Design, synthesis, and biological evaluation of symmetrical azine derivatives as novel tyrosinase inhibitors.

ABSTRACT: A series of symmetrical azine derivatives containing different substituted benzyl moieties were designed, synthesized, and evaluated for their inhibitory activity against tyrosinase. The results showed that compounds 3e, 3f, 3h, 3i, 3j, and 3k possess effective tyrosinase inhibition with IC₅₀ values ranging from 7.30 μM to 62.60 μM. Particularly, compounds 3f displayed around three-fold improvement in the potency (IC₅₀ = 7.30 ± 1.15 μM) compared to that of kojic acid (IC₅₀ = 20.24 ± 2.28 μM) as the positive control. Kinetic study of compound 3f confirmed uncompetitive inhibitory activity towards tyrosinase indicating that it can bind to enzyme-substrate complex. Next, molecular docking analysis was performed to study the interactions and binding mode of the

SUBMITTER: Karimian S 

PROVIDER: S-EPMC8480273 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature