New isoflavones, inhibiting catechol-O-methyltransferase, produced by Streptomyces.
In the screening of catechol-O-methyltransferase inhibitors in streptomyces culture filtrates, three new isoflavones were isolated. Their structures were shown to be 3',5,7-trihydroxy-4',6-dimethoxyisoflavone (I), 3',5,7-trihydroxy-4',8-dimethoxyisoflavone (II), 3',8-dihydroxy-4',6,7-trimethoxyisoflavone (III). I and II inhibited both catechol-O-methyltransferase and dopa decarboxylase, and showed hypotensive action. III was a specific inhibitor of catechol-O-methyltransferase, and showed no hypotensive action.
D000818:Animals; D065105:Aromatic Amino Acid Decarboxylase Inhibitors; D001794:Blood Pressure / Q000187:drug effects; D065098:Catechol O-Methyltransferase Inhibitors; D003470:Culture Media; D004837:Epinephrine / Q000378:metabolism; D005419:Flavonoids / Q000494:pharmacology*; D006973:Hypertension / Q000378:metabolism; D007529:Isoflavones / Q000302:isolation & purification / Q000494:pharmacology*; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D008297:Male; D008968:Molecular Conformation; D051381:Rats; D012436:S-Adenosylmethionine / Q000378:metabolism; D013302:Streptomyces / Q000378:metabolism*
D065105:Aromatic Amino Acid Decarboxylase Inhibitors; D065098:Catechol O-Methyltransferase Inhibitors; D003470:Culture Media; D005419:Flavonoids; D007529:Isoflavones; D012436:S-Adenosylmethionine; D004837:Epinephrine