Isoflavanones from the heartwood of Swartzia polyphylla and their antibacterial activity against cariogenic bacteria.
The methanolic extract of Swartzia polyphylla DC. heartwood had antibacterial activity against cariogenic bacteria, the mutans Streptococci. The chromatographic purification of the extract afforded seven flavonoids. Among them, three known isoflavanones, dihydrobiochanin A, ferreirin and darbergioidin, and one new isoflavanone, 5,2',4'-trihydroxy-7-methoxyisoflavanone (dihydrocajanin) had potent antibacterial activity against cariogenic bacteria. This effect was not detected on isoflavone derivatives. A comparative antibacterial study of various flavonoids was further performed, and their structure-activity relationship was discussed.
Osawa
K
K
Department of Basic Research, Lotte Central Laboratory Co., Ltd., Saitama, Japan.
Yasuda
H
H
Maruyama
T
T
Morita
H
H
Takeya
K
K
Itokawa
H
H
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D003470:Culture Media; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D013291:Streptococcus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D014197:Trees / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D003470:Culture Media; D005419:Flavonoids; D007529:Isoflavones; C065753:isoflavanone