Journal
FOOD CHEMISTRY
Volume 242, Issue -, Pages 174-181Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.foodchem.2017.09.054
Keywords
Hydroxypyridinone; Oxime ether; Tyrosinase; Inhibitor; Anti-browning
Funding
- Zhejiang Provincial Natural Science Foundation of China [LY17B020001]
- Postgraduate Science and Technology Innovation Project from Zhejiang Gongshang University
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A range of hydroxypyridinone derivatives were synthesized starting from kojic acid. Among them, 10 and 11 were found to possess the strongest inhibitory effect on monophenolase activity of mushroom tyrosinase, having IC50 values of 2.04 and 1.60 mu M, respectively. The IC50 values of 10 and 11 for the inhibition of diphenolase activity of mushroom tyrosinase were determined as 13.89 and 7.99 mu M, respectively. Investigation of the inhibitory mechanism of these two compounds indicated that the inhibition was reversible and of a competitiveuncompetitive mixed type. The K-I and K-IS values of 10 were determined to be 24.84 and 32.54 mu M, respectively, and the corresponding values for 11 being 18.07 and 21.34 mu M, respectively. The effect of 11 on the browning process of fresh-cut apples was evaluated by measuring the color change and browning index. The results indicated that 11 had a significant effect on controlling the browning of fresh-cut apple slices.
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