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Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent

✍ Scribed by Zong-Ping Zheng; Ka-Wing Cheng; James Tsz-Kin To; Haitao Li; Mingfu Wang


Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
616 KB
Volume
52
Category
Article
ISSN
1613-4125

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✦ Synopsis


Abstract

A new furanoflavone, 7‐(2,4‐dihydroxyphenyl)‐4‐hydroxy‐2‐(2‐hydroxy propan‐2‐yl)‐2, 3‐dihydrofuro(3, 2‐g)chromen‐5‐one (artocarpfuranol, 1), together with 14 known compounds, dihydromorin (2), steppogenin (3), norartocarpetin (4), artocarpanone (5), artocarpesin (6), artocarpin (7), cycloartocarpin (8), cycloartocarpesin (9), artocarpetin (10), brosimone I (11), cudraflavone B (12), carpachromene (13), isoartocarpesin (14), and cyanomaclurin (15) were isolated from the wood of Artocarpus heterophyllus. Their structures were identified by interpretation of MS, ^1^H‐NMR, ^13^C‐NMR, HMQC, and HMBC spectroscopic data. Among them, compounds 1–6 and 14 showed strong mushroom tyrosinase inhibitory activity with IC~50~ values lower than 50 μM, more potent than kojic acid (IC~50~ = 71.6 μM), a well‐known tyrosinase inhibitor. In addition, extract of A. heterophyllus was evaluated for its antibrowning effect on fresh‐cut apple slices. It was discovered that fresh‐cut apple slices treated by dipping in solution of 0.03 or 0.05% of A. heterophyllus extract with 0.5% ascorbic acid did not undergo any substantial browning reaction after storage at room temperature for 24 h. The antibrowning effect was significantly better than samples treated with the extract (0.03 or 0.05%) or ascorbic acid (0.5%) alone. The results provide preliminary evidence supporting the potential of this natural extract as antibrowning agent in food systems.