Bulletin of the Chemical Society of Japan p. 725 - 734 (1996)
Update date:2022-08-04
Topics:
Morisaki, Kazuo
Ozaki, Shoichiro
A novel series of hybrid L-ascorbic acid (vitamin C) derivatives linking other biologically active substances glycolic acid, myo-inositol, and α-tocopherol (vitamin E) at the C-2 or C-3 hydroxyl group were synthesized, and their thermal stability and inhibitory activities against tyrosinase-catalyzed melanin formation, active oxygen species (AOS), and free radicals were evaluated in vitro. Among these derivatives, 2-O-carboxymethylascorbic acid had high thermal stability as well as moderate inhibitory activities against tyrosinase-catalyzed melanin formation, AOS, and free radicals compared to other typical inhibitors and scavengers. On the other hand, 3-O-carboxymethylascorbic acid was markedly unstable in aqueous solution. The 2-O-carbonylmethyl derivatives linking myo-inositol or vitamin E were susceptible to degrading, however the vitamin E derivative had stronger inhibitory activities against AOS and free radicals than free vitamin C.
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