In Vivo Formation of Isoquinoline Alkaloids: Effect of Time and Route of Administration of Ethanol
In 1970 two groups demonstrated independently that ethanol or rather its first oxidation product, acetaldehyde, could induce catecholamines to undergo an unusual form of metabolism that resulted in the formation of 1,2,3,4-tetrahydroisoquinoline derivatives (Cohen and Collins, 1970; Davis and Walsh, 1970). A similar process was known to occur in many plants that elaborate isoquinoline alkaloids, wherein arylethylamines condense with carbonyl-containing substances to form Schiff’s bases that then undergo cyclisation (Kapadia and Fales, 1968; Leete and Braunstein, 1969), but these were the first indications that acetaldehyde could alter mammalian neuroamine metabolism in an analogous, biosynthetic fashion.
KeywordsAttenuation Dopamine Morphine Noradrenaline Alkaloid
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- ATACK, C. 1977, Measurement of biogenic amines using cation exchange chromatography and fluorimetric assay. Acta. Physiol. Scand. Suppl., 451.Google Scholar
- COLLINS, A.C., CASHAW, J.L. and DAVIS, V.E., 1973, Dopamine-derived tetrahydroisoquinoline alkaloids: Inhibitors of neuroamine metabolism, Biochem, Pharmacol., 22, 2337–2348.Google Scholar
- FELLER, D.R., VENKATRAMAN, R. and MILLER, D.D., 1975, Comparative actiotis of trimetoquinol, tetrahydropapaveroline and salsolinol isomers in beta-adrenoceptor systems, Biochem. Pharmacol., 24, 1357–1359.Google Scholar
- KAPADIA, G.J. and FALES, H.M., 1968, Krebs’ cycle conjugates of mescaline. Identification of fourteen new peyote alkaloid amides, Chem. Comm., 1688–1689.Google Scholar
- LEETE, E. and BRAUNSTEIN, J.D., 1969, Biosynthesis of anhalonidine: Origin of the two carbon unit, Tet. Letts., 451–452.Google Scholar
- RITZMANN, R.F. and TABAKOFF, K., 1976, Body temperature in mice. A quantitative measure of alcohol tolerance and physical dependence, J. Pharmacol, exp. Ther., 199, 158–170.Google Scholar
- SHEPPARD, H. and BURGHARDT, C.R., 1974, Effect of tetrahydroisoquinoline derivatives on the adenylate cyclases of the caudate nucleus (dopamine-type) and erythrocyte (beta-type) of the rat. Res. Comm. Chem. Pathol. Pharmacol., 8, 527–534.Google Scholar
- SIMPSON, L.L., 1975, An analysis of the sympathomimetic activity of 6.7-dihydroxy-l,2,3,4-tetrahydroisoquinoline (TIQ), J. Pharmacol, exp. ther., 192, 365–371.Google Scholar
- TUOMISTO, T. and TUOMISTO, J., 1973, Inhibition of monoamine uptake in syifiap to somes by tetrahydroharmane and tetrahydroisoquinoline compounds, Naunyn Schmiedebergs Arch. Pharmacol., 229, 371–380.Google Scholar
- TURNER, A.J., BAKER, K.M., ALGERT, S., FRIGERIO, A and GARRATTINI, S., 1974, Tetrahydropapaveroline: Formation vivo and in vitro in rat brain. Life Sci., 14, 2247–2257.Google Scholar