Pegylated azelaic acid: Synthesis, tyrosinase inhibitory activity, antibacterial activity and cytotoxic studies

摘要

Azelaic acid has been recognized to be effective in the treatment of acne and cutaneous hyperpigmentation disorders. Herein, pegylated azelaic acid monoester (PEG-AzA) with different molecular weight were synthesized by a simple procedure and involves just one ion exchange purification step. The solubility of PEG40 0-AzA, PEG10 0 0-AzA and PEG20 0 0-AzA were 14.4, 38.5 and 27.6 g/L, respectively, which were significantly higher than that of azelaic acid (2.4 g/L). The cytotoxic evaluation showed that PEG-AzA were nontoxic to B16F10 melanoma cells and normal fibroblast cells compared with azelaic acid. The hemolysis test showed that PEG-AzA had no significant hemolysis reaction, while the hemolysis rate of azelaic acid was 56.7% at 2 mM. The inhibitory effect of PEG400-AzA, PEG1000-AzA and PEG2000-AzA on tyrosinase activity were 60.2%, 62.5% and 54.4% at 2 mM, respectively, which were similar to that of azelaic acid (62.8% at 2 mM). The antibacterial activity of PEG400-AzA was 62.5% at 2 mM, which was similar to that of azelaic acid (68.2%). The results showed that PEG-AzA could be used as antibacterial agents and tyrosinase inhibitors with low risk for the treatment of acne and pigmentation. (c) 2020 Elsevier B.V. All rights reserved.