Synthetic Search for Cosmetic Ingredients: Preparations, Tyrosinase Inhibitory and Antioxidant Activities of Caffeic Amides.

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Six caffeic amides 1-6 were synthesized by condensing caffeic acid (CA) with serine or lysine derivatives. Tyrosinase inhibitory and antioxidant activities were measured to find effective cosmetic ingredients. Most of the derivatives prepared showed tyrosinase inhibition stronger than or comparable to CA, the amino acids, chlorogenic acid (CGA) or arbutin, and showed antioxidant activity stronger than the most popular whitening agents, kojic acid or arbutin. N-Caffeoyl-O-acetylserine methyl ester 3 showed the strongest activity in two assay systems and proved to be a promising candidate for cosmetic ingredients.

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