Structural modification of 5,7-dimethoxyflavone from Kaempferia parviflora and biological activities.
5,7-Dimethoxyflavone, a major compound from Kaempferia parviflora, was used as a starting material for structural modification. Seven flavonoid derivatives have been synthesized from this flavone. Two new oxime derivatives 4 and 6 exhibited cytotoxicity against HepG2 cell line with IC50 values of 36.38 and 25.34 microg/mL, respectively, and against T47D cell line with IC50 values of 41.66 and 22.94 microg/mL, respectively. Compound 7 showed cytotoxicity against HepG2 and T47D cell lines with IC50 values of 21.36 and 25.00 microg/mL, respectively. Compounds 6 and 7 showed cytotoxicity nearly equal to the tamoxifen standard. In addition, oxime 6 exhibited antifungal activity against Candida albicans with an IC50 value of 48.98 microg/mL.
Natural Products Research Unit, Center for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand. chayen@kku.ac.th
Chavi
C
Yenjai
Suchana
S
Wanich
Siripit
S
Pitchuanchom
Bungon
B
Sripanidkulchai
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D013329:Structure-Activity Relationship; D030521:Zingiberaceae / Q000737:chemistry*
D000935:Antifungal Agents; D000962:Antimalarials; D000970:Antineoplastic Agents; D005419:Flavonoids; C060298:5,7-dimethoxyflavone