Synthesis of some 4-[3' or 4'-(4H- 4-oxo-1-benzopyran-2-yl)phenyl]-1,4-dihydropyridine derivatives as potential calcium channel antagonists.
In this study, the synthesis of new flavonoid derivatives, which possess a 1,4-dihydropyridine (1,4-DHP) moiety on the phenyl ring of flavone were realized. 3' or 4'-Formyl-flavones were synthesized, then the aldehyde groups of these compounds were converted to the 1,4-DHP moiety by the Hantzsch method. A series of 23 new derivatives having different substituents at C-3 and C-5 of the 1,4-DHP ring were prepared. Two compounds (8a, 8b) were tested for their calcium channel blocker activity and 8b exhibited the best result.
Tunçbilek
M
M
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Turkey.
Ertan
R
R
D000818:Animals; D001667:Binding, Competitive; D002121:Calcium Channel Blockers / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D066298:In Vitro Techniques; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008861:Microsomes / Q000378:metabolism; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D009543:Nifedipine / Q000378:metabolism; D011869:Radioligand Assay; D051381:Rats; D013055:Spectrophotometry, Infrared
D002121:Calcium Channel Blockers; D002867:Chromones; D008024:Ligands; D009539:Nicotinic Acids; C119605:diethyl 1,4-dihydro-2,6-dimethyl-4-(4'-(4H-4-oxo-1-benzopyran-2-yl)phenyl)-3,5-pyridinedicarboxylate; D009543:Nifedipine