Synthesis and pharmacological activities of calcium modulatory hexahydroquinolinones.
Hexahydroquinolinones of type 6 are accessible from Hantzsch-like cyclization of 1,3-cyclohexanedione with aromatic aldehydes and different beta-aminocrotonates and acetoacetates/ammonia, respectively. Reaction with pyridiniumbromideperbromide leads to the octahydrofuro[3,4-b] guinoline-diones 6h and 6i. 6j was obtained by N-alkylation. Positive inotropic effects were observed on electrically stimulated left atria of guinea pigs whereas BaCl2-induced contractions of the ileum were inhibited in a dose dependent manner. On electrically stimulated guinea pig papillary muscle 6h exhibits contractility promoting effects which can be attributed to calcium agonism.
Rose
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Institut für Pharmazie, Johannes Gutenberg-Universität Mainz, Fed. Rep. of Germany.
D000818:Animals; D002121:Calcium Channel Blockers / Q000138:chemical synthesis* / Q000494:pharmacology; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004558:Electric Stimulation; D005260:Female; D006168:Guinea Pigs; D006321:Heart / Q000187:drug effects; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D009200:Myocardial Contraction / Q000187:drug effects; D010210:Papillary Muscles / Q000187:drug effects; D015363:Quinolones / Q000138:chemical synthesis* / Q000494:pharmacology
D002121:Calcium Channel Blockers; D002316:Cardiotonic Agents; D015363:Quinolones