Further studies on the binding of N1-substituted tryptamines at h5-HT6 receptors.
N(1)-Arylsulfonyl-substituted analogs of N,N-dimethyltryptamine bind at 5-HT(6) receptors. Replacement of the aryl moiety with similarly hydrophobic alkyl substituents results in decreased affinity, as does replacement of a benzenesulfonyl moiety with a benzyl group. Current findings indicate that an aryl (or substituted aryl) sulfonyl (rather than alkylsulfonyl or benzyl) moiety is optimal for high-affinity binding, and further suggest that the N(1)-benzenesulfonyl- and their corresponding N(1)-benzyltryptamine counterparts bind in a different fashion.
Nyandege
Abner
A
Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298-0540, USA.
Kolanos
Renata
R
Roth
Bryan L
BL
Glennon
Richard A
RA
D002855:Chromatography, Thin Layer; D018076:DNA, Complementary / Q000096:biosynthesis / Q000235:genetics; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011985:Receptors, Serotonin / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014363:Tryptamines / Q000737:chemistry / Q000378:metabolism*
D018076:DNA, Complementary; D007202:Indicators and Reagents; D011985:Receptors, Serotonin; D014363:Tryptamines; C097216:serotonin 6 receptor