N-arylsulfonyl-2-vinyltryptamines as new 5-HT6 serotonin receptor ligands.
Several new 2-vinyl-Nb,Nb-dimethyltryptamines were prepared using Fischer indole synthesis followed by simple functional group transformations and evaluated on 5-HT4, 5-HT5, 5-HT6 and 5-HT7 serotonin receptors. It was found that 2-vinyl substitution conferred a potent and selective 5-HT6 binding activity to these molecules which could be enhanced by Na-arylsulfonyl substituents.
Raoul
Marion
M
FRE CNRS 2715 Isolement, Structure, Transformations et Synthise de Substances Naturelles, IFR 53 Biomolicules, Faculté de Pharmacie, Université de Reims-Champagne-Ardenne, 51 rue Cognacq-Jay, Reims, France.
Patigny
Dominique
D
Fabis
Frédréic
F
Dauphin
Françis
F
Rault
Sylvain
S
Sapi
Janos
J
Laronze
Jean-Yves
JY
D000818:Animals; D001665:Binding Sites; D016466:CHO Cells; D006224:Cricetinae; D004353:Drug Evaluation, Preclinical; D006168:Guinea Pigs; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry; D008024:Ligands; D008297:Male; D015394:Molecular Structure; D011985:Receptors, Serotonin / Q000187:drug effects*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014363:Tryptamines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
D007211:Indoles; D008024:Ligands; D011985:Receptors, Serotonin; D014363:Tryptamines; D014753:Vinyl Compounds; C097216:serotonin 6 receptor