New isoflavone glucosides in yabumame ( Amphicarpaea bracteata (L.) Fernald subsp. edgeworthii (Benth.) H.Ohashi var. japonica (Oliv.) H.Ohashi) and their effect on leukotriene B 4 production in mast cells

In this study, the structures of yabumame isoflavone glucosides were determined and their effect on leukotriene (LT) B4, a chemical mediator of type I allergy, produced in mast cells, was investigated in vitro. Seven compounds were isolated from yabumame. Their structures were determined by spectroscopic and spectrometric analyses, which were genistein-7-O- β-d-glucoside (1), formononetin-7-O-(2 ″-O- β-d-glucosyl)- β-d-glucoside (2), formononetin-7-O- β-d-glucoside (3), biochanin A-7-O-(2 ″-O- β-d-glucosyl)- β-d-glucoside (4), formononetin-7-O-(6 ″-O-malonyl)- β-d-glucoside (5), biochanin A-7-O-(2 ″-O- β-d-glucosyl-6 ″-O- β-d-glucosyl)- β-d-glucoside (6), and biochanin A-7-O-(6 ″-O-malonyl)- β-d-glucoside (7). Compounds2,4, and6 were determined as new compounds. Compound3 showed statistically significant suppressive effect on LTB4 production in mast cells, although the activity was not strong. On the other hand, biochanin A, an aglycone common to compounds4,6, and7, strongly inhibited the LTB4 production. The results suggest that some of yabumame isoflavone glucosides might contribute to mitigate type I allergy.Graphic abstractSeven isoflavone glucosides including 3 new compounds were found in yabumame and their anti-allergic effect was evaluated.
Source: Journal of Natural Medicines - Category: Drugs & Pharmacology Source Type: research