两种来自石松栽培品种的新蛇菰烷三萜。
Two new serratene triterpenes from club moss cultivars.
机构信息
Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Bangkok, Thailand.
Program of Chemical Sciences, Chulabhorn Graduate Institute, Chulabhorn Royal Academy, Bangkok, Thailand.
出版信息
Nat Prod Res. 2024 Aug;38(15):2553-2561. doi: 10.1080/14786419.2023.2188587. Epub 2023 Mar 12.
Two new serratene triterpenes, 14α,21β-dihydroxyserrat-3β-yl acetate and 3α,21β-dihydroxyserrat-14-en-23-oic acid, together with eight known compounds were isolated from two club moss cultivars, (Desv.) Ching and (Blume) Ching. 14α,21β-Ddihydroxyserrat-3β-yl acetate () was isolated from , and 3α,21β-dihydroxyserrat-14-en-23-oic acid (), an undescribed carboxylic group at C-23 position of the serratene triterpenoids, was isolated from . The structures of these new compounds were elucidated by using HR-ESIMS, UV, IR, 1D (H and C NMR spectra), 2D NMR spectra, experimental ECD spectrometry and the single-crystal X-ray analysis. Biological evaluation of 14α,21β-dihydroxyserrat-3β-yl acetate () and lycoclavanol () revealed moderate cytotoxic activity on three tumor cell lines (HepG2, A549 and HuCCA-1) whereas 3α,21β-dihydroxyserrat-14-en-23-oic acid () showed strong inhibitory effect on HuCCA-1 cells with the IC of 4.72 µM.
从两种石松科植物大金发藓（Desv.）Ching 和中华石松（Blume）Ching 中分离得到了两种新的锯齿烷三萜，14α,21β-二羟基锯齿-3β-基乙酸酯和 3α,21β-二羟基锯齿-14-烯-23-酸，以及八种已知化合物。14α,21β-Ddihydroxyserrat-3β-yl acetate（）是从大金发藓中分离得到的，而 3α,21β-二羟基锯齿-14-烯-23-酸（）是一种未描述的在锯齿烷三萜 C-23 位上的羧酸基团，是从中华石松中分离得到的。这些新化合物的结构通过高分辨 ESIMS、UV、IR、1D（H 和 C NMR 谱）、2D NMR 谱、实验 ECD 光谱和单晶 X 射线分析来阐明。14α,21β-二羟基锯齿-3β-基乙酸酯（）和石松醇（）的生物评价显示，它们对三种肿瘤细胞系（HepG2、A549 和 HuCCA-1）具有中等的细胞毒性活性，而 3α,21β-二羟基锯齿-14-烯-23-酸（）对 HuCCA-1 细胞具有强烈的抑制作用，IC 为 4.72 μM。
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