Three new isoflavone glycosides from Tongmai granules

Abstract

Three new isoflavone glycosides, 3′-methoxydaidzein-7,4′-di-O-β-d-glucopyranoside (1), biochanin A-8-C-β-d-apiofuranosyl-(1 → 6)-O-β-d-glucopyranoside (2), daidzein-7-O-β-d-glucopyranosyl-(1 → 4)-O-β-d-glucopyranoside (3), and a new natural isoflavone glycoside, daidzein-7-O-α-d-glucopyranosyl-(1 → 4)-O-β-d-glucopyranoside (4) were isolated along with 18 known isoflavones from the EtOAc and n-BuOH fractions of the aqueous extraction of Tongmai granules. All the isoflavones were obtained and determined for the first time from Tongmai granules. The structures of these compounds were elucidated by spectral methods. It was confirmed that the compounds 1–4 were originally from Puerariae Lobatae Radix based on HPLC-DAD analysis of the crude drug extract. The isoflavones isolated were tested for their antioxidative activities by measuring the capacities of scavenging the 2,2′-diphenyl-1-picrylhydrazyl radical.

Keywords:

• Tongmai granules
• 3′-methoxydaidzein-7,4′-di-O-β-d-glucopyranoside
• biochanin A-8-C-β-d-apiofuranosyl-(1 → 6)-O-β-d-glucopyranoside
• daidzein-7-O-β-d-glucopyranosyl-(1 → 4)-O-β-d-glucopyranoside
• DPPH radical-scavenging activity

Acknowledgements

This study was supported by ‘Major New Medicine Project’ in Megaprojects of Science Research of China (No. 2009ZX09502-006).