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来自雪光花鳞茎的降羊毛甾烷型和羊毛甾烷型糖苷及其细胞毒性活性。

Norlanostane and lanostane glycosides from the bulbs of Chionodoxa luciliae and their cytotoxic activity.

作者信息

Ori Kazutomo, Kuroda Minpei, Mimaki Yoshihiro, Sakagami Hiroshi, Sashida Yutaka

机构信息

Laboratory of Medicinal Plant Science, School of Pharmacy, Tokyo University of Pharmacy and Life Science, Tokyo, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2003 Jan;51(1):92-5. doi: 10.1248/cpb.51.92.

DOI:10.1248/cpb.51.92
PMID:12520136
Abstract

Ten lanostane glycosides (1-10), including two new norlanostane glycosides (2 and 7) and a new lanostane glycoside with a spirolactone ring system (9), were isolated from the fresh bulbs of Chionodoxa luciliae (Liliaceae). The structures of the new compounds were determined on the basis of extensive spectroscopic analysis and the results of hydrolytic cleavage to be (23S)-3beta-[(O-beta-D-apiofuranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranosyl)oxy]-17alpha,23-epoxy-28,29-dihydroxy-27-norlanost-8-en-24-one (2), (23S)-17alpha,23-epoxy-29-hydroxy-3beta-[(O-alpha-L-rhamnopyranosyl-(1-->2)-O-[O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranosyl)oxy]-27-norlanost-8-ene-15,24-dione (7), and (23S,25R)-17alpha,23-epoxy-29-hydroxy-3beta-[(O-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranosyl)oxy]lanost-8-en-23,26-olide (9), respectively. The cytotoxic activity of the isolated compounds against HSC-2 human oral squamous cell carcinoma cells are also reported.

摘要

从雪滴花(百合科)的新鲜鳞茎中分离出10种羊毛甾烷糖苷(1-10),包括两种新的降羊毛甾烷糖苷(2和7)和一种具有螺内酯环系统的新羊毛甾烷糖苷(9)。通过广泛的光谱分析和水解裂解结果确定了新化合物的结构,分别为(23S)-3β-[(O-β-D-阿洛呋喃糖基-(1→2)-O-[β-D-吡喃葡萄糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→2)-α-L-阿拉伯吡喃糖基-(1→6)-β-D-吡喃葡萄糖基)氧基]-17α,23-环氧-28,29-二羟基-27-降羊毛甾-8-烯-24-酮(2)、(23S)-17α,23-环氧-29-羟基-3β-[(O-α-L-鼠李吡喃糖基-(1→2)-O-[O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→2)-α-L-阿拉伯吡喃糖基-(1→6)-β-D-吡喃葡萄糖基)氧基]-27-降羊毛甾-8-烯-15,24-二酮(7)和(23S,25R)-17α,23-环氧-29-羟基-3β-[(O-α-L-鼠李吡喃糖基-(1→2)-O-[β-D-吡喃葡萄糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→2)-α-L-阿拉伯吡喃糖基-(1→6)-β-D-吡喃葡萄糖基)氧基]羊毛甾-8-烯-23,26-内酯(9)。还报道了分离得到的化合物对HSC-2人口腔鳞状细胞癌细胞的细胞毒性活性。

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