Facile synthesis and antibacterial activity of naturally occurring 5-methoxyfuroflavone.
A convenient synthesis of 5-methoxyfuroflavone (6, pongaglabol methyl ether), a constituent of some Pongamia or Millettia genus, was achieved by starting from 2,4-dihydroxy-6-methoxyacetophenone via a chalcone precursor, followed by treatment with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). This five-step reaction (total yield: 21.6%) is more facile with that of previously utilized procedures using each different starting material. Antibacterial activities of the above compound and its precursor chalcones, which also belongs to the class of furoflavonoids, were tested by the disc diffusion method against Shigella dysenteriae, Salmonella typhi, Streptococcus-β-haemolyticus, and Staphylococcus aureus. 5-Methoxyfuroflavone showed moderate bactericidal activity against all tested bacterial strains, whereas its corresponding chalcone compound revealed a selective activity.
Division of Bioscience, Dongguk University, Gyeongju, Republic of Korea.
Mohammad Sayed
MS
Alam
Dong-Ung
DU
Lee
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D047188:Chalcones / Q000737:chemistry; D052978:Disk Diffusion Antimicrobial Tests; D047309:Flavones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D012485:Salmonella typhi / Q000187:drug effects; D012762:Shigella dysenteriae / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D013291:Streptococcus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D047188:Chalcones; D047309:Flavones; C043562:flavone