Pharmacognosy Department, Faculty of Pharmacy, Medical University of Sofia, Dunav str. 2, 1000 Sofia, Bulgaria.
Pharmacognosy Department, Faculty of Pharmacy, Medical University of Sofia, Dunav str. 2, 1000 Sofia, Bulgaria.
Fitoterapia. 2018 Jun;127:375-382. doi: 10.1016/j.fitote.2018.03.011. Epub 2018 Apr 5.
A phytochemical investigation of the aerial parts of Hypericum annulatum Moris led to the isolation of five new prenylated acylphloroglucinol derivatives hyperannulatins A-E (1-3, 5 and 7) in addition to the known hypercalyxone A (4) and 3-geranyl-1-(2'-methylpropanoyl)phloroglucinol (6). The structures were determined by 1D and 2D NMR and MS spectroscopic techniques. Compounds 1 and 2 have in their structure evgenyl group, a rare hydrocarbon side chain. The cytotoxicity of isolated compounds was established on a panel of tumor cell lines (HL-60, HL-60/DOX, MDA-MB, SKW-3 and K-562) and was determined using MTT based assays. The compounds 1 and 2 showed to be the most potent cytotoxic agents, whose IC values against the chemosensitive cell lines ranged 3.42-5.87 μM and 1.48-8.21 μM, respectively. Noteworthy, albeit all tested compounds were less potent than podophyllotoxin their IC values were comparable to that of the other reference drug etoposide. In some of the cell lines compounds 1 and 2 even outclassed the cytotoxicity of etoposide.
对贯叶连翘（Hypericum annulatum Moris）地上部分的植物化学研究导致分离出五个新的prenylated acylphloroglucinol 衍生物 hyperannulatins A-E（1-3、5 和 7），除了已知的 hypercalyxone A（4）和 3-geranyl-1-(2'-methylpropanoyl)phloroglucinol（6）。通过 1D 和 2D NMR 和 MS 光谱技术确定了结构。化合物 1 和 2 在其结构中具有 evgenyl 基团，这是一种罕见的烃侧链。通过 MTT 基础测定法，在一组肿瘤细胞系（HL-60、HL-60/DOX、MDA-MB、SKW-3 和 K-562）上确定了分离化合物的细胞毒性。化合物 1 和 2 显示出最强的细胞毒性，其对化学敏感细胞系的 IC 值范围分别为 3.42-5.87μM 和 1.48-8.21μM。值得注意的是，尽管所有测试的化合物的效力都低于鬼臼毒素，但它们的 IC 值与其他参考药物依托泊苷相当。在一些细胞系中，化合物 1 和 2 的细胞毒性甚至超过了依托泊苷。
