Objective To compare the nature of the metabolites formed from the phase I metabolism (hydroxylation and oxidation) and phase II metabolism (glutathionyl conjugation) of PCBs that have different chlorine substitution patterns. To discuss the structure-activity relationships and metabolic mechanisms of PCBs. Methods 4-Cl-biphenyl (PCB3), 4,4'-Cl-biphenyl (PCB15), 3,4,3',4'-Cl-biphenyl (PCB77) were used for in vitro metabolic study. LC/MS and UV-Vis studies were performed for metabolites identification. Results The cytochrome P-450 catalyzed hydroxylation rate decreased as the number of chlorine substitutions increased. In this reaction, PCB3 was fully metabolized, approximately half of the PCB15 was metabolized and PCB77 was not metabolized at all. The oxidation rate of PCB15-HQ was higher than that of PCB3-HQ under various oxidation conditions. The LC/MS and UV-Vis data suggest that in the conjugation reaction of PCB15-Q and GSH, the Michael addition reaction occurs preferentially over the displacement reaction. Conclusion The metabolic profiles of polychlorinated biphenyls (PCBs) are dramatically affected by chlorine substitution patterns. It is suggested that the metabolic profiles of PCBs are related to their chlorine substitution patterns, which may have implications for the toxicity of PCB exposure.
SONG Er QunMA Xiao YanTIAN Xing GuoLIU JingLIU Li ChaoDONG HuiSONG Yang
<正>With the development of nanotechnology,many kinds of nanomaterials have been applied in analytical chemistr...
Pu Zhang~(a,b),Cheng Zhi Huang~(a*) (a Education Ministry Key Laboratory on Luminescence and Real-Time Analysis,College of Pharmaceutical Sciences,Southwest University,Chongqing 400715. b College of Physical Sciences and Technology,Southwest University,Chongqing,400715.)