G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-letya Vladivostoka 159, 690022 Vladivostok, Russia.
Kamchatka Branch of Pacific Institute of Geography, Far Eastern Branch of the Russian Academy of Sciences, Partizanskaya st. 6, 683000 Petropavlovsk-Kamchatsky, Russia.
Mar Drugs. 2024 Jun 26;22(7):292. doi: 10.3390/md22070292.
Eight sulfated triterpene glycosides, peronioside A () and psolusosides A (), B (), G (), I (), L (), N () and P (), were isolated from the sea cucumber . Peronioside A () is a new glycoside, while compounds - were found previously in , indicating the phylogenetic and systematic closeness of these species of sea cucumbers. The activity of - against human erythrocytes and their cytotoxicity against the breast cancer cell lines MCF-7, T-47D and triple-negative MDA-MB-231 were tested. The most active against cancer cell compounds, psolusosides A () and L (), which were not cytotoxic to the non-transformed cells of the mammary gland, were chosen to study the inhibition of the migration, formation and growth of colonies of the cancer cell lines. Glycoside effectively inhibited the growth of colonies and the migration of the MDA-MB-231 cell line. Compound blocked the growth of colonies of T-47D cells and showed a pronounced antimigration effect on MDA-MB-231 cells. The quantitative structure-activity relationships (QSAR) indicated the strong impact on the activity of the form and size of the molecules, which is connected to the length and architecture of the carbohydrate chain, the distribution of charge on the molecules' surface and various aspects of hydrogen bond formation, depending on the quantity and positions of the sulfate groups. The QSAR calculations were in good accordance with the observed SAR tendencies.
从海参中分离得到 8 个硫酸化三萜糖苷，分别为 peronioside A () 和 psolusosides A ()、B ()、G ()、I ()、L ()、N () 和 P ()。Peronioside A () 是一种新的糖苷，而化合物 - 之前在 中发现过，表明这些海参物种在系统发育和系统发育上具有密切的亲缘关系。测试了 - 对人红细胞的活性及其对乳腺癌细胞系 MCF-7、T-47D 和三阴性 MDA-MB-231 的细胞毒性。选择对癌细胞最具活性的化合物 psolusosides A () 和 L ()，它们对乳腺非转化细胞没有细胞毒性，研究它们对癌细胞系迁移、形成和生长集落的抑制作用。糖苷 有效地抑制了 MDA-MB-231 细胞系集落的生长和迁移。化合物 阻止了 T-47D 细胞集落的生长，并对 MDA-MB-231 细胞表现出明显的抗迁移作用。定量构效关系 (QSAR) 表明，分子的形状和大小对其活性有强烈影响，这与碳水化合物链的长度和结构、分子表面电荷的分布以及氢键形成的各个方面有关，具体取决于硫酸盐基团的数量和位置。QSAR 计算与观察到的 SAR 趋势非常吻合。
