Oxathiapiprolin is a chiral fungicide,
and it can affect the metabolism
of the cholesterol compounds by inhibiting oxysterol binding protein
(OSBP) to exert its fungicidal effect. The application of oxathiapiprolin
in agriculture is widespread, and its residue in the environment is
a threat to both human and animal health. The two oxathiapiprolin
enantiomers differ in their fungicidal activity, biotoxicity, and
degradation by environmental forces. However, their biotoxicity has
not been reported in animals. The toxicokinetics of a pesticide should
be a crucial component for the evaluation of its toxicity in vivo.
In this study, we investigated the absorption, bioavailability, tissue
distribution, and excretion of the two oxathiapiprolin enantiomers
in rats to verify their toxicokinetic process in animals. An ultrahigh-performance
liquid chromatography triple quadrupole tandem mass spectrometry (UHPLC-QQQ/MS)
method was established to quantify the two oxathiapiprolin enantiomers
in vivo. The two oxathiapiprolin enantiomers were found to have approximately
the same absorption rate and bioavailability, and both were excreted
mainly in the feces. The half-life of R-(−)-oxathiapiprolin
was nearly twice that of S-(+)-oxathiapiprolin. R-(−)-oxathiapiprolin also had greater distribution
than S-(+)-oxathiapiprolin in the liver, lungs, heart,
spleen, kidneys, stomach, large intestine, small intestine, brain,
and pancreas, supporting the notion that R-(−)-oxathiapiprolin
could better bind with OSBP. The stereoselectivity of S-(+)-oxathiapiprolin in these tissues may be responsible for it being
readily metabolized in vivo. The molecular docking technique was subsequently
used to verify the more superior binding between R-(−)-oxathiapiprolin and OSBP compared with the binding between S-(+)-oxathiapiprolin and OSBP. The findings of this study
could provide more reliable data for determining the toxicokinetics
of a single enantiomer of oxathiapiprolin in animals, thereby providing
some theoretical basis for its subsequent toxicological study.