[Synthesis of isoflavones as cardiovascular drug].
On the basis of the chemical structure of daidzein, a series of isoflavones have been synthesized. The intermediates, 7-methoxy-4'-hydroxy-isoflavone(V) and 7-hydroxy-4'-methoxyisoflavone(IX) were prepared by condensation of corresponding desoxybenzoin with dimethylformamide dimethylacetal. 7-Methoxy-2-methyl-4'-hydroxyisoflavone (VII) was also prepared from desoxybenzoin IV by reacting with acetic anhydride and anhydrous sodium acetate and followed by hydrolysis. Compounds I1-5 were obtained by Mannich reaction and compounds II1,2 III1,2 were obtained by etherification of corresponding isoflavones. All compounds were tested for resistance to hypoxia in mice and I1-3, I5, II1 and III2 were shown to have significant effect. Compound I1 and I5 were also found to increase coronary blood flow.
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D000818:Animals; D003326:Coronary Circulation / Q000187:drug effects; D005419:Flavonoids / Q000138:chemical synthesis*; D000860:Hypoxia / Q000188:drug therapy; D007529:Isoflavones / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D051379:Mice; D011817:Rabbits; D051381:Rats; D014665:Vasodilator Agents / Q000138:chemical synthesis*
D005419:Flavonoids; D007529:Isoflavones; D014665:Vasodilator Agents