Evaluation of Novel Chalcone Oximes as Inhibitors of Tyrosinase and Melanin Formation in B16 Cells
Evaluation of Novel Chalcone Oximes as Inhibitors of Tyrosinase and Melanin Formation in B16 Cells
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DOI：
10.1002/ardp.201500298
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发表时间：
2016-01-01
影响因子：
5.1
通讯作者：
Baker, Anthony T.
中科院分区：
文献类型：
--
作者：
Radhakrishnan, Sini K.;Shimmon, Ronald G.;Baker, Anthony T.
合成了一系列羟基取代的查尔酮肟衍生物。然后评价这些化合物在鼠B16 F10黑素瘤细胞中对酪氨酸酶和黑素生成的抑制活性。所合成的化合物的结构经H-1 NMR、C-13 NMR、FTIR和HRMS确证。其中两种化合物表现出比阳性对照曲酸（IC 50：22.25 μ M）高得多的酪氨酸酶抑制活性（IC 50值分别为4.77和7.89 μ M）。动力学研究表明，它们作为竞争性酪氨酸酶抑制剂，其Ki值分别为5.25和8.33 μ M。两种化合物均抑制B16细胞中黑色素的产生和酪氨酸酶活性。对接结果证实了活性抑制剂与蘑菇酪氨酸酶残基的强烈相互作用。
A series of hydroxy-substituted chalcone oxime derivatives were synthesized. These compounds were then evaluated for their inhibitory activities on tyrosinase and melanogenesis in murine B16F10 melanoma cells. The structures of the synthesized compounds were confirmed by H-1 NMR, C-13 NMR, FTIR, and HRMS. Two of the compounds exhibited much higher tyrosinase inhibitory activities (IC50 values of 4.77 and 7.89 mu M, respectively) than the positive control, kojic acid (IC50: 22.25 mu M). Kinetic studies revealed them to act as competitive tyrosinase inhibitors with their K-i values of 5.25 and 8.33 mu M, respectively. Both the compounds inhibited melanin production and tyrosinase activity in B16 cells. Docking results confirmed that the active inhibitors strongly interacted with the mushroom tyrosinase residues.