Structure-activity relationship of prenyl-substituted polyphenols from Artocarpus heterophyllus as inhibitors of melanin biosynthesis in cultured melanoma cells

Enos Tangke Arung, Kuniyoshi Shimizu, Ryuichiro Kondo

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

A series of prenylated, flavone-based polyphenols, compounds 1-8, were isolated from the wood of Artocarpus heterophyllus. These compounds, which have previously been shown not to inhibit tyrosinase activity, were found to be active inhibitors of the in vivo melanin biosynthesis in B16 melanoma cells, with little or no cytotoxicity To clarify the structural requirement for inhibition, some structure-activity relationships were studied, in comparison with related compounds lacking prenyl side chains. Our experiments indicate that both prenyl and OH groups, as well as the type of substitution pattern, are crucial for the inhibition of melanin production in B16 melanoma cells.

Original languageEnglish
Pages (from-to)2166-2171
Number of pages6
JournalChemistry and Biodiversity
Volume4
Issue number9
DOIs
Publication statusPublished - Oct 11 2007

Fingerprint

Artocarpus
Melanin
Experimental Melanomas
flavone
Biosynthesis
Melanins
Polyphenols
Structure-Activity Relationship
Cultured Cells
Melanoma
Monophenol Monooxygenase
Cytotoxicity
Wood
Substitution reactions
Experiments
prenyl

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Biochemistry
  • Chemistry(all)
  • Molecular Medicine
  • Molecular Biology

Cite this

Structure-activity relationship of prenyl-substituted polyphenols from Artocarpus heterophyllus as inhibitors of melanin biosynthesis in cultured melanoma cells. / Arung, Enos Tangke; Shimizu, Kuniyoshi; Kondo, Ryuichiro.

In: Chemistry and Biodiversity, Vol. 4, No. 9, 11.10.2007, p. 2166-2171.

Research output: Contribution to journalArticle

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