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Stereoselective metabolism and toxicity of the herbicide fluroxypyr methylheptyl ester in rat hepatocytes
Author(s) -
Xu Xinyuan,
Jiang Jiazhen,
Wang Xinru,
Shen Zhigang,
Li Ranhong,
Zhou Zhiqiang
Publication year - 2011
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20997
Subject(s) - toxicity , chemistry , enantiomer , stereoselectivity , chirality (physics) , metabolism , incubation , biotransformation , chromatography , biochemistry , stereochemistry , organic chemistry , catalysis , enzyme , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , quark
We investigated the stereoselective degradation kinetics and toxicity of fluroxypyr methylheptyl ester (FPMH) in rat hepatocytes using a chiral high‐performance liquid chromatographic method. The T 1/2 of (−)‐FPMH was about two times longer than that of (+)‐FPMH after the rat hepatocytes were incubated with 10, 20, and 50 μM of rac ‐FPMH. There was no chiral conversion or transformation during their incubation with the hepatocytes. Toxicity differences were observed among the two enantiomers of FPMH and fluroxypyr (FP) in their EC 50 values in rat hepatocytes. Of all the tested compounds, FP was most toxic to the rat hepatocytes. The (−)‐FPMH enantiomer showed higher toxicity than the (+)‐FPMH, whereas the racemic mixture displayed intermediate toxicity. The data presented here are important for a more thorough understanding of this pesticide and should be useful for its full environmental assessment. Chirality, 2011. © 2011 Wiley‐Liss, Inc.