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Paper | Special issue | Vol 47, No. 1, 1998, pp.289-299
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)16
Synthesis of the 3-O-Retinoyl-L-ascorbic Acid and Related Compounds: Characterization and Reducing Activity against DPPH

Yumiko Yamano and Masayoshi Ito*

*Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan

Abstract

Novel hybrid vitamin, 3-O-retinoyl-L-ascorbic acid (3a) was conveniently prepared by reaction of sodium L-ascorbate with retinoyl fluoride. The 3-O-acylated structure was confirmed by the comparison of spectral data of its methylated compound with those of 3-O-methyl-2-O-retinoyl-L-ascorbic acid (20) prepared from 5,6-O-isopropylidene-3-O-methyl-L-ascorbic acid. 3-O-Retinoyl-L-ascorbic acid (3a) showed a reducing activity against the stable radical, α,α-diphenyl-β-picrylhydrazyl (DPPH).