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刺五加叶中的三萜类化合物及其在 TNF-α 诱导的 HFLS-RA 细胞中的抗增殖活性。

Triterpenoids from the leaves of Eleutherococcus sessiliflorus, and their antiproliferative activities in TNF-α induced HFLS-RA cells.

机构信息

Key Laboratory of Basic and Application Research of Beiyao (Heilongjiang University of Chinese Medicine), Ministry of Education, Heilongjiang University of Chinese Medicine, Harbin, 150040, China.

Key Laboratory of Basic and Application Research of Beiyao (Heilongjiang University of Chinese Medicine), Ministry of Education, Heilongjiang University of Chinese Medicine, Harbin, 150040, China.

出版信息

Phytochemistry. 2024 Jul;223:114133. doi: 10.1016/j.phytochem.2024.114133. Epub 2024 May 6.

Abstract

Five undescribed elesesterpenes L-U, along with nine known 3,4-seco-lupane-type triterpenoids were isolated from the leaves of Eleutherococcus sessiliflorus (Rupr. & Maxim.) S. Y. Hu. Elesesterpene L-S, and U were lupane-type triterpenoids, whereas elesesterpene T was an oleanane-type triterpenoid, probably artifact, as suggested by LC-MS analysis. Out of the nine known compounds, five were initially identified in E. sessiliflorus. Moreover, their structures were definitively determined using spectroscopic analyses, and the absolute configurations of elesesterpenes L-M and sachunogenin 3-O-glucoside were clarified using X-ray crystallographic techniques. The absolute configuration of elesesterpene T was determined by measuring and calculating its ECD. In addition, all compounds were tested to examine their ability to inhibit the proliferation of HFLS-RA cells induced by TNF-α in vitro. Elesesterpene M, chiisanogenin, chiisanoside, and 3-methylisochiisanoside significantly inhibited HFLS-RA proliferation.

摘要

从刺五加(Rupr. & Maxim.)的叶子中分离得到了五种未描述的刺五加烯 L-U,以及九种已知的 3,4-断叶薯蓣型三萜。刺五加烯 L-S 和 U 是薯蓣型三萜,而刺五加烯 T 是一种齐墩果烷型三萜,可能是 LC-MS 分析所提示的人为产物。在这九种已知化合物中,有五种最初在刺五加中被鉴定。此外,它们的结构通过光谱分析得到了明确的确定,并且使用 X 射线晶体学技术阐明了刺五加烯 L-M 和沙蟾毒精 3-O-葡萄糖苷的绝对构型。通过测量和计算其 ECD,确定了刺五加烯 T 的绝对构型。此外,所有化合物都进行了测试,以检查它们抑制 TNF-α诱导的 HFLS-RA 细胞增殖的能力。刺五加烯 M、奇烷醇、奇烷苷和 3-甲基异奇烷苷显著抑制了 HFLS-RA 的增殖。

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