噻二唑硫醚席夫碱酪氨酸酶抑制活性研究

Biological evaluation of 1,3,4-thiadiazole sulfide derivatives bearing Schiff base moieties as tyrosinase inhibitors

以二硫化碳和氨基硫脲为起始原料,缩合得到2-氨基-5-巯基-1,3,4噻二唑,再经硫醚化、缩合得到噻二唑硫醚席夫碱,目标化合物经核磁和质谱表征。对部分化合物进行了酪氨酸酶抑制活性考察,所测试的化合物都表现出一定的酪氨酸酶抑制活性,其中化合物8活性最好,强于阳性对照曲酸。优选化合物8进行了抑制机理探讨,结果表明其为不可逆抑制剂,同时对化合物8进行了分子对接研究。

1,3,4-thiadiazole sulfide derivatives bearing Schiff base moieties were designed, synthesized, and their tyrosinase inhibitory activities were evaluated. Some compounds displayed potent tyrosinase inhibitory activities,especially,compound 8 showed more potent inhibitory effect than the other compounds with the IC50 value of 1.03 μM. The structure-activity relationships （SARs） were preliminarily discussed. Docking study also was carried out in the paper. The inhibition mechanisms study demonstrated that the inhibitory effects of compound 8 on the tyrosinase were irreversible.