Medicinal Foodstuffs. XVII. Fenugreek Seed. (3). Structures of New Furostanol-Type Steroid Saponins, Trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa, from the Seeds of Egyptian Trigonellafoenum-graecum L.
Open Access
- 1 January 2000
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 48 (7) , 994-1000
- https://doi.org/10.1248/cpb.48.994
Abstract
Six new furostanol-type steroid saponins called trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa were isolated from the seeds of Egyptian Trigonella foenum-graecum L. (Leguminosae) together with six known furostanol-type steroid saponins : trigoneosides Ia, Ib, and Va, glycoside D, trigonelloside C, and compound C. The structures of trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa were determined on the basis of chemical and physicochemical evidence as 26-O-β-D-glucopyranosyl-(25S)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-β-D-xylopyranosyl(1→4)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, and 26-O-β-D-glucopyranosyl-(25S)-furost-5-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)-β-D-glucopyranosyl(1→4)]-β-D-glucopyranoside, respectively.Keywords
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