Synthesis of new annellated flavonoid derivatives possessing spasmolytic activity--VII.
7,8-Dihydroxyflavone reacts with ethyl 2,3-dibromopropanoate to form the new, annellated, 1,4-benzodioxanes 1 containing a flavone structural unit. The regioisomers 1a and 1b thus obtained were separated and 1a was converted to the amides 2a-2f. The constitutions of 1 and 2 were elucidated by 500 MHz 1H-NMR spectroscopy. In the spasmolysis test, 2e showed significant antagonistic effect towards the agonists acetylcholine, barium chloride, and histamine.
Ertan
R
R
Göker
H
H
Ertan
M
M
Pindur
U
U
D055598:Chemical Phenomena; D002621:Chemistry; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology; D010276:Parasympatholytics / Q000138:chemical synthesis*
D005419:Flavonoids; D010276:Parasympatholytics