Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Medicinal Foodstuffs. IV. Fenugreek Seed. (1) : Structures of Trigoneosides Ia, Ib, IIa, IIb, IIIa, and IIIb, New Furostanol Saponins from the Seeds of Indian Trigonella foenum-graecum L.
Masayuki YOSHIKAWAToshiyuki MURAKAMIHajime KOMATSUNobutoshi MURAKAMIJohji YAMAHARAHisashi MATSUDA
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1997 Volume 45 Issue 1 Pages 81-87

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Abstract
Six new furostanol saponins called trigoneosides Ia, Ib, IIa, IIb, IIIa, and IIIb were isolated from a medicinal foodstuff, fenugreek seed, the seed of Trigonella foenum-graecum L. (Leguminosae) originating from India, together with two known saponins, glycoside D and trigofoenoside A. The structures of trigoneosides Ia, Ib, IIa, IIb, IIIa, and IIIb 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-[β-D-xylopyranosyl (1→6)]-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-[β-D-xylopyranosyl (1→6)]-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-5β-furostane-3β, 22ξ, 26-triol 3-O-[β-D-xylopyranosyl (1→6)]-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5β-furostane-3β, 22ξ, 26-triol 3-O-[β-D-xylopyranosyl (1→6)]-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-5α-furostane-3β, 22ξ, 26-triol 3-O-[α-L-rhamnopyranosyl(1→2)]-β-D-glucopyranoside, and 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-3β, 22ξ, 26-triol 3-O-[α-L-rhamnopyranosyl (1→2)]-β-D-glucopyranoside, respectively.
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© The Pharmaceutical Society of Japan
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