Portal de Periódicos da CAPES

Chemical constituents derived from Artocarpus xanthocarpus as inhibitors of melanin biosynthesis

2015; Elsevier BV; Volume: 117; Linguagem: Inglês

10.1016/j.phytochem.2015.07.003

1873-3700

Yu‐Jing Jin, Cha-Chi Lin, Tzy‐Ming Lu, Jih‐Heng Li, Ih‐Sheng Chen, Yueh‐Hsiung Kuo, Horng‐Huey Ko,

Biochemical Analysis and Sensing Techniques

Twenty-four compounds, including the previously unknown artoxanthocarpuone A, artoxanthocarpuone B, hydroxylakoochin A, methoxylakoochin A, epoxylakoochin A, and artoxanthol, were isolated and characterized spectroscopically. Among them, artoxanthol is stilbene oligomer presumably constructed in a 5,11,12-triphenyl hexahydrochrysene scaffold by a Diels–Alder type of reaction, for which a biosynthetic pathway is proposed. Artoxanthol, alboctalol, steppogenin, norartocarpetin, resveratrol, oxyresveratrol, and chlorophorin potently inhibited mushroom tyrosinase activity with IC50 values from 0.9 to 5.7 μM that were all far stronger than the positive controls. Artoxanthocarpuone A, artoxanthocarpuone B, methoxylakoochin A, lakoochin A, cudraflavone C, artonin A, resveratrol, and chlorophorin reduced tyrosinase activity and inhibited α-melanocyte-stimulating hormone-induced melanin production in B16F10 melanoma cells without affecting cell proliferation. Collectively, the results suggest that the constituents of Artocarpus xanthocarpus have potential to be used as depigmentation agents.