Inhibitory effect of isoprenoid-substituted flavonoids isolated from Artocarpus heterophyllus on melanin biosynthesis

Planta Med. 2006 Jul;72(9):847-50. doi: 10.1055/s-2006-931606. Epub 2006 May 29.

Abstract

Isoprenoid-substituted flavonoids were isolated from the wood of Artocarpus heterophyllus by means of activity-guided fractionation. Artocarpin (1), cudraflavone C (2), 6-prenylapigenin (3), kuwanon C (4), norartocarpin (5) and albanin A (6) inhibited melanin biosynthesis in B16 melanoma cells without inhibiting tyrosinase. A structure-activity investigation indicated that the presence of the isoprenoid-substituted moiety enhanced the inhibitory activity on melanin production in B16 melanoma cells.

MeSH terms

  • Animals
  • Artocarpus / chemistry*
  • Cell Line, Tumor
  • Chemical Fractionation
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Melanins / biosynthesis*
  • Melanoma, Experimental
  • Monophenol Monooxygenase / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Structure-Activity Relationship
  • Terpenes / chemistry
  • Terpenes / isolation & purification
  • Terpenes / pharmacology*

Substances

  • Flavonoids
  • Melanins
  • Plant Extracts
  • Terpenes
  • Monophenol Monooxygenase