玉簪根茎中的甾体皂苷及其对HL-60细胞的细胞生长抑制活性。

Steroidal saponins from the rhizomes of Hosta sieboldii and their cytostatic activity on HL-60 cells.

作者信息

Mimaki Y, Kuroda M, Kameyama A, Yokosuka A, Sashida Y

机构信息

School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.

出版信息

Phytochemistry. 1998 Aug;48(8):1361-9. doi: 10.1016/s0031-9422(98)00157-5.

DOI:10.1016/s0031-9422(98)00157-5

PMID:9720315

Abstract

A total of eighteen steroidal saponins were isolated from the rhizomes of Hosta sieboldii, one of which appeared to be the first isolation from a plant source and six to be new compounds. The structures of the new saponins were determined by spectral data and a few chemical transformations to be (25R)-2 alpha, 3 beta-dihydroxy-5 alpha-spirostan-12-one (manogenin) 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-glucopyranosyl -(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha,3 beta-dihydroxy-5 alpha-spirost-9-en-12-one (9,11-dehydromanogenin) 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-beta-D- glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, 9,11-dehydromanogenin 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[O-alpha-L- rhamnopyranosyl-(1-->4)-beta-D-xylopyranosyl-(1-->3)]-O-beta-D- glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha,3 beta-dihydroxy-26-beta-D-glucopyranosyloxy-22-methoxy-5 alpha-furostan-12-one 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O- beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha, 3 beta-dihydroxy-26-beta-D-glucopyranosyloxy-22-methoxy-5 alpha-furost-9-en-12-one 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O- beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿ and (25R)-5 alpha-spirostan-2 alpha,3 beta,12 beta-triol 3-O-¿O-alpha-L- rhamnopyranosyl-(1-->2)-beta-D-galactopyranoside¿, respectively. Cytostatic activity of the isolated saponins on leukaemia HL-60 cells was examined.

摘要

从玉簪的根茎中总共分离出18种甾体皂苷，其中一种似乎是首次从植物来源中分离得到，另外六种是新化合物。通过光谱数据和一些化学转化确定了新皂苷的结构，分别为(25R)-2α,3β-二羟基-5α-螺旋甾烷-12-酮（曼诺皂苷元）3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]、(25R)-2α,3β-二羟基-5α-螺旋甾-9-烯-12-酮（9,11-脱氢曼诺皂苷元）3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]、9,11-脱氢曼诺皂苷元3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[O-α-L-鼠李吡喃糖基-(1→4)-β-D-木糖吡喃糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]、(25R)-2α,3β-二羟基-26-β-D-吡喃葡萄糖氧基-22-甲氧基-5α-呋甾烷-12-酮3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[β-D-木糖吡喃糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]、(25R)-2α,3β-二羟基-26-β-D-吡喃葡萄糖氧基-22-甲氧基-5α-呋甾-9-烯-12-酮3-O-[O-β-D-吡喃葡萄糖基-(1→2)-O-[β-D-木糖吡喃糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]和(25R)-5α-螺旋甾烷-2α,3β,12β-三醇3-O-[O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃半乳糖苷]。检测了分离得到的皂苷对白血病HL-60细胞的细胞抑制活性。