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Isoprenoid-substituted flavonoids from wood of Artocarpus heterophyllus on B16 melanoma cells: Cytotoxicity and structural criteria
Authors:Enos Tangke Arung  Keisuke Yoshikawa  Kuniyoshi Shimizu  Ryuichiro Kondo
Institution:1. Department of Systematic Forest and Forest Products Sciences, Faculty of Agriculture, Kyushu University, Fukuoka, 812-8581, Japan;2. Department of Forest Products Technology, Faculty of Forestry, Mulawarman University, Samarinda, 75123, Indonesia
Abstract:As a result of cytotoxicity-guided fractionation, nine flavonoids, artocarpin (1), cudraflavone C (2), 6-prenylapigenin (3), kuwanon C (4), norartocarpin (5), albanin A (6), cudraflavone B (7), brosimone I (8) and artocarpanone (9) were identified from the methanol extract of the wood of Artocarpus heterophyllus, known commonly as Nangka in Indonesia. A structure–activity investigation of the effect of these isolated compounds (1–9) and structurally related compounds on B16 melanoma cells indicated that isoprenoid moiety substitutions in flavonoids enhance their cytotoxicity, and that the position of attachment and the number of isoprenoid-substituent moieties per molecule influence flavonoid cytotoxicity.
Keywords:Artocarpus heterophyllus  Cytotoxicity  Isoprenoid-substituted flavonoids  B16 melanoma cells
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