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Paper | Regular issue | Vol 102, No. 7, 2021, pp.1337-1353
Published online, 26th May, 2021
DOI: 10.3987/COM-21-14467
Biological Evaluation and Synthesis of Thiazole Schiff Base Derivatives

Wei Zhou, Fengyan Wu, and Jinbing Liu*

*School of Food and Chemical Engineering, Shaoyang University, Shao Shui Xi Road, Shaoyang 422100, PRC


In this study, we report the synthesis of thiazole Schiff base derivatives (Z1-Z16) and their tyrosinase inhibitory activity, anti-oxidant activities. Mushroom tyrosinase inhibitory assay showed compound Z8 (IC50 = 2.78 ± 0.08 μM) inhibited tyrosinase more than kojic acid (49.39 ± 0.17 μM), and docking study indicated compound Z8 (-7.32 kcal/mol) had stronger binding affinities for tyrosinase than kojic acid (-5.7 kcal/mol). Phenolic hydroxyl group on 4-position (R2) of compound Z8 can form Metal - Acceptor with Cu401. The results of inhibition kinetics studies demonstrated that compound Z8 was mixed type inhibitor. The anti-browning effects manifested compound Z8 expressed satisfactory effects in anti-browning of fresh-cut apples and fresh-cut potato. All the results indicated that thiazole Schiff base derivatives might be promising leading compounds as tyrosinase inhibitors and anti-oxidant agents.