ISSN:
1432-1912
Keywords:
Key words: 1-Methyl-1,2,3,4-tetrahydro-β-carboline – Metabolism – Enantiomer – Relative abundance – Human urine – Gas chromatography-negative ion chemical ionization mass spectrometry
Source:
Springer Online Journal Archives 1860-2000
Topics:
Medicine
Notes:
Abstract. 1-Methyl-1,2,3,4-tetrahydro-β-carboline, a condensation product of tryptamine and acetaldehyde, is one of the neuropharmacologically active alkaloids in mammals. Its enantiomers excreted in human urine were independently analyzed by gas chromatography-negative ion chemical ionization mass spectrometry. Mass fragmentograms of the racemic 1-methyl-1,2,3,4-tetrahydro-β-carboline offered two peaks with (S)-(–)- and (R)-(+)-configurations which were eluted in this retention order. When the racemic tetradeuterated 1-methyl-1,2,3,4-tetrahydro-β-carboline was orally administered to a human subject, the urinary tetradeuterated enantiomers were found to be of unequal abundance. The deuterated (R)-(+)-1-methyl-1,2,3,4-tetrahydro-β-carboline was predominantly excreted in human urine about 3-times over the deuterated (S)-(–)-one. The stereoselective difference in the urinary excretion of 1-methyl-1,2,3,4-tetrahydro-β-carboline administered exogenously implies that it is enzymatically metabolized, but not that its biosynthesis is associated with an enzymatic reaction.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00180019
Permalink
