Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Medicianal 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 Trigonella foenum-graecum L.
Toshiyuki MURAKAMIAkinobu KISHIHisashi MATSUDAMasayuki YOSHIKAWA
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2000 Volume 48 Issue 7 Pages 994-1000

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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.
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© The Pharmaceutical Society of Japan
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