[Importance of the components of the complex ester group for the action of acetylcholine and dicarboxylic acid dicholine esters].
The substitution of ether oxygen by a methylene group in the acetylcholine molecule sharply decreases the muscarinic action, while the substitution of the carbonyl group by a methylene one reduces the nicotinic properties. Sebacoyldicholine possesses only nicotinic properties. The replacement of its ether oxygens by methylene groups lowers the stimulant action on the frog rectus abdominis muscle by two orders of magnitude, whereas the stimulant action on the cat sympathetic ganglion is 30-fold as decreased. The blocking action on the isolated rat diaphragm becomes 30-fold less potent, but the blocking action on the cat skeletal muscle remains as strong as that of sebacoyldicholine after cholinesterase inhibition. The replacement of sebacoyldicholine carbonyl groups makes the compound elicit a noncompetitive cholinolytic action on the frog muscle, while the blocking action on the cat skeletal muscle becomes as weak as that exerted by hexadecamethylene-bis-trimethyammonium.
D000009:Abdominal Muscles / Q000187:drug effects; D000109:Acetylcholine / Q000494:pharmacology*; D000818:Animals; D001001:Anura; D002415:Cats; D002794:Choline / Q000031:analogs & derivatives* / Q000494:pharmacology; D003964:Diaphragm / Q000187:drug effects; D003998:Dicarboxylic Acids / Q000494:pharmacology*; D004952:Esters; D005728:Ganglia, Sympathetic / Q000187:drug effects; D006168:Guinea Pigs; D006325:Heart Atria / Q000187:drug effects; D066298:In Vitro Techniques; D007421:Intestine, Small / Q000187:drug effects; D010875:Pipecolic Acids / Q000494:pharmacology*; D051381:Rats; D011976:Receptors, Muscarinic / Q000187:drug effects; D011978:Receptors, Nicotinic / Q000187:drug effects; D013329:Structure-Activity Relationship; D009435:Synaptic Transmission / Q000187:drug effects
D003998:Dicarboxylic Acids; D004952:Esters; D010875:Pipecolic Acids; D011976:Receptors, Muscarinic; D011978:Receptors, Nicotinic; C016374:dicolin; C012548:sebacinyldicholine; D002794:Choline; D000109:Acetylcholine
Znachenie komponentov slozhnoefirnoĭ gruppy dlia deĭstviia atsetilkholina i dikholinovykh efirov dikarbonovykh kislot.