Synthesis of novel azo compounds containing 5(4H)-oxazolone ring as potent tyrosinase inhibitors |
| |
Authors: | Hooshang Hamidian Roya Tagizadeh Samieh Fozooni Vahid Abbasalipour Ali Taheri Mohadeseh Namjou |
| |
Institution: | 1. Department of Chemistry, Payame Noor University (PNU), PO Box 19395-3697, Tehran, Iran;2. Mining Engineering Department, Zarand High Education Center, Shahid Bahonar University, Kerman, Iran;3. School of Advance Medical Science, Golestan University of Medical Science, Gorgan, Iran;4. Department of Medical Laboratory, Golestan University of Medical Science, Gorgan, Iran |
| |
Abstract: | Six new azo dyes containing of 5(4H)-oxazolone ring were prepared by diazotization of 4-aminohippuric acid and coupling with N,N-dimethylaniline, 1-naphthol and 2-naphthol and condensation with 4-fluoro benzaldehyde or 4-trifluoromethoxy benzaldehyde. The new compounds were fully characterized by spectroscopic techniques. All synthesized compounds exhibited high tyrosinase inhibitory behavior. The results of mushroom tyrosinase inhibition assays indicate that the 4-trifluoromethoxy derivatives have high degrees of inhibition and N,N-dimethylaniline derivatives are better for tyrosinase inhibition than 1-naphthol and 2-naphthol derivatives. All synthesized azo compounds (4a–4f) showed the most potent mushroom tyrosinase inhibition, comparable to that of Kojic acid and l-mimosine, as reference standard inhibitors. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|