Synthesis, Anti-Tyrosinase Activity, and Spectroscopic Inhibition Mechanism of Cinnamic Acid-Eugenol Esters.

ABSTRACT: Tyrosinase plays crucial roles in mediating the production of melanin pigment; thus, its inhibitors could be useful in preventing melanin-related diseases. To find potential tyrosinase inhibitors, a series of cinnamic acid-eugenol esters (c1~c29) was synthesized and their chemical structures were confirmed by ¹H NMR, ¹³C NMR, HRMS, and FT-IR, respectively. The biological evaluation results showed that all compounds c1~c29 exhibited definite tyrosinase inhibitory activity; especially, compound c27 was the strongest tyrosinase inhibitor (IC₅₀: 3.07 ± 0.26 μM), being ~4.6-fold stronger than the positive control, kojic acid (IC₅₀: 14.15 ± 0.46 μM). Inhibition kinetic studies validated compound c27 as a revers

SUBMITTER: Li J 

PROVIDER: S-EPMC10460039 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature