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Stereoselective Metabolism, Distribution, and Bioaccumulation Brof Triadimefon and Triadimenol in Lizards

Yinghuan Wang, Dingyi Yu, Peng Xu, Baoyuan Guo, Yanfeng Zhang, Jianzhong Li, Huili Wang

Ecotoxicol Environ Saf. 2014 Sep;107:276-83.

PMID: 25011125

Abstract:

In this research, Chinese lizards (Eremias argus) were chosen as laboratory animal to evaluate the stereoselectivity in the processes of metabolism, distribution, and bioaccumulation of triadimefon. A validated chiral high-performance liquid chromatography coupled with triple quadruple mass spectrometry (HPLC-MS/MS) method was developed for determining enantiomers' residues of parent compound triadimefon and its metabolite triadimenol in lizard blood and tissues. Pharmacokinetic results of single-does exposure suggested that S-(+)-triadimefon was metabolized easier than R-(-)-triadimefon, and RR-(+)-triadimenol was the main metabolic product of triadimefon. During the continuous exposure of two dose (40mg/kg(bw)·d and 200mg/kg(bw)·d), enantiomers of triadimefon and triadimenol were detected in all body compartments, with the highest triadimefon concentrations in brain. However, the triadimenol concentrations were not significantly different among the compartments. The concentrations of RS-(+)-triadimenol were negative correlated with concentrations of RR-(+)-triadimenol both in blood (r=-0.775, p=0.024) and liver (r=-0.834, p=0.02) in 200mg/kg(bw)·d group, which indicates that chiral conversion between enantiomers of triadimenol might exist in the metabolic process of triadimefon. In all the processes, the enantiomer fractions (EFs) of R-(-)-triadimefon and RR-(+)-triadimenol were significantly different from their natural ratios, 0.5 and 0.1, respectively, which proved that metabolism, bioaccumulation, and distribution of triadimefon and triadimenol in lizards were enantioselective. These results help enrich and supplement the knowledge of the stereoselective behaviour of triadimefon and triadimenol in reptile.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
CS353748 Triadimenol-(4-chlorophenoxy-d4) Triadimenol-(4-chlorophenoxy-d4) Price
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