Cholinergic compounds. III - Synthesis and biological activity of epi-desmethyldesethermuscarine, desmethyldesethermuscarine and desmethyldesethermuscarone.
As a further contribution to better understanding of the nature of the cholinergic receptors, desmethyldesethermuscarone (I), epi-desmethyldesethermuscarine (II a) and desmethyldesethermuscarine (II b) were synthesized. With few exceptions, the drop in muscarinic activity of these compounds compared with that of desethermuscarone and desethermuscarines emphasizes the importance of C-7 methyl (5). As far as nicotinic activity is concerned, C-7 methyl appears much less critical.
D000818:Animals; D001001:Anura; D055598:Chemical Phenomena; D002621:Chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D006168:Guinea Pigs; D006321:Heart / Q000187:drug effects; D007583:Jejunum / Q000187:drug effects; D009132:Muscles / Q000187:drug effects; D010277:Parasympathomimetics / Q000138:chemical synthesis* / Q000494:pharmacology; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011950:Receptors, Cholinergic / Q000187:drug effects
D003517:Cyclopentanes; D010277:Parasympathomimetics; D000644:Quaternary Ammonium Compounds; D011950:Receptors, Cholinergic