Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Bangkok, Thailand.
Program of Chemical Sciences, Chulabhorn Graduate Institute, Chulabhorn Royal Academy, Bangkok, Thailand.
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。
