic pyrethroid insecticides,” in Microbial Metabolism of Xenobiotic Compounds, ed. Arora P. K. (Singapore: Springer Nature), 10.1007/978-981-13-7462-3_11 · DOI
  44. Chien J. M. Liang W. Z. Liao W. C. Kuo C. C. Chou C. T. Hao L. J. (2019). Ca2+ movement and cytotoxicity induced by the pyrethroid pesticide bifenthrin in human prostate cancer cells. Hum. Exp. Toxicol. 10.1177/0960327119855129 [Epub ahead of print]. 31204517 · DOI
  45. Chrustek A. Hołyńska-Iwan I. Dziembowska I. Bogusiewicz J. Wróblewski M. Cwynar A. (2018). Current research on the safety of pyrethroids used as insecticides. Medicina 54: 61. 10.3390/medicina54040061 30344292 PMC6174339 · DOI
  46. Corcellas C. Feo M. L. Torres J. P. Malm O. Ocampo-Duque W. Eljarrat E. (2012). Pyrethroids in human breast milk: occurrence and nursing daily intake estimation. Environ. Int. 47 17– 22. 10.1016/j.envint.2012.05.007 22717642 · DOI
  47. Crow J. A. Borazjani A. Potter P. M. Ross M. K. (2007). Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases. Toxicol. Appl. Pharmacol. 221 1– 12. 10.1016/j.taap.2007.03.002 17442360 PMC2692260 · DOI
  48. Cycoń M. Piotrowska-Seget Z. (2016). Pyrethroid-degrading microorganisms and their potential for the bioremediation of contaminated soils: a review. Front. Microbiol. 7: 1463. 10.3389/fmicb.2016.01463 27695449 PMC5023672 · DOI
  49. Cycoń M. Żmijowska A. Piotrowska-Seget Z. (2014). Enhancement of deltamethrin degradation by soil bioaugmentation with two different strains of Serratia marcescens. Int. J. Environ. Sci. Technol. 11 1305– 1316. 10.1007/s13762-013-0322-0 · DOI
  50. Dalsager L. Larsen B. F. Bilenberg N. Jensen T. K. Nielson F. Kyhl H. B. (2019). Maternal urinary concentrations of pyrethroid and chlorpyrifos metabolites and attention deficit hyperactivity disorder (ADHD) symptoms in 2-4-year-old children from the odense child cohort. Environ. Res. 176: 108533. 10.1016/j.envres.2019.108533 31229776 · DOI
  51. Dehmel U. Engesser K. H. Timmis K. N. Dwyer D. F. (1995). Cloning, nucleotide sequence, and expression of the gene encoding a novel dioxygenase involved in metabolism of carboxydiphenyl ethers in Pseudomonas pseudoalcaligenes strain POB310. Arch. Microbiol. 163 35– 41. 10.1007/s002030050168 7710319 · DOI
  52. Delpuech J. M. Dupont C. Allemand R. (2012). Effects of deltamethrin on the specific discrimination of sex pheromones in two sympatric Trichogramma species. Ecotoxicol. Environ. Saf. 84 32– 38. 10.1016/j.ecoenv.2012.06.007 22885055 · DOI
  53. Deng W. Lin D. Yao K. Yuan H. Wang Z. Li J. (2015). Characterization of a novel β-cypermethrin-degrading Aspergillus niger YAT strain and the biochemical degradation pathway of β-cypermethrin. Appl. Microbiol. Biotechnol. 99 8187– 8198. 10.1007/s00253-015-6690-2 26022858 · DOI
  54. Dereumeaux C. Saoudi A. Goria S. Wagner V. Chanel P. D. C. Pecheux M. (2018). Urinary levels of pyrethroid pesticides and determinants in pregnant French women from the Elfe cohort. Environ. Int. 119 89– 99. 10.1016/j.envint.2018.04.042 29944988 · DOI
  55. Ensley S. M. (2018). Pyrethrins and pyrethroids: veterinary toxicology. Basic Clin. Princ. 39 515– 520. 10.1016/B978-0-12-811410-0.00039-8 · DOI
  56. Fai P. B. A. Kinfack J. S. T. Towa Y. J. T. (2017). Acute effects of binary mixtures of Type II pyrethroids and organophosphate insecticides on Oreochromis niloticus. Ecotoxicology 26 889– 901. 10.1007/s10646-017-1819-y 28593348 · DOI
  57. Fan X. Liu X. Huang R. Liu Y. (2012). Identification and characterization of a novel thermostable pyrethroid-hydrolyzing enzyme isolated through metagenomic approach. Microb. Cell Fact. 11: 33. 10.1186/1475-2859-11-33 22409882 PMC3317823 · DOI
  58. Fuchs G. Boll M. Heider J. (2011). Microbial degradation of aromatic compounds — from one strategy to four. Nat. Rev. Microbiol. 9 803– 816. 10.1038/nrmicro2652 21963803 · DOI
  59. Furihata S. Kasai A. Hidaka K. Ikegami M. Ohnishi H. Goka K. (2019). Ecological risks of insecticide contamination in water and sediment around off-farm irrigated rice paddy fields. Environ. Pollut. 251 628– 638. 10.1016/j.envpol.2019.05.009 31108296 · DOI
  60. Gajendiran A. Abraham J. (2018). An overview of pyrethroid insecticides. Front. Biol. 13: 79– 90. 10.1007/s11515-018-1489-z · DOI
  61. Gammon D. W. Liu Z. Chandrasekaran A. El-Naggar S. F. Kuryshev Y. A. Jackson S. (2019). Pyrethroid neurotoxicity studies with bifenthrin indicate a mixed Type I/II mode of action. Pest Manag. Sci. 75 1190– 1197. 10.1002/ps.5300 30548793 PMC6590159 · DOI
  62. Gangola S. Joshi S. Kumar S. Pandey S. (2019). “ Comparative analysis of fungal and bacterial enzymes in biodegradation of xenobiotic compounds,” in Smart Bioremediation Technologies, (Cambridge, MA: Academic Press), 169– 189. 10.1016/B978-0-12-818307-6.00010-X · DOI
  63. Gangola S. Sharma A. Bhatt P. Khati P. Chaudhary P. (2018). Presence of esterase and laccase in Bacillus subtilis facilitates biodegradation and detoxification of cypermethrin. Sci. Rep. 8: 12755. 10.1038/s41598-018-31082-5 30143738 PMC6109164 · DOI
  64. Ghazouani L. Feriani A. Mufti A. Tir M. Baaziz I. Mansour H. B. (2019). Toxic effect of alpha cypermethrin, an environmental pollutant, on myocardial tissue in male wistar rats. Environ. Sci. Pollut. Res. Int. 10.1007/s11356-019-05336-2 [Epub ahead of print]. 31119542 · DOI
  65. Giddings J. M. Barber I. Warren-Hicks W. (2009). Comparative aquatic toxicity of the pyrethroid insecticide lambda-cyhalothrin and its resolved isomer gamma-cyhalothrin. Ecotoxicology 18 239– 249. 10.1007/s10646-008-0277-y 19015981 · DOI
  66. Giddings J. M. Wirtz J. Campana D. Dobbs M. (2019). Derivation of combined species sensitivity distributions for acute toxicity of pyrethroids to aquatic animals. Ecotoxicology 28 242– 250. 10.1007/s10646-019-02018-0 30758727 · DOI
  67. Gong T. Xu X. Dang Y. Kong A. Wu Y. Liang P. (2018). An engineered Pseudomonas putida can simultaneously degrade organophosphates, pyrethroids and carbamates. Sci. Total Environ. 628- 629 1258– 1265. 10.1016/j.scitotenv.2018.02.143 30045547 · DOI
  68. Grant R. J. Daniell T. J. Betts W. B. (2002). Isolation and identification of synthetic pyrethroid-degrading bacteria. J. Appl. Microbiol. 92 534– 540. 10.1046/j.1365-2672.2002.01558.x 11872130 · DOI
  69. Guo P. Wang B. Hang B. J. Li L. Ali S. W. He J. (2009). Pyrethroid-degrading Sphingobium sp. JZ-2 and the purification and characterization of a novel pyrethroid hydrolase. Int. Biodeterior. Biodegrad. 63 1107– 1112. 10.1016/j.ibiod.2009.09.008 · DOI
  70. Gupta S. Bhatt P. Chaturvedi P. (2018). Determination and quantification of asiaticoside in endophytic fungus from Centella asiatica (L.) Urban. World J. Microbiol. Biotechnol. 34: 111. 10.1007/s11274-018-2493-9 29980864 · DOI
  71. Harms H. Schlosser D. Wick L. Y. (2011). Untapped potential: exploiting fungi in bioremediation of hazardous chemicals. Nat. Rev. Microbiol. 9 177– 192. 10.1038/nrmicro2519 21297669 · DOI · Paper page
  72. He B. Wang X. Zhu J. Kong B. Wei L. Jin Y. (2019). Autophagy protects murine macrophages from β-cypermethrin-induced mitochondrial dysfunction and cytotoxicity via the reduction of oxidation stress. Environ. Pollut. 250 416– 425. 10.1016/j.envpol.2019.04.044 31026688 · DOI
  73. Heidari R. Devonshire A. L. Campbell B. E. Dorrian S. J. Oakeshott J. G. Russell J. R. (2005). Hydrolysis of pyrethroids by carboxylesterases from Lucilia cuprina and Drosophila melanogaster with active sites modified by in vitro mutagenesis. Insect. Biochem. Mol. Biol. 35 597– 609. 10.1016/j.ibmb.2005.02.018 15857765 · DOI
  74. Hongsibsong S. Prapamontol T. Dong J. X. Bever C. S. Xu Z. L. Gee S. J. (2019). Exposure of consumers and farmers to organophosphate and synthetic pyrethroid insecticides in Northern Thailand. J. Consum. Protec. Food Saf. 14 17– 23. 10.1007/s00003-019-01207-7 · DOI
  75. Hu G. P. Zhao Y. Song F. Q. Liu B. Vasseur L. Douglas C. (2014). Isolation, identification and cyfluthrin-degrading potential of a novel Lysinibacillus sphaericus strain, FLQ-11-1. Res. Microbiol. 165 110– 118. 10.1016/J.RESMIC.2013.11.003 24287233 · DOI
  76. Hu W. Lu Q. Zhong G. Hu M. Yi X. (2019). Biodegradation of pyrethroids by a hydrolyzing carboxylesterase EstA from Bacillus cereus BCC01. Appl. Sci. 9: 477 10.3390/app9030477 · DOI
  77. Hu Y. Beach J. Raymer J. Gardner M. (2004). Disposable diaper to collect urine samples from young children for pyrethroid pesticide studies. J. Expo. Anal. Environ. Epidemiol. 14 378– 384. 10.1038/sj.jea.7500334 15361896 · DOI
  78. Huang H. Ottea J. A. (2004). Development of pyrethroid substrates for esterases associated with pyrethroid resistance in the tobacco budworm, Heliothis virescens (F.). J. Agric. Food Chem. 52 6539– 6545. 10.1021/jf0493472 15479020 · DOI
  79. Ila H. B. Topaktas M. Rencuzogullari E. Kayraldiz A. Donbak L. Daglioglu Y. K. (2008). Genotoxic potential of cyfluthrin. Mutat. Res. Genet. Toxicol. Environ. Mutagen. 656 49– 54. 10.1016/j.mrgentox.2008.07.005 18692594 · DOI
  80. Ismail M. F. Mohamed H. M. (2012). Deltamethrin-induced genotoxicity and testicular injury in rats: comparison with biopesticide. Food Chem. Toxicol. 50 3421– 3425. 10.1016/j.fct.2012.07.060 22889898 · DOI
  81. Jin Y. Liu J. Wang L. Chen R. Zhou C. Yang Y. (2012). Permethrin exposure during puberty has the potential to enantioselectively induce reproductive toxicity in mice. Environ. Int. 42 144– 151. 10.1016/j.envint.2011.05.020 21745691 · DOI
  82. Kalwasinska A. Kesy J. Wilk I. Donderski W. (2011). Neustonic versus epiphytic bacteria of eutrophic lake and their biodegradation ability on deltamethrin. Biodegradation 22 699– 707. 10.1007/s10532-010-9414-4 20862526 PMC3104139 · DOI
  83. Kamai E. M. McElrath T. F. Ferguson K. K. (2019). Fetal growth in environmental epidemiology: mechanisms, limitations, and a review of associations with biomarkers of non-persistent chemical exposures during pregnancy. Environ. Health. 18: 43. 10.1186/s12940-019-0480-8 31068204 PMC6505101 · DOI
  84. Kamita S. G. Mulligan S. Cornell A. J. Hammock B. D. (2016). Quantification of GST and esterase activities in pyrethrin-resistant mosquitoes using pyrethroid-like fluorescent substrates. Int. J. Pest. Manag. 62 276– 283. 10.1080/09670874.2016.1175685 28736488 PMC5516934 · DOI
  85. Kaur P. Yadav G. S. Chauhan R. Kumari B. (2011). Persistence of cypermethrin and decamethrin residues in/on brinjal fruits. Bull. Environ. Contam. Toxicol. 87 693– 698. 10.1007/s00128-011-0395-8 21947500 · DOI
  86. Kocaman A. Y. Topaktaş M. (2009). The in vitro genotoxic effects of a commercial formulation of α-cypermethrin in human peripheral blood lymphocytes. Environ. Mol. Mutagen. 50 27– 36. 10.1002/em.20434 19031422 · DOI
  87. Kondo M. Miyata K. Nagahori H. Sumida K. Osimitz T. G. Cohen S. M. (2019). Involvement of peroxisome proliferator-activated receptor-alpha in liver tumor production by permethrin in the female mouse. Toxicol. Sci. 168 572– 596. 10.1093/toxsci/kfz012 30629241 · DOI
  88. Kuivila K. M. Hladik M. L. Ingersoll C. G. Kemble N. E. Moran P. W. Calhoun D. L. (2012). Occurrence and potential sources of pyrethroid insecticides in stream sediments from seven U.S. metropolitan areas. Environ. Sci. Technol. 46 4297– 4303. 10.1021/es2044882 22455560 · DOI
  89. Lan W. S. Gu J. D. Zhang J. L. Shen B. C. Jiang H. Mulchandani A. (2006). Coexpression of two detoxifying pesticide-degrading enzymes in a genetically engineered bacterium. Int. Biodeterior. Biodegrad. 58 70– 76. 10.1016/j.ibiod.2006.07.008 · DOI
  90. Lauretta R. Sansone A. Sansone M. Romanelli F. Appetecchia M. (2019). Endocrine disrupting chemicals: effects on endocrine glands. Front. Endocrinol. 10: 178 10.3389/fendo.2019.00178 PMC6448049 30984107 · DOI
  91. Lee Y. S. Lee J. H. Hwang E. J. Lee H. J. Kim J. H. Heo J. B. (2016). Characterization of biological degradation cypermethrin by Bacillus amyloliquefaciens AP01 Bacillus amyloliiquefaciens AP01. J. Appl. Biol. Chem. 59 9– 12. 10.3839/jabc.2016.003 · DOI
  92. Li G. Wang K. Liu Y. (2008). Molecular cloning and characterization of a novel pyrethroid-hydrolyzing esterase originating from the Metagenome. Microb. Cell Fact. 7: 38. 10.1186/1475-2859-7-38 19116015 PMC2657102 · DOI
  93. Li Y. Liu J. Lu M. Ma Z. Cai C. Wang Y. (2016). Bacterial expression and kinetic analysis of carboxylesterase 001D from Helicoverpa armigera. Int. J. Mol. Sci. 17: 493. 10.3390/ijms17040493 27049381 PMC4848949 · DOI
  94. Li Y. Wang X. Toms L. M. L. He C. Hobson P. Sly P. D. (2019). Pesticide metabolite concentrations in Queensland pre-schoolers – exposure trends related to age and sex using urinary biomarkers. Environ. Res. 176: 108532. 10.1016/j.envres.2019.108532 31226627 · DOI
  95. Li Z. Zhang Z. Zhang L. Leng L. (2009). Chemosphere isomer- and enantioselective degradation and chiral stability of fenpropathrin and fenvalerate in soils. Chemosphere 76 509– 516. 10.1016/j.chemosphere.2009.03.015 19356782 · DOI
  96. Liang W. Q. Wang Z. Y. Li H. Wu P. C. Hu J. M. Luo N. (2005). Purification and characterization of a novel pyrethroid hydrolase from Aspergillus niger ZD11. J. Agric. Food Chem. 53 7415– 7420. 10.1021/jf051460k 16159167 · DOI
  97. Ligocki I. Y. Munson A. Farrar V. Viernes R. Sih A. Connon R. E. (2019). Environmentally relevant concentrations of bifenthrin affect the expression of estrogen and glucocorticoid receptors in brains of female western mosquitofish. Aquat. Toxicol. 209 121– 131. 10.1016/j.aquatox.2018.12.001 30769158 · DOI
  98. Lin Q. S. Chen S. H. Hu M. Y. Ul Haq M. R. Yang L. Li H. (2011). Biodegradation of cypermethrin by a newly isolated actinomycetes HU-S-01 from wastewater sludge. Int. J. Environ. Sci. Technol. 8 45– 56. 10.1007/BF03326194 · DOI
  99. Liu C. H. Pan J. Ye Q. Xu J. H. (2013). Enzymatic production of Cilastatin intermediate via highly enantioselective hydrolysis of methyl (±)-2,2-dimethylcyclopropane carboxylate using newly isolated Rhodococcus sp. ECU1013. Appl. Microbiol. Biotechnol. 97 7659– 7667. 10.1007/s00253-013-5038-z 23807665 · DOI
  100. Liu W. Gan J. Schlenk D. Jury W. A. (2005). Enantioselectivity in environmental safety of current chiral insecticides. Proc. Natl. Acad. Sci. U.S.A. 102 701– 706. 10.1073/pnas.0408847102 15632216 PMC545578 · DOI
  101. Liu X. Liang M. Liu Y. Fan X. (2017). Directed evolution and secretory expression of a pyrethroid-hydrolyzing esterase with enhanced catalytic activity and thermostability. Microb. Cell Fact. 16: 81. 10.1186/s12934-017-0698-5 28490329 PMC5425977 · DOI
  102. Lu C. Barr D. B. Pearson M. A. Walker L. A. Bravo R. (2009). The attribution of urban and suburban children’s exposure to synthetic pyrethroid insecticides: a longitudinal assessment. J. Expo. Sci. Environ. Epidemiol. 19 69– 78. 10.1038/jes.2008.49 18766203 · DOI
  103. Lu X. (2013). Enantioselective effect of bifenthrin on antioxidant enzyme gene expression and stress protein response in PC12 cells. J. Appl. Toxicol. 33 586– 592. 10.1002/jat.1774 22718203 · DOI
  104. Lu Z. Gan J. Cui X. Moreno L. D. Lin K. (2019). Understanding the bioavailability of pyrethroids in the aquatic environment using chemical approaches. Environ. Int. 129 194– 207. 10.1016/j.envint.2019.05.035 31129496 · DOI
  105. Luo X. Zhang D. Zhou X. Du J. Zhang S. Liu Y. (2018). Cloning and characterization of a pyrethroid pesticide decomposing esterase gene, Est3385, from Rhodopseudomonas palustris PSB-S. Sci. Rep. 8: 7384. 10.1038/s41598-018-25734-9 29743662 PMC5943319 · DOI
  106. Luo X. Zhang D. Zhou X. Zhnag S. Liu Y. (2019). Biodegradation of fenpropathrin by Rhodopseudomonas sp. strain PSB07-21 cultured under three different growth modes. J. Basic Microbiol. 59 591– 598. 10.1002/jobm.201800490 30900743 · DOI
  107. Maloney S. E. Maule A. Smith A. R. (1988). Microbial transformation of the pyrethroid insecticides: permethrin, deltamethrin, fastac, fenvalerate, and fluvalinate. Appl. Environ. Microbiol. 54 2874– 2876. 3145715 PMC204391
  108. Maloney S. E. Maule A. Smith A. R. W. (1993). Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus. Appl. Environ. Microbiol. 59 2007– 2013. 8357241 PMC182228
  109. Maqbool Z. Hussain S. Imran M. Mahmood F. Shahzad T. Ahmed Z. (2016). Perspectives of using fungi as bioresource for bioremediation of pesticides in the environment: a critical review. Environ. Sci. Pollut. Res. 23 16904– 16925. 10.1007/s11356-016-7003-8 27272922 · DOI
  110. Mense S. M. Sengupta A. Lan C. Zhou M. Bentsman G. Volsky D. J. (2006). The common insecticides cyfluthrin and chlorpyrifos alter the expression of a subset of genes with diverse functions in primary human astrocytes. Toxicol. Sci. 93 125– 135. 10.1093/toxsci/kfl046 16790487 · DOI
  111. Mestre A. P. Amavet P. S. Vanzetti A. I. Moleón M. S. Parachú Marcó M. V. Poletta G. L. (2019). Effects of cypermethrin (pyrethroid), glyphosate and chlorpyrifos (organophosphorus) on the endocrine and immune system of Salvator merianae (Argentine tegu). Ecotoxicol. Environ. Saf. 169 61– 67. 10.1016/j.ecoenv.2018.10.057 30419507 · DOI
  112. Morales M. M. Cutillas V. Alba A. R. F. (2019). Supercritical fluid chromatography and gas chromatography coupled to tandem mass spectrometry for the analysis of pyrethroids in vegetable matrices: a comparative study. J. Agric. Food. Chem. 10.1021/acs.jafc.9b00732 [Epub ahead of print]. 31062971 · DOI
  113. Morgan M. K. MacMillan D. K. Zehr D. Sobus J. R. (2018). Pyrethroid insecticides and their environmental degradates in repeated duplicate-diet solid food samples of 50 adults. J. Expo. Sci. Environ. Epidemiol. 28 40– 45. 10.1038/jes.2016.69 27966670 PMC6084439 · DOI
  114. Mukherjee I. Mittal A. (2007). Dissipation of β-cyfluthrin by two fungi Aspergillus nidulans var. dentatus and Sepedonium maheswarium. Toxicol. Environ. Chem. 89 319– 326. 10.1080/02772240601010089 · DOI
  115. Muzinic V. Ramic S. Zeljezic D. (2018). Chromosome missegregation and aneuploidy induction in human peripheral blood lymphocytes in vitro by low concentrations of chlorpyrifos, imidacloprid and α-cypermethrin. Environ. Mol. Mutagene 60 72– 84. 10.1002/em.22235 30264469 · DOI
  116. Nakagawa L. E. do Nascimento C. M. Coasta A. R. Pollato R. Papini S. (2019). Persistence of indoor permethrin and estimation of dermal and non-dietary exposure. J. Expos. Sci. Environ. Epidem. 10.1038/s41370-019-0132-7 [Epub ahead of print]. 30926895 · DOI
  117. Navarrete-Meneses M. D. P. Pérez-Vera P. (2019). Pyrethroid pesticide exposure and hematological cancer: epidemiological, biological and molecular evidence. Rev. Environ. Helath 34 197– 210. 10.1515/reveh-2018-0070 30903760 · DOI
  118. Nishi K. Huang H. Kamita S. G. Kim I. Morisseau C. Hammock B. D. (2006). Characterization of pyrethroid hydrolysis by the human liver carboxylesterases hCE-1 and hCE-2. Arch. Biochem. Biophys. 2445 115– 123. 10.1016/j.abb.2005.11.005 16359636 PMC1444892 · DOI
  119. Paingankar M. Jain M. Deobagkar D. (2005). Biodegradation of allethrin, a pyrethroid insecticide, by an Acidomonas sp. Biotech. Lett. 27 1909– 1913. 10.1007/s10529-005-3902-3 16328989 · DOI
  120. Pan C. Liu Y. P. Li Y. F. Hu J. X. Zhang J. P. Wang H. M. (2012). Effects of cypermethrin on the ligand-independent interaction between androgen receptor and steroid receptor coactivator-1. Toxicology 299 160– 164. 10.1016/j.tox.2012.05.022 22664485 · DOI
  121. Paravani E. V. Simoniello M. F. Poletta G. L. Casco V. H. (2019). Cypermethrin induction of DNA damage and oxidative stress in zebrafish gill cells. Ecotoxicol. Environ. Saf. 173 1– 7. 10.1016/j.ecoenv.2019.02.004 30743075 · DOI
  122. Paravani E. V. Simoniello M. F. Poletta G. L. Zolessi F. R. Casco V. H. (2017). Cypermethrin: oxidative stress and genotoxicity in retinal cells of the adult zebrafish. Mutat. Res. Genet. Toxicol. Environ. Mutagen. 826 25– 32. 10.1016/j.mrgentox.2017.12.010 29412866 · DOI
  123. Piner P. Üner N. (2012). Oxidative and apoptotic effects of lambda-cyhalothrin modulated by piperonyl butoxide in the liver of Oreochromis niloticus. Environ. Toxicol. Pharmacol. 33 414– 420. 10.1016/j.etap.2012.01.001 22387602 · DOI
  124. Popovic A. Hai T. Tchigvintsev A. Hajighasemi M. Nocek B. Khusnutdinova A. N. (2017). Activity screening of environmental metagenomic libraries reveals novel carboxylesterase families. Sci. Rep. 7: 44103. 10.1038/srep44103 28272521 PMC5341072 · DOI
  125. Proctor S. P. Maule A. L. Heaton K. J. Cadarette B. S. Guerriere K. I. Haven C. C. (2019). Permethrin exposure from wearing fabric-treated military uniforms in high heat conditions under varying wear-time scenarios. J. Expo. Sci. Environ. Epidemiol. 10.1038/s41370-019-0120-y [Epub ahead of print]. 30728486 PMC7971189 · DOI
  126. Proudfoot A. T. (2005). Poisoning due to pyrethrins. Toxicol. Rev. 24 107– 113. 10.2165/00139709-200524020-00003 16180930 · DOI
  127. Qi X. Zheng M. Wu C. Wang G. Feng C. Zhou Z. (2012). Urinary pyrethroid metabolites among pregnant women in an agricultural area of the Province of Jiangsu. China. Int. J. Hyg. Environ. Health 215 487– 495. 10.1016/j.ijheh.2011.12.003 22218106 · DOI
  128. Qin S. Budd R. Bondarenko S. Liu W. Gan J. (2006). Enantioselective degradation and chiral stability of pyrethroids in soil and sediment. J. Agric. Food. Chem. 54 5040– 5045. 10.1021/jf060329p 16819914 · DOI
  129. Qin S. Gan J. (2006). Enantiomeric differences in permethrin degradation pathways in soil and sediment. J. Agric. Food Chem. 54 9145– 9151. 10.1021/jf061426l 17117803 · DOI
  130. Richardson J. R. Fitsanakis V. Westerink R. H. S. Kanthasamy A. G. (2019). Neurotoxicity of pesticides. Acta Neuropathol. 10.1300/J096v12n01_03 [Epub ahead of print]. 31197504 PMC6826260 · DOI
  131. Righi D. A. Palermo-Neto J. (2005). Effects of type II pyrethroid cyhalothrin on peritoneal macrophage activity in rats. Toxicology 212 98– 106. 10.1016/j.tox.2005.04.004 15905015 · DOI
  132. Romero A. Ramos E. Castellano V. Martínez M. A. Ares I. Martínez M. (2012). Cytotoxicity induced by deltamethrin and its metabolites in SH-SY5Y cells can be differentially prevented by selected antioxidants. Toxicol. Vitro 26 823– 830. 10.1016/j.tiv.2012.05.004 22634057 · DOI
  133. Ross M. K. Borazjani A. Edwards C. C. Potter P. M. (2006). Hydrolytic metabolism of pyrethroids by human and other mammalian carboxylesterases. Biochem. Pharmacol. 71 657– 669. 10.1016/j.bcp.2005.11.020 16387282 · DOI
  134. Saikia N. Das S. K. Patel B. K. C. Niwas R. Singh A. (2005). Biodegradation of beta-cyfluthrin by Pseudomonas stutzeri strain S1. Biodegradation 16 581– 589. 10.1007/s10532-005-0211-4 15865349 · DOI
  135. Saikia N. Gopal M. (2004). Biodegradation of β-Cyfluthrin by Fungi. J. Agric. Food Chem. 52 1220– 1223. 10.1021/jf0349580 14995124 · DOI
  136. Sakamoto H. Sakai E. Fumimoto R. Yamaguchi Y. Fukuma Y. Nishishita K. (2012). Deltamethrin inhibits osteoclast differentiation via regulation of heme oxygenase-1 and NFATc1. Toxicol. Vitro 26 817– 822. 10.1016/j.tiv.2012.05.005 22634059 · DOI
  137. Segura M. E. C. Arroyo S. G. Eslava J. C. Valenzuela C. M. Vazquez L. H. M. Lopez M. S. (2018). In vitro cytotoxicity and genotoxicity of Furia®180 SC (zeta-cypermethrin) and Bulldock 125SC (β-cyfluthrin) pyrethroid insecticides in human peripheral blood lymphocytes. Toxicol. Mech. Methods 28 268– 278. 10.1080/15376516.2017.1402977 29129129 · DOI
  138. Selvam A. D. G. Thatheyus A. J. Vidhya R. (2013). Biodegradation of the synthetic pyrethroid, fenvalerate by Pseudomonas viridiflava. Am. J. Microbiol. Res. 1 32– 38. 10.12691/ajmr-1-2-4 · DOI
  139. Sharma D. Singh S. B. (2012). Persistence of bifenthrin in sandy loam soil as affected by microbial community. Bull. Environ. Contam. Toxicol. 88 906– 908. 10.1007/s00128-012-0618-7 22476257 · DOI
  140. Sogorb M. A. Vilanova E. (2002). Enzymes involved in the detoxification of organophosphorus, carbamate and pyrethroid insecticides through hydrolysis. Toxicol. Lett. 128 215– 228. 10.1016/S0378-4274(01)00543-4 11869832 · DOI
  141. Song H. Zhou Z. Liu Y. Deng S. Xu H. (2015). Kinetics and mechanism of Fenpropathrin biodegradation by a newly isolated Pseudomonas aeruginosa sp. strain JQ-41. Curr. Microbiol. 71 326– 332. 10.1007/s00284-015-0852-4 26068594 · DOI
  142. Starks S. E. Gerr F. Kamel F. Lynch C. F. Alavanja M. C. Sandler D. P. (2012). High pesticide exposure events and central nervous system function among pesticide applicators in the agricultural health study. Int. Arch. Occup. Environ. Health 85 505– 515. 10.1007/s00420-011-0694-8 21927986 PMC3595011 · DOI
  143. Strungaru S. A. Plavan G. Ciobica A. Nicoara A. Robea M. A. Solcan C. (2019). Toxicity and chronic effects of deltamethrin exposure on zebrafish (Danio rerio) as a reference model for freshwater fish community. Ecotoxicol. Environ. Saf. 171 854– 862. 10.1016/j.ecoenv.2019.01.057 30660979 · DOI
  144. Sullivan K. M. Poffley A. Funkhouser S. Driver J. Ross J. Ospina M. (2019). Bioabsorption and effectiveness of long-lasting permethrin-treated uniforms over three months among North Carolina outdoor workers. Parasit. Vectors 12 2– 9. 10.1186/s13071-019-3314-1 30674346 PMC6343280 · DOI
  145. Sundaram S. Das M. T. Thakur I. S. (2013). Biodegradation of cypermethrin by Bacillus sp. in soil microcosm and in-vitro toxicity evaluation on human cell line. Int. Biodeterior. Biodegr. 77 39– 44. 10.1016/j.ibiod.2012.11.008 · DOI
  146. Tallur P. N. Megadi V. B. Ninnekar H. Z. (2008). Biodegradation of cypermethrin by Micrococcus sp. strain CPN 1. Biodegradation 19 77– 82. 10.1007/s10532-007-9116-8 17431802 · DOI
  147. Tang A. X. Liu H. Liu Y. Y. Li Q. Y. Qing Y. M. (2017). Purification and characterization of a novel β-cypermethrin-degrading aminopeptidase from Pseudomonas aeruginosa GF31. J. Agric. Food Chem. 65 9412– 9418. 10.1021/acs.jafc.7b03288 29035041 · DOI
  148. Tang J. Hu Q. Liu B. Lei D. Chen T. T. Sun Q. (2019). Efficient biodegradation of 3-phenoxybenzoic acid and pyrethroid pesticides by a novel strain Klebsiella pneumoniae BPBA052. Can. J. Microbiol. 10.1007/s00253-010-3035-z [Epub ahead of print]. 31238002 · DOI
  149. Tang W. Wang D. Wang J. Wu Z. Li L. Huang M. (2018). Pyrethroid pesticide residues in the global environment: an overview. Chemosphere 191 990– 1007. 10.1016/j.chemosphere.2017.10.115 29145144 · DOI
  150. Tendulkar M. Kulkarni A. (2012). Cypermethrin-induced toxic effect on glycogen metabolism in estuarine clam, Marcia opima (Gmelin, 1791) of Ratnagiri coast, Maharashtra. J. Toxicol. 2012 9– 11. 10.1155/2012/576804 22577376 PMC3345245 · DOI
  151. Thatheyus A. J. Selvam A. D. G. (2013). Synthetic pyrethroids: toxicity and biodegradation. Appl. Ecol. Environ. Sci. 1 33– 36. 10.12691/aees-1-3-2 · DOI
  152. Toppw E. Akhtar M. H. (1991). Identification and characterization of a Pseudomonas strain capable of metabolizing phenoxybenzoatest. Appl. Environ. Microbiol. 57 1294– 1300. 16348477 PMC182945
  153. Toshima H. Suzuki Y. Imai K. Yoshinaga J. Shiraishi H. Mizumoto Y. (2012). Endocrine disrupting chemicals in urine of Japanese male partners of subfertile couples: a pilot study on exposure and semen quality. Int. J. Hyg. Environ. Health 215 502– 506. 10.1016/j.ijheh.2011.09.005 21958682 · DOI
  154. Touylia S. Ali M. Abdellhafidh K. Bejaoui M. (2019). Permethrin induced oxidative stress and neurotoxicity on the freshwater beetle Laccophilus minutus. Chem. Ecol. 35 459– 471. 10.1080/02757540.2019.1567718 · DOI
  155. Ullah S. Li Z. Zuberi A. Zain M. A. U. Mirza M. F. A. B. (2019). Biomarkers of pyrethroid toxicity in fish. Environ. Chem. Lett. 17 945– 973. 10.1007/s10311-018-00852-y · DOI
  156. Vasquez M. E. Holstege D. M. Tjeerdema R. S. (2011). Aerobic versus Anaerobic Microbial degradation of etofenprox in a California rice field soil. J. Agric. Food Chem. 59 2486– 2492. 10.1021/jf1037773 21351774 · DOI
  157. Wang B. Guo P. Hang B. Li L. He J. Wang B. (2009). Cloning of a novel pyrethroid-hydrolyzing carboxylesterase gene from Sphingobium sp. strain JZ-1. Appl. Environ. Microbiol. 75 5496– 5500. 10.1128/AEM.01298-09 19581484 PMC2737939 · DOI
  158. Wang B. Z. Ma Y. Zhou W. Y. Zheng J. W. Zhu J. C. He J. (2011). Biodegradation of synthetic pyrethroids by Ochrobactrum tritici strain pyd-1. World J. Microbiol. Biotechnol. 27 2315– 2324. 10.1007/s11274-011-0698-2 · DOI
  159. Wang C. Chen Q. Wang R. Shi Chao Yan X. Jian H. (2014). A novel angular dioxygenase gene cluster encoding 3-phenoxybenzoate 1,2-dioxygenase in Sphingobium wenxiniae JZ-1. Appl. Environ. Microbiol. 80 3811– 3818. 10.1128/AEM.00208-14 24747891 PMC4054222 · DOI
  160. Wang C. Zhang Q. Zhang X. F. Liu J. Liu W. P. (2010). Understanding the endocrine disruption of chiral pesticides: the enantioselectivity in estrogenic activity of synthetic pyrethroids. Sci. China Chem. 53 1003– 1009. 10.1007/s11426-010-0143-7 20097460 · DOI
  161. Wang D. Zou L. Jin Q. Hou J. Ge G. Yang L. (2018). Human carboxylesterases: a comprehensive review. Acta Pharm. Sin. B 8 699– 712. 10.1016/j.apsb.2018.05.005 30245959 PMC6146386 · DOI
  162. Wang T. Hu C. Zhang R. Sun A. Li D. Shi X. (2019). Mechanism study of cyfluthrin biodegradation by Photobacterium ganghwense with comparative metabolomics. Appl. Microbiol. Biotechnol. 103 473– 488. 10.1007/s00253-018-9458-7 30374672 · DOI
  163. Wei B. Mohan K. R. Weisel C. P. (2012). Exposure of flight attendants to pyrethroid insecticides on commercial flights: urinary metabolite levels and implications. Int. J. Hyg. Environ. Health 215 465– 473. 10.1016/j.ijheh.2011.08.006 21937269 PMC3299936 · DOI
  164. Williams R. L. Bernard C. E. Krieger R. I. (2003). Human exposure to indoor residential cyfluthrin residues during a structured activity program. J. Expo. Anal. Environ. Epidemiol. 13 112– 119. 10.1038/sj.jea.7500257 12679791 · DOI
  165. Wolansky M. J. Harrill J. A. (2008). Neurobehavioral toxicology of pyrethroid insecticides in adult animals: a critical review. Neurotoxicol. Teratol. 30 55– 78. 10.1016/j.ntt.2007.10.005 18206347 · DOI
  166. Wu P. C. Liu Y. H. Wang Z. Y. Zhang X. Y. Li H. Liang W. Q. (2006). Molecular cloning, purification, and biochemical characterization of a novel pyrethroid-hydrolyzing esterase from Klebsiella sp. strain ZD112. J. Agric. Food Chem. 54 836– 842. 10.1021/jf052691u 16448191 · DOI
  167. Xiao Y. Chen S. Gao Y. Hu W. Hu M. Zhong G. (2015). Isolation of a novel beta-cypermethrin degrading strain Bacillus subtilis BSF01 and its biodegradation pathway. Appl. Microbiol. Biotechnol. 99 2849– 2859. 10.1007/s00253-014-6164-y 25398281 · DOI
  168. Xie W. J. Zhou J. M. Wang H. Y. Chen X. Q. (2008). Effect of nitrogen on the degradation of cypermethrin and its metabolite 3-phenoxybenzoic acid in soil. Pedosphere 18 638– 644. 10.1016/S1002-0160(08)60058-2 · DOI
  169. Xu H. Li W. Schilmiller A. L. Eekelen H. V. de Vos R. C. H. de Vos R. C. H. (2019). Pyrethric acid of natural pyrethrin insecticide: complete pathway elucidation and reconstitution in Nicotiana benthamiana. New Phytol. 223 751– 765. 10.1111/nph.15821 30920667 · DOI
  170. Yang J. Feng Y. Zhan H. Liu J. Yang F. Zhang K. (2018). Characterization of a pyrethroid-degrading Pseudomonas fulva strain P31 and biochemical degradation pathway of D-phenothrin. Front. Microbiol. 9: 1003. 10.3389/fmicb.2018.01003 29867894 PMC5964208 · DOI
  171. Yang Y. Ghatge S. Hur H. G. (2019). Characterization of a novel thermostable carboxylesterase from thermoalkaliphilic bacterium Bacillus thermocloaceae. Biosci. Biochem. Biotech. 83 882– 891. 10.1080/09168451.2019.1574555 30739541 · DOI
  172. Yao G. Gao J. Zhang C. Jiang W. Wang P. Liu X. (2018). Enantioselective degradation of the chiral alpha-cypermethrin and detection of its metabolites in five plants. Environ. Sci. Pollut. Res. 26 1558– 1564. 10.1007/s11356-018-3594-6 30443721 · DOI
  173. Yu Y. L. Fang H. Wang X. Wu X. M. Shan M. Yu J. Q. (2006). Characterization of a fungal strain capable of degrading chlorpyrifos and its use in detoxification of the insecticide on vegetables. Biodegradation 17 487– 494. 10.1007/s10532-005-9020-z 16485084 · DOI
  174. Zartarian V. Xue J. Glen G. Smith L. Tulve N. Tornero-Velez R. (2012). Quantifying children’s aggregate (dietary and residential) exposure and dose to permethrin: application and evaluation of EPA’s probabilistic SHEDS-Multimedia model. J. Expo. Sci. Environ. Epidemiol. 22 267– 273. 10.1038/jes.2012.12 22434114 PMC3331623 · DOI
  175. Zhai Y. Li K. Song J. Shi Y. Yan Y. (2012). Molecular cloning, purification and biochemical characterization of a novel pyrethroid-hydrolyzing carboxylesterase gene from Ochrobactrum anthropi YZ-1. J. Hazard. Mater. 221– 222, 206– 212. 10.1016/j.jhazmat.2012.04.031 22579404 · DOI
  176. Zhan H. Wang H. Liao L. Feng Y. Fan X. Zhang L. (2018). Kinetics and novel degradation pathway of permethrin in Acinetobacter baumannii ZH-14. Front. Microbiol. 9: 98. 10.3389/fmicb.2018.00098 29456525 PMC5801723 · DOI
  177. Zhang C. Jia L. Wang S. Qu J. Li K. Xu L. (2010). Biodegradation of beta-cypermethrin by two Serratia spp. with different cell surface hydrophobicity. Bioresour. Technol. 101 3423– 3429. 10.1016/j.biortech.2009.12.083 20116237 · DOI
  178. Zhang C. Wang S. Yan Y. (2011). Isomerization and biodegradation of beta-cypermethrin by Pseudomonas aeruginosa CH7 with biosurfactant production. Bioresour. Technol. 102 7139– 7146. 10.1016/j.biortech.2011.03.086 21570279 · DOI
  179. Zhang S. Yin L. Liu Y. (2011). Cometabolic biotransformation of fenpropathrin by Clostridium species strain ZP3. Biodegradation 22 869– 875. 10.1007/s10532-010-9444-y 21181490 · DOI
  180. Zhang J. Zhu W. Zheng Y. Yang J. Zhu X. (2008). The antiandrogenic activity of pyrethroid pesticides cyfluthrin and β-cyfluthrin. Reprod. Toxicol. 25 491– 496. 10.1016/j.reprotox.2008.05.054 18586453 · DOI
  181. Zhang Q. Zhang Y. Du J. Zhao M. (2017). Environmentally relevant levels of λ-cyhalothrin, fenvalerate, and permethrin cause developmental toxicity and disrupt endocrine system in zebrafish (Danio rerio) embryo. Chemosphere 185 1173– 1180. 10.1016/j.chemosphere.2017.07.091 28772355 · DOI
  182. Zhang X. Hao X. Huo S. Lin W. Xia X. Liu K. (2019). Isolation and identification of the Raoultella ornithinolytica-ZK4 degrading pyrethroid pesticides within soil sediment from an abandoned pesticide plant. Arch. Microbiol. 1– 11. 10.1007/s00203-019-01686-0 [Epub ahead of print]. 31190085 PMC6790199 · DOI
  183. Zhao H. Geng Y. Chen L. Tao K. Hou T. (2013). Biodegradation of cypermethrin by a novel Catellibacterium sp. strain CC-5 isolated from contaminated soil. Can. J. Microbiol. 59 311– 317. 10.1139/cjm-2012-0580 23647343 · DOI
  184. Zhao J. Chi Y. Liu F. Jia D. Yao K. (2015). Effects of two surfactants and beta-cyclodextrin on beta-cypermethrin degradation by Bacillus licheniformis B-1. J. Agric. Food Chem. 63 10729– 10735. 10.1021/acs.jafc.5b04485 26615963 · DOI
  185. Zhao J. Chi Y. Liu F. Jia D. Yao K. (2016). Co-metabolic degradation of β-cypermethrin and 3-phenoxybenzoic acid by co-culture of Bacillus licheniformis B-1 and Aspergillus oryzae M-4. PLoS One 11: e0166796. 10.1371/journal.pone.0166796 27898684 PMC5127528 · DOI
  186. Zhao J. Chi Y. Liu F. Jia D. Yao K. (2018). Characterization of co-culturing microorganisms for simultaneous degradation of beta-cypermethrin and 3-phenoxybenzoic acid. Fresen. Environ. Bull. 27 4249– 4257. 10.1080/02757540.2019.1567718 · DOI
  187. Zhao J. Jia D. Du J. Chi Y. Yao K. (2019). Substrate regulation on co-metabolic degradation of β-cypermethrin by Bacillus licheniformis B-1. AMB Express 9: 83. 10.1186/s13568-019-0808-3 31190292 PMC6562013 · DOI
  188. Zhuang R. Chen H. Yao J. Li Z. Burnet J. E. Choi M. M. F. (2011). Impact of beta-cypermethrin on soil microbial community associated with its bioavailability: a combined study by isothermal microcalorimetry and enzyme assay techniques. J. Hazard. Mater. 189 323– 328. 10.1016/j.jhazmat.2011.02.034 21392884 · DOI

Cited by

Sorted by citations

Authors
Bhatt, P., Huang, Y., Zhan, H., & Chen, S.
Affiliations
South China Agricultural University (CN)
Corresponding author
Chen, Shaohua
ORCID
Venue
Frontiers in Microbiology
Publisher
Frontiers Media SA
Published
2019-08-02
Volume
10
Pages
1778-1778
ISSN
1664-302X (ISSN-L)
DOI
10.3389/fmicb.2019.01778
PMC
PMC6687851
OpenAlex
W2963534688
Cited by
202
References
0
Citations by year
2026: 10 · 2025: 18 · 2024: 21 · 2023: 25 · 2022: 52 · 2021: 43 · 2020: 30 · 2019: 3
FWCI
1.34
Type
journal article
Language
en
Open access
Licence
Locations
  • Frontiers in Microbiology (publishedVersion, cc-by)
  • Europe PMC (PubMed Central) (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion)
Funders
National Natural Science Foundation of China
Topics
  • Physical Sciences › Environmental Science › Pollution › Pesticide and Herbicide Environmental Studies
  • Life Sciences › Agricultural and Biological Sciences › Plant Science › Pesticide Exposure and Toxicity
  • Physical Sciences › Environmental Science › Environmental Chemistry › Environmental Chemistry and Analysis
Keywords
pyrethroid insecticides, biodegradation, microbial degradation, esterase, carboxylesterase, ester hydrolysis, biodegradation metabolites, Bacillus, Aspergillus, Trichoderma, Candida, Brevibacterium, Acinetobacter, ecotoxicity, bioremediation

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