Identification in rats of N-nitrosonipecotic acid as a major urinary metabolite of the areca-nut alkaloid-derived nitrosamines, N-nitrosoguvacoline and N-nitrosoguvacine.
N-Nitrosamines derived from areca-nut alkaloids have been implicated in cancer of the oral cavity and esophagus caused by betel quid chewing in India and other Asian countries. A major urinary metabolite of N-nitrosoguvacoline and N-nitrosoguvacine, both present in saliva of betel quid chewers of ppb levels, was isolated from rat urine and identified as N-nitrosonipecotic acid by comparison with the authentic compound. When a dose of 50 or 500 micrograms/rat of either compound was administered orally to BDIV rats, 66-85% of the dose was excreted in the urine as N-nitrosonipecotic acid and 2-8% as N-nitrosoguvacine. These N-nitrosamino acids could be analysed in the urine of betel quid chewers as a marker of exposure to areca-nut specific nitrosamines.
Ohshima
H
H
Unit of Environmental Carcinogens and Host Factors, International Agency for Research on Cancer, Lyon, France.
Friesen
M
M
Bartsch
H
H
D000818:Animals; D001114:Areca; D002849:Chromatography, Gas; D005243:Feces / Q000032:analysis; D008297:Male; D009557:Nipecotic Acids / Q000652:urine*; D009603:Nitroso Compounds / Q000378:metabolism*; D010946:Plants, Medicinal; D051381:Rats
D009557:Nipecotic Acids; D009603:Nitroso Compounds; C047761:N-nitrosoguvacine; C036676:N-nitrosoguvacoline; C054236:N-nitrosonipecotic acid