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Pure Appl. Chem., 1997, Vol. 69, No. 9, pp. 2007-2026


Pesticides Report 37: Chirality in synthetic agrochemicals: Bioactivity and safety consideration (Technical Report)

N. Kurihara, J. Miyamoto, G. D. Paulson, B. Zeeh, M. W. Skidmore, R. M. Hollingworth and H. A. Kuiper

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  • Wang Meiyun, Zhang Qing, Cong Lujing, Yin Wei, Wang Minghua: Enantioselective degradation of metalaxyl in cucumber, cabbage, spinach and pakchoi. Chemosphere 2014, 95, 241. <>
  • Li Yuanbo, Dong Fengshou, Liu Xingang, Xu Jun, Han Yongtao, Zheng Yongquan: Chiral fungicide triadimefon and triadimenol: Stereoselective transformation in greenhouse crops and soil, and toxicity to Daphnia magna. Journal of Hazardous Materials 2014, 265, 115. <>
  • Li Yuanbo, Dong Fengshou, Liu Xingang, Xu Jun, Chen Xiu, Han Yongtao, Cheng Youpu, Jian Qiu, Zheng Yongquan: Enantioselective separation and transformation of metalaxyl and its major metabolite metalaxyl acid in tomato and cucumber. Food Chemistry 2013, 141, 10. <>
  • Li Yuanbo, Dong Fengshou, Liu Xingang, Xu Jun, Chen Xiu, Han Yongtao, Liang Xuyang, Zheng Yongquan: Development of a multi-residue enantiomeric analysis method for 9 pesticides in soil and water by chiral liquid chromatography/tandem mass spectrometry. Journal of Hazardous Materials 2013, 250-251, 9. <>
  • Wolansky M. J., Tornero-Velez R.: Critical Consideration of the Multiplicity of Experimental and Organismic Determinants of Pyrethroid Neurotoxicity: A Proof of Concept. Journal of Toxicology and Environmental Health, Part B 2013, 16, 453. <>
  • XU Yang-Guang: Chiral selective effect of quizalofop-ethyl enantiomer toxics on Brachydanio rerio. Chinese Journal of Eco-Agriculture 2013, 20, 1527. <>
  • Li Zhaoyang, Li Qiaoling, Cheng Fengning, Zhang Wenshu, Wang Weixiao, Li Jingyin: Enantioselectivity in degradation and transformation of quizalofop-ethyl in soils. Chirality 2012, 24, 552. <>
  • Emerick Guilherme L., Oliveira Regina V., Belaz Kátia Roberta A., Gonçalves Monique, DeOliveira Georgino H.: Semipreparative enantioseparation of methamidophos by HPLC-UV and preliminary in vitro study of butyrylcholinesterase inhibition. Environ Toxicol Chem 2012, 31, 239. <>
  • Li Jing, Dong Fengshou, Cheng Youpu, Liu Xingang, Xu Jun, Li Yuanbo, Chen Xiu, Kong Zhiqiang, Zheng Yongquan: Simultaneous enantioselective determination of triazole fungicide difenoconazole and its main chiral metabolite in vegetables and soil by normal-phase high-performance liquid chromatography. Anal Bioanal Chem 2012, 404, 2017. <>
  • Zhang Honghua, Chen Shengwen, Zhou Shanshan: Enantiomeric Separation and Toxicity of an Organophosporus Insecticide, Pyraclofos. J. Agric. Food Chem. 2012, 60, 6953. <>
  • Katagi Toshiyuki: Isomerization of chiral pesticides in the environment. J Pesticide Sci 2012, 37, 1. <>
  • Kaniewska Marzena, Jońca Justyna, Połeć Iwona, Sikora Tomasz, Marty Jean-Louis, Trojanowicz Marek: Enantioselective inhibition of immobilized acetylcholinesterase in biosensor determination of pesticides. cent.eur.j.chem. 2012, 10, 1760. <>
  • Nam Jun-Ho, Hwang Ki-Hwan, Koo Suk-Jin, Kim Chong-Hyeak, Cho Chang-Woo, Ko Young-Kwan: Synthesis and Herbicidal Activities of Enantiopure Methiozolins. Bull Kor Chem Soc 2012, 33, 297. <>
  • Xu Xinyuan, Shen Zhigang, Diao Jinling, Zhang Ping, Jiang Jiazhen, Zhou Zhiqiang: Stereoselective metabolism of the herbicide fluroxypyr methylheptyl ester in rabbits. Chirality 2011, 23, 472. <>
  • Xu Xinyuan, Jiang Jiazhen, Wang Xinru, Shen Zhigang, Li Ranhong, Zhou Zhiqiang: Stereoselective metabolism and toxicity of the herbicide fluroxypyr methylheptyl ester in rat hepatocytes. Chirality 2011, 23, 860. <>
  • Zhang Yanfeng, Li Xuefeng, Shen Zhigang, Xu Xinyuan, Zhang Ping, Wang Peng, Zhou Zhiqiang: Stereoselective metabolism of fenoxaprop-ethyl and its chiral metabolite fenoxaprop in rabbits. Chirality 2011, 23, 897. <>
  • Li Jing, Dong Fengshou, Xu Jun, Liu Xingang, Li Yuanbo, Shan Weili, Zheng Yongquan: Enantioselective determination of triazole fungicide simeconazole in vegetables, fruits, and cereals using modified QuEChERS (quick, easy, cheap, effective, rugged and safe) coupled to gas chromatography/tandem mass spectrometry. Analytica Chimica Acta 2011, 702, 127. <>
  • Pérez-Fernández Virginia, García Maria Ángeles, Marina Maria Luisa: Chiral separation of metalaxyl and benalaxyl fungicides by electrokinetic chromatography and determination of enantiomeric impurities. j chromatogr 2011, 1218, 4877. <>
  • Zhang Xiaoxiang, Wang Se, Wang Yu, Xia Tingting, Chen Jingwen, Cai Xiyun: Differential enantioselectivity of quizalofop ethyl and its acidic metabolite: Direct enantiomeric separation and assessment of multiple toxicological endpoints. Journal of Hazardous Materials 2011, 186, 876. <>
  • Li Yuanbo, Dong Fengshou, Liu Xingang, Xu Jun, Chen Wuying, Cheng Li, Ning Ping, Li Jing, Wang Yunhao, Zheng Yongquan: Enantioselective separation of the carfentrazone-ethyl enantiomers in soil, water and wheat by HPLC. J Sep Science 2010, 33, 1973. <>
  • Nillos Mae Grace, Gan Jay, Schlenk Daniel: Chirality of organophosphorus pesticides: Analysis and toxicity. J Chromatogr B 2010, 878, 1277. <>
  • Zhou Shanshan, Lin Kunde, Li Ling, Jin Meiqing, Ye Jing, Liu Weiping: Separation and toxicity of salithion enantiomers. Chirality 2009, 21, 922. <>
  • Lecoeur-Lorin Marie, Delépée Raphaël, Morin Philippe: Simultaneous enantioselective determination of fenamiphos and its two metabolites in soil sample by CE. Eletrophoresis 2009, 30, 2931. <>
  • Chen Shengwen, Liu Weiping: Enantioselective Degradation of Metalaxyl in Anaerobic Activated Sewage Sludge. Bull Environ Contam Toxicol 2009, 82, 327. <>
  • Sekhon Bhupinder Singh: Chiral pesticides. J Pestic Sci 2009, 34, 1. <>
  • Chen Shengwen, Liu Weiping: Toxicity of Chiral Pesticide Rac-Metalaxyl and R-Metalaxyl to Daphnia magna . Bull Environ Contam Toxicol 2008, 81, 531. <>
  • Wolansky M.J., Harrill J.A.: Neurobehavioral toxicology of pyrethroid insecticides in adult animals: A critical review. Neurobehav Toxicol Teratol 2008, 30, 55. <>
  • Lin Kunde, Xu Chao, Zhou Shanshan, Liu Weiping, Gan Jay: Enantiomeric separation of imidazolinone herbicides using chiral high-performance liquid chromatography. Chirality 2007, 19, 171. <>
  • Zhu Wentao, Dang Ziheng, Qiu Jing, Lv Chunguang, Jia Guifang, Li Li, Zhou Zhiqiang: Stereoselective toxicokinetics and tissue distribution of ethofumesate in rabbits. Chirality 2007, 19, 632. <>
  • Wang Qiu Xia, Qiu Jing, Wang Ping, Jia Gui Fang, Wang Peng, Li Jun Ling, Zhou Zhi Qiang: Stereoselective kinetic study of hexaconazole enantiomers in the rabbit. Chirality 2005, 17, 186. <>
  • Qiu Jing, Wang QiuXia, Wang Ping, Jia GuiFang, Li JunLing, Zhou ZhiQiang: Enantioselective degradation kinetics of metalaxyl in rabbits. Pesticide Biochemistry Physiology 2005, 83, 1. <>
  • Wang Ping, Jiang Shu R., Qiu Jing, Wang Qiu X., Wang Peng, Zhou Zhi Q.: Stereoselective degradation of ethofumesate in turfgrass and soil. Pesticide Biochemistry Physiology 2005, 82, 197. <>
  • Singh Rohit, Nolan Steven P.: Synthesis of phosphorus esters by transesterification mediated by N-heterocyclic carbenes (NHCs). Chem Commun 2005, 5456. <>
  • Bicker Wolfgang, Lämmerhofer Michael, Lindner Wolfgang: Direct high-performance liquid chromatographic method for enantioselective and diastereoselective determination of selected pyrethroic acids. J Chromatogr A 2004, 1035, 37. <>
  • Shpigun Oleg A, Ananieva Irina A, Budanova Natal'ya Yu, Shapovalova Elena N: Use of cyclodextrins for separation of enantiomers. RUSS CHEM REV 2003, 72, 1035. <>
  • Magrans J.Oriol, Alonso-Prados J.Luis, Garcı́a-Baudı́n José M: Importance of considering pesticide stereoisomerism––proposal of a scheme to apply Directive 91/414/EEC framework to pesticide active substances manufactured as isomeric mixtures. Chemosphere 2002, 49, 461. <>
  • Cabrita Eurico J., Afonso Carlos A. M., Gil de Oliveira Santos António: Imide-Amide Rearrangement of Cyclic Phosphorimidates: A Mechanistic Study. Chem Eur J 2001, 7, 1455. <<1455::AID-CHEM1455>3.0.CO;2-U>
  • Enantiomers and separation. Chromatographia 2001, 54, S7. <>