Synthesis and pharmacological evaluation of aromatic dihydroxylated spiro[indan-1,3'-pyrrolidine] and spiro[indan-2,2'-pyrrolidine] derivatives.
Aromatic hydroxylated derivatives of the spiro[indan-1,3'-pyrrolidine] and spiro[indan-2,2'-pyrrolidine] ring systems have been synthesized and evaluated for dopaminergic agonist and antagonist activities. None of these conformationally restricted catecholamines possessed any dopaminergic activity, but 5,6-dihydroxy spiro[indan-1,3'-pyrrolidine] hydrobromide exhibited weak dopamine antagonist properties.
D000818:Animals; D001058:Apomorphine / Q000031:analogs & derivatives / Q000378:metabolism; D001831:Body Temperature / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D003342:Corpus Striatum / Q000378:metabolism; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011954:Receptors, Dopamine / Q000187:drug effects*; D013764:Tetrahydronaphthalenes / Q000378:metabolism
D011759:Pyrrolidines; D011954:Receptors, Dopamine; D013764:Tetrahydronaphthalenes; C011639:ADTN; C009074:N-n-propylnorapomorphine; D001058:Apomorphine