Tyrosinase inhibitory activities and qsar models of kojyl thioether derivatives

Abstract

Quantitative Relationship of Structures and Activities (QSAR) models on the kojyl thioether derivative compounds are performed to determine the relationship between the properties of the compound molecules (descriptors) and their biological activity as tyrosinase inhibitors. In this research, we obtain a valid QSAR equation which is then used to design new compounds based on kojyl thioether properties. Descriptor calculations are performed using a hyperchem 8.0 application with a PM3 semi-empirical geometry optimization method. Based on the QSAR equation, 15 out of 19 compounds derived from kojic acid containing thioether can be proposed to be analogs of new tyrosinase inhibitors. All compounds were not hepatotoxic and have better predicted inhibitory activity values (pIC50) as tyrosinase inhibitors than the leading compound. They did not cause AMES toxicity either cause skin sensitivity. The interaction between compounds and tyrosinase enzymes shows that all compounds have hydrogen bonds and steric interactions in the amino acid residue His263.

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