Isolation and characterization of a novel flavonoid possessing a 4,2''-glycosidic linkage from green mature acerola (Malpighia emarginata DC.) fruit.
The novel flavonoid, leucocyanidin-3-O-beta-D-glucoside, possessing a 4,2''-glycosidic linkage was isolated from green mature acerola (Malpighia emarginata DC.) puree and given the trivial name "aceronidin." To examine the functions of aceronidin, its antioxidative activity and both its alpha-glucosidase and alpha-amylase inhibition activities, as a potential inhibitor of the sugar catabolic enzyme, were evaluated against those of taxifolin, catechin, isoquercitrin and quercitrin which each have a similar structure. The 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical quenching activity of aceronidin was stronger than that of alpha-tocopherol and comparable to that of flavonoids. In the yeast alpha-glucosidase inhibitory assay, aceronidin showed significantly greater inhibition than the other flavonoids tested. In the human salivary alpha-amylase inhibitory assay, aceronidin showed inhibition activity. Taken together, these results indicate aceronidin to be a potent antioxidant that may be valuable as an inhibitor of sugar catabolic enzymes.
Kawaguchi
Masakazu
M
Research & Development Division, Research & Development Center, Nichirei Biosciences Inc, Tokyo, Japan. kawaguchims@nichirei.co.jp
Tanabe
Hideya
H
Nagamine
Kenichi
K
D000975:Antioxidants / Q000032:analysis / Q000494:pharmacology; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D005638:Fruit / Q000737:chemistry*; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides / Q000737:chemistry*; D029581:Malpighiaceae / Q000737:chemistry*; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D021241:Spectrometry, Mass, Electrospray Ionization; D000516:alpha-Amylases / Q000037:antagonists & inhibitors
D000975:Antioxidants; D005419:Flavonoids; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D000516:alpha-Amylases