Synthesis, structure and tyrosinase inhibition of natural phenols derivatives

Abstract

Abstract:

Four series of derivatives of vanillin, anisaldehyde, genistein and aloe emodin were prepared. The single crystal of (E)-1-(5-(4-methoxyphenyl)-3-(4-methoxystyryl)-4,5-dihydro-1H-pyrazol-1-yl) ethanone, which was synthesized from vanillin, was obtained by spontaneous evaporation method. All the compounds were tested for the tyrosinase inhibitory activities. The results demonstrated that the IC50 values of vanillin, anisaldehyde, genistein and aloe emodin against mushroom tyrosinase activity are 68, 49, 343 and 160 µM, respectively. Among the twelve derivatives, (E)-1-(5-(4-methoxyphenyl)-3-(4-methoxystyryl)-4,5-dihydro-1H-pyrazol-1-yl) ethanone from vanillin and 4,5-dimethoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid from aloe emodin showed good inhibition against the tyrosinase with IC50 values of 18 µM and 21 µM, respectively.

Key words: Natural phenols, Derivatives, Synthesis, Tyrosinase inhibitor

CLC Number:

R916.2

Supporting:

Yan-Li Wang, Wei Huang, Shuai Chen, Shi-Quan Chen, Shi-Fan Wang^*. Synthesis, structure and tyrosinase inhibition of natural phenols derivatives[J]. .

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