2-O-(β-d-Glucopyranosyl)ascorbic Acid, a Novel Ascorbic Acid Analogue Isolated from Lycium Fruit

Abstract

A novel stable precursor of ascorbic acid (vitamin C), 2-O-(beta-D-glucopyranosyl)ascorbic acid, was isolated from both the ripe fresh fruit and dried fruit of Lycium barbarum L., a plant of the Solanaceae family. The chemical structure was inferred by instrumental analyses and confirmed by chemical synthesis. The dried fruit of Lycium barbarum L. contained ca. 0.5% of it, which is comparable to the ascorbic acid content of fresh lemons. It increased the blood ascorbic acid by oral administration to rats, and it was also detected in blood from the portal vein.

Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid

“…Present address: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Shobara 727-0023, Japan; Fax: +81-824-74-1779; E-mail: atai@pu-hiroshima.ac.jp AA-2G to rats increased the level of AA-2G as well as AA in the blood of the portal vein, probably due to lesser distribution of -glucosidase than of -glucosidase. 19) Thus, if AA-2G per se possesses antioxidant activity as dose AA-2G, it might contribute to antioxidant defense in the body. As far as we know, there have been no reports on the antioxidant activities of AA-2G.…”

Synthesis and Characterization of New Ascorbic Derivative: Sodium Isostearyl 2-O-L-Ascorbyl Phosphate

“…L-ascorbyl Phosphate (VCP-IS-Na) 2 4 1 Synthesis of 5, 6-O-isopropylidene ascorbic acid The synthesis of 5,6-O-isopropylidene-ascorbic acid was carried out in the manner similar to that in the previous methods (22,23 (24). To a solution of phosphorus oxychloride (13.8 g, 0.09 mol) in toluene (54 mL) was added dropwise isostearyl alcohol (24.4 g, 0.09 mol) and triethylamine (9.1 g, 0.09 mol).…”

Functions, applications and production of 2-O-d-glucopyranosyl-l-ascorbic acid

“…Although Toyoda-Ono et al tried to synthesize AA-2G by a chemical approach, they found that the procedure was too complicated and was thus unsuitable for large-scale production (Toyoda-Ono et al 2004).…”