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Synthesis of New Annellated Flavonoid Derivatives Possessing Spasmolytic Activity ‐ VII
Author(s) -
Ertan Rahmiye,
Göker Hakan,
Ertan Mevlüt,
Pindur Ulf
Publication year - 1989
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19893220409
Subject(s) - chemistry , flavonoid , barium chloride , acetylcholine , stereochemistry , structural isomer , histamine , nuclear magnetic resonance spectroscopy , two dimensional nuclear magnetic resonance spectroscopy , proton nmr , organic chemistry , pharmacology , medicine , antioxidant
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 1 H‐NMR spectroscopy. In the spasmolysis test, 2e showed significant antagonistic effects towards the agonists acetylcholine, barium chloride, and histamine.