Chemical investigation of the red herbal resin of Dracaena cochinchinensis resulted in the isolation of three new configurationally isomeric flavonoids: 6,4'-dihydroxy-7-methoxy-8-methylflavane (= 3,4-dihydro-2-(4-hydroxyphenyl)-7-methoxy-8-methyl-2H-[1]benzopyran-6-ol; 1), 5,4'-dihydroxy-7-methoxy-6-methylflavane (=3,4-dihydro-2-(4-hydroxyphenyl)-7-methoxy-6-methyl-2H-[1]benzopyran-5-ol; 2), and 7,4'-dihydroxy-5methoxyhomoisoflavane (-3,4-dihydro-3-[(4-hydroxyphenyl)methyl]-5-methoxy-2H-[1]benzopyran-7-ol; 3). Their structures Were identified by means of detailed spectral analysis. In addition, thirteen known compounds were isolated from D. cochinchinensis: 7-hydroxy-4'-methoxyflavane (4), 2,4,6-trimethoxy-4'-hydroxydihydrochalcone (5), 2,4-dimethoxy-4'-hydroxydihydrochalcone (6), 7,8(methylenedioxy)-4'-hydroxyhomoisoflavane (7), 4',7-dihydroxy-8-methylflavane (8), 2,6-dimethoxy-4,4'-dihydroxydihydrochalcone (9), 2-methoxy-4,4'- dihydroxydihydrochalcone (10), 7-methoxy-6,4'-dihydroxyhomoisoflavane (11), 2-methoxy-4,4'-dihydroxychalcone (112), 4',7-dihydroxyflavane (13), 7,4'-dihydroxyhomoisoflavane (14), 7,4'-dihydroxyhomoisoflavone (15), and 7,4'-dihydroxyflavone (16). Compounds 7, 8, 9, 14, and 15 have been isolated for the first time from this type of herbal source.
