Abstract
Abstract The present conjectural chemical nature of the antidiabetic principles of the tropical plant Hunteria umbellata prompted chemical investigations into an aqueous fraction of a methanolic crude extract of the stem bark of the plant, leading to the isolation of a new iridolactone-β-glucoside, segunoside. Isolated by prep. HPLC and characterized largely by 2D NMR techniques, segunoside features a unique fusion of a δ-lactone ring to an unsaturated cyclopentano[c]tetrahydropyran ring system typical of iridoids to become the first reported iridoid for the plant. The possible contribution of this and other simple β-glycosides to the antidiabetic properties of H. umbellata is conjectured on chiral recognition grounds.
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