6-(2-Phenylethyl)nicotine: a novel nicotinic cholinergic receptor ligand.
6-(2-Phenylethyl)nicotine (1b; K(i)=15 nM) was unexpectedly found to bind at alpha4beta2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route.
Ramunno
Anna
A
Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298-0540, USA.
Dukat
Małgorzata
M
Lee
Mase
M
Young
Richard
R
El-Zahabi
Mohamed
M
Damaj
M Imad
MI
Martin
Billy
B
Glennon
Richard A
RA
D000700:Analgesics / Q000037:antagonists & inhibitors; D000818:Animals; D018678:Cholinergic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D008024:Ligands; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D009538:Nicotine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011978:Receptors, Nicotinic / Q000187:drug effects*; D013329:Structure-Activity Relationship
C504259:6-(2-phenylethyl)nicotine; D000700:Analgesics; D018678:Cholinergic Agents; D008024:Ligands; D011978:Receptors, Nicotinic; C403531:nicotinic receptor alpha4beta2; D009538:Nicotine