title: Isolation and identification of mercapturic acids of cinnamic aldehyde and cinnamyl alcohol from urine of female rats.
abstract: Rats dosed with cinnamic aldehyde (I) excreted two mercapturic acids in the urine. The major one was identified as N-acetyl-S-(1-phenyl-3-hydroxypropyl)cysteine (V). The minor one was identified as N-acetyl-S-(1-phenyl-2-carboxy ethyl)cysteine (VI). The ratio appeared to be V : VI = 4 : 1. The hydroxy mercapturic acid (V) was also isolated from urine of rats dosed with cinnamyl alcohol (II). The total mercapturic acid excretion as percentage of the dose was 14.8 +/- 1.9% for cinnamic aldehyde (250 mg/kg) (n = 4) and 8.8 +/- 1.7% for cinnamyl alcohol (n = 4) (125 mg/kg). Inhibition of the alcohol dehydrogenase by pyrazole (206 mg/kg) diminished the thioether excretion of cinnamyl alcohol to 3.3 +/- 1.4% of the dose (n = 8). Cinnamic aldehyde has been proposed to be an intermediate in the mercapturic acid formation of cinnamyl alcohol.
mesh_terms: D000433:1-Propanol / Q000378:metabolism; D000111:Acetylcysteine / Q000031:analogs & derivatives* / Q000652:urine; D000171:Acrolein / Q000031:analogs & derivatives / Q000378:metabolism*; D000447:Aldehydes / Q000378:metabolism*; D000818:Animals; D005260:Female; D013058:Mass Spectrometry; D020005:Propanols; D051381:Rats
chemical_list: D000447:Aldehydes; D020005:Propanols; C033333:N-acetyl-S-(1-phenyl-3-hydroxypropyl)cysteine; C033334:N-acetyl-S-(1-phenyl-2-carboxyethyl)cysteine; D000171:Acrolein; D000433:1-Propanol; C012843:cinnamaldehyde; C020722:cinnamyl alcohol; D000111:Acetylcysteine