(+/-)alpha-Phenyl-beta-(3,4-dimethoxy)- and (+/-)alpha-phenyl-beta -(3,4-dihydroxy)phenethylamines: potential probes for nicotinic acetylcholine receptor-ion channel molecule from torpedo electric organ.
The synthesis of some N-methyl, N-alkyl derivatives of (+/-)alpha-phenyl-beta-(3,4-dimethoxy)- and (+/-)alpha-phenyl-beta-(3,4-dihydroxy)-phenethylamines was achieved. These compounds were shown to bear certain structural features of acetylcholine (ACh), as well as phencyclidine (PCP). The latter was reported to act as a specific probe for the nicotinic ACh receptor-ion channel molecule from Torpedo electric organ. Biochemical binding studies revealed that for the nicotinic ACh receptor, the 3,4-dimethoxy derivatives behaved as blockers for the binding interaction of [3H]ACh, whereas the 3,4-dihydroxy analogues stimulated such binding. On the other hand, all of the tested phenethylamines exhibited potent blockade towards [3H]PCP binding interactions. The results indicated that the tested compounds might be applied as potential probes for the ACh receptor-ion channel molecule.
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Egypt.
R M
RM
Shafik
R
R
Soliman
S A
SA
el-Hawash
S A
SA
el-Dardiry
S
S
Sherby
D000109:Acetylcholine / Q000378:metabolism; D000818:Animals; D004557:Electric Organ / Q000032:analysis*; D066298:In Vitro Techniques; D010627:Phenethylamines / Q000138:chemical synthesis*; D011950:Receptors, Cholinergic / Q000032:analysis*; D014101:Torpedo
D010627:Phenethylamines; D011950:Receptors, Cholinergic; D000109:Acetylcholine