(±)α-phenyl-β-(3,4-dimethoxy)- and (±)α-phenyl-β-(3,4-dihydroxy)phenethylamines: Potential probes for nicotinic acetylcholine receptor-ion channel molecule from Torpedo electric organ

✍ Scribed by Ragab M. Shafik; Raafat Soliman; Soad A. El-Hawash; Samia A. El-Dardiry; Shebl Sherby

• Publisher: John Wiley and Sons
• Year: 1987
• Tongue: English
• Weight: 371 KB
• Volume: 76
• Category: Article
• ISSN: 0022-3549
• DOI: 10.1002/jps.2600761017

✦ Synopsis

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.