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Citation: Liu Jinbing, Tang Junyuan. Bioactivities of Chalcones with Halogen Atom and Their Thiosemicarbazide Derivatives[J]. Chemistry, ;2017, 80(1): 77-83. shu

Bioactivities of Chalcones with Halogen Atom and Their Thiosemicarbazide Derivatives

Department of Biology and Chemical Engineering, Shaoyang University, Shaoyang 422100

Received Date: 21 May 2016
Accepted Date: 15 August 2016

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A series of halogen atom substituted chalcones and their derivatives were synthesized. All of them were evaluated for their antioxidant activities and inhibitory activities against mushroom tyrosinase. The results showed that some of them exhibit significant tyrosinase inhibitory activities, three compounds exhibit more potent inhibitory activities than the reference standard inhibitor. Especially, the thiosemicarbazide Schiff base of 4-bromochalcone (compound 9) has the most potent tyrosinase inhibitory activity with an IC₅₀ value of 2.02 μmol/L. In addition, some compounds showed certain antioxidant activities. The inhibition mechanism analysis of compound 9 showed that the inhibitory effect of the compound on the tyrosinase was irreversible. Preliminary structure activity relationships' (SARs) analysis suggested that further development of such compounds might be of interest. Docking studies showed sulfur atom and phenyl ring B could form π bond with residue of the tyrosinase, and the amino could form hydrogen bond with HIS295.
- Chalcone derivatives,
- Bioactivity,
- Tyrosinase inhibition mechanism,
- Docking studies
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