Skip to main content
Log in

Urinary elimination of salsolinol enantiomers in alcoholics

  • Full Papers
  • Published:
Journal of Neural Transmission / General Section JNT Aims and scope Submit manuscript

Summary

The analysis of the urine from 6 chronic alcoholics showed that (R)-and (S)-salsolinol were detectable in 4 subjects, the R enantiomer was only found in one and that both enantiomers were under the limit of detection in another one. 1,2-Dehydrosalsolinol was present in the urine of all of them. There was no correlation between the presence of alcohol in blood upon admission to the hospital and that of either salsolinol enantiomer in urine

In a previous study (Strolin Benedetti et al., 1989 b), both salsolinol enantiomers were found in the urine of 3 out of 6 healthy subjects, possibly in relation with regular intake of alcoholic beverages. The content in (R)- and (S)-salsolinol was determined in the same 3 subjects after deprivation of alcohol for 24 h. Under these conditions, only (R)-salsolinol was detected in urine and this also after ingestion of 50 g of alcohol (500 ml Chianti). The possible involvement of the non-physiological enantiomer of salsolinol in alcohol addiction deserves further study.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Besnard F, Kempf E, Fuhrmann G, Kempf J, Ebel E (1986) Influence of mouse genotype on responses of central biogenic amines to alcohol intoxication and aging. Alcohol 3: 345–350

    Google Scholar 

  • Brossi A (1982) Mammalian TIQ's: products of condensation with aldehydes or pyruvic acids? Prog Clin Biol Res 90: 123–133

    Google Scholar 

  • Brown ZW, Amit Z, Smith B (1980) Examination of the role of tetrahydroisoquinoline alkaloids in the mediation of ethanol consumption in rats. Adv Exp Med Biol 126: 103–120

    Google Scholar 

  • Carlsson A, Adolfsson R, Aquilonius S-M, Gottfries C-G, Oreland L, Svennerholm L, Winblad B (1980) Biogenic amines in human brain in normal aging, senile dementia and chronic alcoholism. In: Goldstein M, Calne BD, Lieberman A (eds) Ergot compounds and brain function: neuroendocrine and neuropsychiatric aspects. Raven Press, New York, pp 295–304

    Google Scholar 

  • Clow A, Topham A, Saunders JB, Murray R, Sandler M (1985) The role of salsolinol in alcohol intake and withdrawal. Prog Clin Biol Res 183: 101–113

    Google Scholar 

  • Cohen G, Collins M (1970) Alkaloids from catecholamines in adrenal tissue: possible role in alcoholism. Science 167: 1749–1751

    Google Scholar 

  • Collins MA, Nijm WP, Borge GF, Teas G, Goldfarb C (1979) Dopamine-related tetrahydroisoquinolines: significant urinary excretion by alcoholics after alcohol consumption. Science 206: 1184–1186

    Google Scholar 

  • Davis VE, Walsh MJ (1970) Alcohol, amines and alkaloids: a possible biochemical basis for alcohol addiction. Science 167: 1005–1007

    Google Scholar 

  • Dordain G, Dostert P, Strolin Benedetti M, Rovei V (1984) Tetrahydroisoquinoline derivatives and parkinsonism. In: Tipton KF, Dostert P, Strolin Benedetti M (eds) Monoamine oxidase and disease. Prospects for therapy with reversible inhibitors. Academic Press, London, pp 417–426

    Google Scholar 

  • Dostert P, Strolin Benedetti M, Dedieu M (1987) Ratio of enantiomers of salsolinol in human urine. Pharmacol Toxicol 60 [Suppl 1]: 13

    Google Scholar 

  • Dostert P, Strolin Benedetti M, Dordain G (1988) Dopamine-derived alkaloids in alcoholism and in Parkinson's and Huntington's diseases. J Neural Transm 74: 61–74

    Google Scholar 

  • Dostert P, Strolin Benedetti M, Dordain G, Vernay D (1989) Enantiomeric composition of urinary salsolinol in parkinsonian patients after Madopar. J Neural Transm [P-D Sect] 1: 269–278

    Google Scholar 

  • Dostert P, Strolin Benedetti M, Bellotti V, Allievi C, Dordain G (1990) Biosynthesis of salsolinol, a tetrahydroisoquinoline alkaloid, in healthy subjects. J Neural Transm [GenSect] 81: 215–223

    Google Scholar 

  • Duncan C, Deitrich RA (1980) A critical evaluation of tetrahydroisoquinoline induced ethanol preference in rats. Pharmacol Biochem Behav 13: 265–281

    Google Scholar 

  • Duncan MW, Smythe GA, Clezy PS (1985) Gas chromatographic/mass spectrometric methodology for simultaneous assay of salsolinol, dopamine, norepinephrine, dihydroxyphenylacetic acid and dihydroxyphenylethanol. Biomed Mass Spectrom 12: 106–114

    Google Scholar 

  • Eckardt MJ, Campbell GA, Marietta CA, Majchrowicz E, Weight FF (1988) Acute ethanol administration selectively alters localized cerebral glucose metabolism. Brain Res 444: 53–58

    Google Scholar 

  • Harash V, Globus M, Melamed E, Weidenfeld J (1985) Effect of L-dopa on glucose oxidation and incorporation into glycogen in discrete brain regions of the rat. Brain Res 335: 347–349

    Google Scholar 

  • Kempf E, Kempf J, Ebel A (1990) Alcohol withdrawal-induced changes in brain biogenic amines in mice: influence of the genotype. Neurochem Res 15: 69–75

    Google Scholar 

  • Lucas D, Menez JF, Berthou F, Pennec Y, Floch HH (1986) Determination of free acetaldehyde in blood as the dinitrophenylhydrazone derivative by high-performance liquid chromatography. J Chromatogr Biomed Appl 382: 57–66

    Google Scholar 

  • Myers RD (1989) Isoquinolines, beta-carbolines and alcohol drinking; involvement of opioid and dopaminergic mechanisms. Experentia 45: 436–443

    Google Scholar 

  • Ollat H, Parvez H, Parvez S (1988) Alcohol and central neurotransmission. Neurochem Int 13: 275–300

    Google Scholar 

  • Pianezzola E, Bellotti V, Fontana E, Moro E, Gal J, Desai DM (1989) Determination of the enantiomeric composition of salsolinol in biological samples by high-performance liquid chromatography with electrochemical detection. J Chromatogr Biomed Appl 495: 205–214

    Google Scholar 

  • Pietrzak ER, Wilce PA, Shanley BC (1989) The effect of chronic ethanol consumption on [14C]deoxyglucose uptake in rat brain in vivo. Neurosci Lett 100: 181–187

    Google Scholar 

  • Robbins JH (1968 a) Possible alkaloid formation in alcoholism and other diseases. Clin Res 16: 554

    Google Scholar 

  • Robbins JH (1968 b) Alkaloid formation by condensation of biogenic amines with acetaldehyde. Clin Res 16: 350

    Google Scholar 

  • Sandler M, Glover V, Armando I, Clow A (1982) Pictet-Spengler condensation products, stress and alcoholism: some clinical overtones. Prog Clin Biol Res 90: 215–226

    Google Scholar 

  • Sjöquist B (1985) On the origin of salsolinol and 1-carboxysalsolinol. Prog Clin Biol Res 183: 115–124

    Google Scholar 

  • Sjöquist B, Borg S, Kvande H (1981 a) Catecholamine derived compounds in urine and cerebrospinal fluid from alcoholics during and after long-standing intoxication. Subst Alcohol Actions Misuse 2: 63–72

    Google Scholar 

  • Sjöquist B, Borg S, Kvande H (1981 b) Salsolinol and methylated salsolinol in urine and cerebrospinal fluid from healthy volunteers. Subst Alcohol Actions Misuse 2: 73–77

    Google Scholar 

  • Sjöquist B, Ljungquist C (1985) Identification and quantification of 1-carboxysalsolinol and salsolinol in biological samples by gas chromatography-mass spectrometry. J Chromatogr Biomed Appl 343: 1–8

    Google Scholar 

  • Strolin Benedetti M, Belloti V, Pianezzola E, Moro E, Carminati P, Dostert P (1989 a) Ratio of the R and S enantiomers of salsolinol in food and human urine. J Neural Transm 77: 47–53

    Google Scholar 

  • Strolin Benedetti M, Dostert P, Carminati P (1989 b) Influence of food intake on the enantiomeric composition of urinary salsolinol in man. J Neural Transm 78: 43–51

    Google Scholar 

  • Trugman JM, Wooten F (1986) The effects of L-dopa on regional cerebral glucose utilization in rats with unilateral lesions of the substantia nigra. Brain Res 379: 264–274

    Google Scholar 

  • Ung-Chhun N, Cheng BY, Pronger DA, Serrano P, Chavez B, Fernandez Perrez R, Morales J, Collins MA (1985) Alkaloid adducts in human brain: coexistence of 1-carboxylated and noncarboxylated isoquinolines and β-carbolines in alcoholics and nonalcoholics. Prog Clin Biol Res 183: 125–136

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dostert, P., Strolin Benedetti, M., Dordain, G. et al. Urinary elimination of salsolinol enantiomers in alcoholics. J. Neural Transmission 85, 51–59 (1991). https://doi.org/10.1007/BF01244657

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01244657

Keywords

Navigation