Determination of cis‐ and trans‐ 3‐hydroxycotinine by high performance liquid chromatography

Abstract

Abbreviations: AMP, ADP, and ATP = adenosine-5-mono-, di-, and triphosphates; GMP, GDP, and GTP = guanosine-5'-rnono-, di-, and triphosphates; UMP, UDP, and UTP = uridine-5'-mono-,(1 983) 330-336.(1 987) 1021-1027.(1983) 455-457.di-. and triphosphates; CAMP, cGMP, and cUMP = adenosine-, guanosine-, and uridine-3 , 5'-cyclic-monophosphate.

Aspects of the oxidative metabolism of nicotine

“…The high percentage of renal clearance, as the high percentage of the urinary recovery after oral administration [31], suggests only limited further metabolization. The importance of trans-3'-hydroxycotinine in nicotine disposition in man has been confirmed in subsequent studies [9,16,37,40]. It was soon revealed that 3'-hydroxycotinine is the major urinary metabolite of both S-(-)-and R-(+)-nicotine in guinea pigs, hamster, and rabbit [36].…”

Nicotine and Related Alkaloids

“…The importance of trans-3' -hydroxycotinine in nicotine disposition in man was confirmed in subsequent studies (O'Doherty et al, 1988;Curvall et al, 1991;Richie et al, 1991). The metabolite was found to cause cross-reactivity with cotinine in radioimmunoassays, which are widely used as a sensitive index of tobacco smoke exposure.…”

“…Although some debate continues to appear in the literature Benowitz and Jacob, 1991;Kyerematen et al, 1991a), the majority of quantitative studies indicates that 11 is the principal metabolite excreted in the urine of humans and experimental animals administered nicotine (Foth et al, 1992;Neurath et al, 1987;Voncken et al, 1989;O'Doherty et al, 1988;Cundy and Crooks, 1987;Kyerematen and Vesell, 1991b). A careful analysis of human urine using synthetic standards of both the cis-(12) and trans-isomers failed to detect significant levels of the cis isomer .…”