Biological Evaluation and Synthesis of Thiazole Schiff Base Derivatives

Abstract

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 (R 2 ) 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.

From Bench to Bedside: What Do We Know about Imidazothiazole Derivatives So Far?

“…Thiazole compounds can bind to various targets such as enzymes or receptors in the organism and exhibit various biological activities. Many biological activities of thiazole and bisthiazole derivatives have been reported [ 13 ], such as analgesia [ 14 ], anticancer [ 15 , 16 ], antioxidant [ 17 ], anti-inflammatory [ 18 ], antibacterial [ 19 ], and cardioprotective activities [ 20 ]. In these compounds, the thiazole ring is generally considered to be one of the important structures for its pharmacological activity, and it is also the structure required for the compounds to ensure druggability.…”