Abstract
A new 2,3-dihydro-2,5-dihydroxy-6-methyl-4 H-pyran-4-one (DDMP)-conjugated saponin, lablab saponin I, was isolated from the hypocotyl of hyacinth bean ( Dolichos lablab). The structure was elucidated by 1H NMR and 13C NMR spectroscopy and chemical techniques as 3-O-[α- l-rhamnopyranosyl -(1 → 2)-β- d-galactopyranosyl (1 → 2)-β- d-glucuronopyranosyl (1 → )]-22-O-[2,3- dihydro-2,5-dihydroxy-6-methyl-4H- pyran-4-one(2′ → )]-3β,22β,24- trihy-droxyolean- 12-en-28-al . SOD (superoxide dismutase)-like activity depended upon the DDMP group and the aldehyde group (C-28) of the aglycone was observed in the order of lablab saponin I > glutathione > soyasaponin βg > maltol. The soybean saponin Bb, lacking the DDMP moiety was found not to exhibit the SOD-like activity.
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