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The structure activity relationships of tryptolines and some other beta-carbolines and tryptamines as inhibitors of serotonin (5-HT), dopamine (DA) and noradrenaline (NA) uptake were studied in rat brain synaptosomes. All beta-carbolines inhibited to higher degree the uptake of 5-HT than that of DA or NA(IC50's 5-100 times lower). The most potent tryptoline derivative was 6-hydroxy-tetrahydro-beta-carboline (5-hydroxytryptoline, 6-OH-THBC) with an IC50 of 5.0 x 10(-7) M at a 5-HT concentration of 10(-7) M. 6-Methoxy-tetrahydro-beta-carboline (5-methoxytryptoline) was slightly weaker; the inhibition of 5-HT uptake and DA uptake being competitive. Also tetrahydro-beta-carboline (tryptoline) was more potent than its 1-methylderivative, tetrahydroharmane (methtryptoline) or norharmane (beta-carboline). All of them were, however, weaker inhibitors of 5-HT uptake than the freely rotating indoleamines N-methyl-tryptamine (N-Me-T) or 5-HT itself. N-Me-T and 5-HT were also more potent inhibitors of DA and NA uptake than most of the beta-carbolines, DA uptake, however, was inhibited better by 6-OH-THBC than by 5-HT or N-ME-T. Tetrahydro-beta-carbolines may inhibit 5-HT uptake also in vivo but is unlikely that catecholamine uptake is affected.
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
October 1976,
Biochemical pharmacology,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
January 1982,
Progress in clinical and biological research,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
July 1973,
Journal of neurochemistry,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
June 2000,
Organic letters,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
January 1978,
Archiv der Pharmazie,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
January 1980,
Advances in experimental medicine and biology,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
January 1985,
Neurochemistry international,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
May 1977,
Journal of neurochemistry,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
October 1997,
Japanese journal of pharmacology,
H Komulainen, and
J Tuomisto, and
M M Airaksinen, and
I Kari, and
P Peura, and
L Pollari
August 1986,
Neuropharmacology,
