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药用食品。十七。胡芦巴籽。(3):来自埃及胡芦巴种子的新呋甾烷醇型甾体皂苷三角皂苷Xa、Xb、XIb、XIIa、XIIb和XIIIa的结构

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.

作者信息

Murakami T, Kishi A, Matsuda H, Yoshikawa M

机构信息

Kyoto Pharmaceutical University, Misasagi, Kyoto, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2000 Jul;48(7):994-1000. doi: 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, Xlb, XIIa, Xllb, and XIIIa were determined on the basis of chemical and physicochemical evidence as 26-O-beta-D-glucopyranosyl-(25S)-5alpha-furostane-2alpha+ ++,3beta,22xi,26-tetraol 3-O-alpha-L-rhamnopyranosyl(1-->2)-,beta-D-glucopyranoside, 26-O-beta-D-glucopyranosyl-(25R)-5alpha-furostane-2 alpha,beta,22xi,26tetraol 3-O-alpha-L-rhamnopyranosyl(l -->2)-beta-D-glucopyranoside, 26-O-beta-D-glucopyranosyl-(25R)-5alpha-furostane2alpha++ +,beta,22xi,26-tetraol 3-O-beta-D-xylopyranosyl(l -->4)-beta-D-glucopyranoside, 26-O-beta-D-glucopyranosyl-(25S)-furost-4-ene-3beta,22xi,26- triol 3-O-Ca-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranoside, 26-O-beta-D-glucopyranosyl-(25R)-furost-4-ene-3beta,22xi+ ++,26-triol 3-O-alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranoside, and 26-O-beta-D-glucopyranosyl(25S)-furost-5-ene-3beta,22xi,26-t riol 3-O-alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranosyl (1-->3)-beta-D-glucopyranosyl(1--4)]-beta-D-glucopyranoside, respectively.

摘要

从埃及胡芦巴(豆科)种子中分离出六种新的呋甾烷醇型甾体皂苷,分别称为胡芦巴苷Xa、Xb、XIb、XIIa、XIIb和XIIIa,同时还分离出六种已知的呋甾烷醇型甾体皂苷:胡芦巴苷Ia、Ib和Va、糖苷D、胡芦巴苷C和化合物C。根据化学和物理化学证据确定,胡芦巴苷Xa、Xb、Xlb、XIIa、Xllb和XIIIa的结构分别为26 - O - β - D - 吡喃葡萄糖基 - (25S) - 5α - 呋甾烷 - 2α,3β,22ξ,26 - 四醇3 - O - α - L - 吡喃鼠李糖基(1→2) - β - D - 吡喃葡萄糖苷、26 - O - β - D - 吡喃葡萄糖基 - (25R) - 5α - 呋甾烷 - 2α,β,22ξ,26 - 四醇3 - O - α - L - 吡喃鼠李糖基(1→2) - β - D - 吡喃葡萄糖苷、26 - O - β - D - 吡喃葡萄糖基 - (25R) - 5α - 呋甾烷 - 2α,β,22ξ,26 - 四醇3 - O - β - D - 吡喃木糖基(1→4) - β - D - 吡喃葡萄糖苷、26 - O - β - D - 吡喃葡萄糖基 - (25S) - 呋甾 - 4 - 烯 - 3β,22ξ,26 - 三醇3 - O - α - L - 吡喃鼠李糖基(1→2) - β - D - 吡喃葡萄糖苷、26 - O - β - D - 吡喃葡萄糖基 - (25R) - 呋甾 - 4 - 烯 - 3β,22ξ,26 - 三醇3 - O - α - L - 吡喃鼠李糖基(1→2) - β - D - 吡喃葡萄糖苷,以及26 - O - β - D - 吡喃葡萄糖基(25S) - 呋甾 - 5 - 烯 - 3β,22ξ,26 - 三醇3 - O - α - L - 吡喃鼠李糖基(1→2) - β - D - 吡喃葡萄糖基(1→3) - β - D - 吡喃葡萄糖基(1→4)] - β - D - 吡喃葡萄糖苷。

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