Universität Regensburg, Pharmaceutical Biology, Universitätsstr. 31, D-93053 Regensburg, Germany.
Phytochemistry. 2012 May;77:218-25. doi: 10.1016/j.phytochem.2011.11.014. Epub 2012 Jan 23.
Five acylphloroglucinols substituted with monoterpenoids (empetrifelixin A-D and empetrikajaforin), three known monocyclic acylphloroglucinols and one monocyclic acylphloroglucinol were isolated from a petrol ether extract of Hypericum empetrifolium after fractionation by flash chromatography on silica gel, RP-18 and subsequent purification by preparative HPLC (RP-18). Their structures were elucidated by 1D, 2D NMR techniques and HREIMS. To determine a possible anti-angiogenic activity, inhibition of cell proliferation was measured using a human microvascular endothelial cell line (HMEC-1). Subconfluent grown HMEC-1 cells were treated with all compounds isolated in sufficient amounts and stained with crystal violet. Highest activity was observed for empetrifelixin A and empetrifelixin D showing a concentration dependent inhibition of cell proliferation with IC(50) values of 6.5 ± 0.1 and 7.3 ± 0.4 μM, respectively. Empetrifelixin A also showed activity in a cell migration assay with HMEC-1 cells in low micromolar concentrations.
从贯叶金丝桃（Hypericum empetrifolium）的石油醚提取物中，经硅胶、RP-18 闪式色谱和随后的制备型 HPLC（RP-18）分离后，分离出五种单萜取代的五酰基间苯三酚（empetrifelixin A-D 和 empetrikajaforin）、三种已知的单环酰基间苯三酚和一种单环酰基间苯三酚。通过 1D、2D NMR 技术和 HREIMS 确定了它们的结构。为了确定可能的抗血管生成活性，用人微血管内皮细胞系（HMEC-1）测量了细胞增殖的抑制。用足够量的所有分离化合物处理亚汇合生长的 HMEC-1 细胞并用结晶紫染色。观察到 empetrifelixin A 和 empetrifelixin D 具有最高的活性，其浓度依赖性抑制细胞增殖，IC50 值分别为 6.5 ± 0.1 和 7.3 ± 0.4 μM。Empetrifelixin A 在低微摩尔浓度下也显示出对 HMEC-1 细胞的迁移活性。
