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越南品种“费尔柴尔德红”的 cordyline 甾体糖苷。

Steroidal glycosides from the Vietnamese cultivar Cordyline fruticosa "Fairchild red".

机构信息

PEPITE EA 4267, Laboratoire de Pharmacognosie, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, BP 87900, 21079, Dijon, Cedex, France; Department of Biology, Thainguyen University of Education, Thainguyen University, 24000, Thainguyen, Viet Nam; Department of Pharmaceutical Technology, PAM UMR A 02.102, PCAV Team, Université de Bourgogne Franche-Comté, Dijon, France.

PEPITE EA 4267, Laboratoire de Pharmacognosie, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, BP 87900, 21079, Dijon, Cedex, France.

出版信息

Phytochemistry. 2021 Dec;192:112966. doi: 10.1016/j.phytochem.2021.112966. Epub 2021 Oct 5.

DOI:10.1016/j.phytochem.2021.112966
PMID:34624728
Abstract

A phytochemical study of Cordyline fruticosa "Fairchild red" (Asparagaceae) from Vietnam, led to the isolation of fourteen steroidal glycosides, including twelve previously undescribed along with two known ones. Ten compounds were obtained by successive solid/liquid chromatographic methods from an aqueous-ethanolic extract of the roots, and four from the aerial parts. Their structures were elucidated mainly by spectroscopic analysis 2D NMR and mass spectroscopy (ESI-MS), as spirostanol glycosides, 5α-spirost-25(27)-ene-1β,3β,4α-triol 1-O-β-D-fucopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-β-D-xylopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, 5α-spirost-(25)27-ene-1β,3β,4α-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-(4-O-sulfo)-β-D-fucopyranoside, 5α-spirost-25(27)-ene-1β,3β-diol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, and 5α-spirost-25(27)-ene-1β,3β-diol 1-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranoside. Furostanol glycosides were also isolated as 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,4α,22α,26-pentol 1-O-β-D-fucopyranoside, 26-O-β-D-glucopyranosyl-22α-methoxy-5α-furost-(25)27-ene-1β,3β,4α,26-tetrol 1-O-β-D-fucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-5α-furost-(25)27-ene-1β,3β,22α,26-tetrol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside, and 26-O-β-D-glucopyranosyl-22α-methoxy-5α-furost-(25)27-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside. All the isolated compounds were further evaluated for their cytotoxicity against 4T1 cell line, from a mouse mammary gland tissue, using MTS method.

摘要

对来自越南的“费尔柴尔德红”(天门冬科)的 Cordyline fruticosa 的植物化学研究,导致分离出了十四种甾体糖苷,包括以前未描述的十二种以及两种已知的甾体糖苷。十种化合物通过从根的水-乙醇提取物进行连续的固/液色谱方法获得,四种从地上部分获得。它们的结构主要通过光谱分析 2D NMR 和质谱(ESI-MS)阐明,作为螺旋甾烷糖苷,5α-螺旋甾-25(27)-烯-1β,3β,4α-三醇 1-O-β-D-吡喃葡萄糖苷,5α-螺旋甾-(25)27-烯-1β,3β,4α-三醇 1-O-β-D-木吡喃糖苷,5α-螺旋甾-(25)27-烯-1β,3β,4α-三醇 1-O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷,5α-螺旋甾-(25)27-烯-1β,3β,4α-三醇 1-O-α-L-鼠李吡喃糖基-(1→2)-(4-O-磺酸基)-β-D-吡喃葡萄糖苷,5α-螺旋甾-25(27)-烯-1β,3β-二醇 1-O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷,和 5α-螺旋甾-25(27)-烯-1β,3β-二醇 1-O-α-L-鼠李吡喃糖基-(1→2)-α-L-阿拉伯吡喃糖苷。呋甾烷糖苷也作为 26-O-β-D-吡喃葡萄糖基-5α-呋甾-(25)27-烯-1β,3β,4α,22α,26-五醇 1-O-β-D-吡喃葡萄糖苷,26-O-β-D-吡喃葡萄糖基-22α-甲氧基-5α-呋甾-(25)27-烯-1β,3β,4α,26-四醇 1-O-β-D-吡喃葡萄糖苷,26-O-β-D-吡喃葡萄糖基-5α-呋甾-(25)27-烯-1β,3β,22α,26-四醇 1-O-β-D-吡喃葡萄糖苷,26-O-β-D-吡喃葡萄糖基-5α-呋甾-(25)27-烯-1β,3β,22α,26-四醇 1-O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷,26-O-β-D-吡喃葡萄糖基-5α-呋甾-(25)27-烯-1β,3β,22α,26-四醇 1-O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷,和 26-O-β-D-吡喃葡萄糖基-22α-甲氧基-5α-呋甾-(25)27-烯-1β,3β,26-三醇 1-O-α-L-鼠李吡喃糖基-(1→2)-β-D-吡喃葡萄糖苷分离出来。所有分离的化合物都进一步通过 MTS 方法评估了它们对来自小鼠乳腺组织的 4T1 细胞系的细胞毒性。

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