O-dephenylation and conjugation with benzoylornithine. New metabolic pathways for 3-phenoxybenzoic acid in chickens.
Metabolism of [benzyl-14C]fluvalinate by chickens produces 3-phenoxybenzoic acid, which is further degraded by two new pathways. The first pathway involves O-dephenylation, not reported previously for related pyrethroids in birds or mammals. O-Dephenylation is a major metabolic route (12% of the applied 14C). In the second pathway, 2% of the applied dose is converted into four conjugates of benzoylornithine (two with 3-hydroxybenzoic and two with 3-phenoxybenzoic acids). The predominant conjugate with benzoylornithine is N2-(3-hydroxybenzoyl)-N5-benzoylornithine.
Quistad
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GB
Sandoz Crop Protection Corporation, Zoecon Research Institute, Palo Alto, CA 94303-0859.
Saunders
A L
AL
Skinner
W S
WS
Collier
K D
KD
Sakai
D H
DH
Reuter
C C
CC
D000818:Animals; D001565:Benzoates / Q000378:metabolism*; D001711:Biotransformation; D055598:Chemical Phenomena; D002621:Chemistry; D002645:Chickens; D002853:Chromatography, Liquid; D005243:Feces / Q000032:analysis; D005260:Female; D007668:Kidney / Q000378:metabolism; D009952:Ornithine / Q000031:analogs & derivatives* / Q000378:metabolism; D013056:Spectrophotometry, Ultraviolet
D001565:Benzoates; C017618:3-phenoxybenzoic acid; D009952:Ornithine