Turgunbayeva Aiman A, Sultanova Nurgul A, Hamad Mohammad Saleh, Savelyev Victor A, Chernyak Elena I, Bagryanskaya Irina Yu, Pokrovsky Mikhail A, Pokrovsky Andrey G, Gemejiyeva Nadezhda G, Shults Elvira E
Faculty of Natural Sciences, Department of Chemistry, L.N. Gumolyov Eurasian National University, Satpayeva Str., 2, 010008 Astana, Kazakhstan.
Zelman Institute for the Medicine and Psychology, Novosibirsk State University, Pirogova Str., 1, 630090 Novosibirsk, Russia.
Molecules. 2025 Jul 15;30(14):2978. doi: 10.3390/molecules30142978.
L.fil., known for its high tolerance to drought, salinity, and nutritional deficiency, is the least studied species of wild rhubarb. Extract of roots and rhizomes of has been traditionally used for the treatment of different diseases such as liver, kidney, womb, and bladder diseases and also relapsing fever. An ethanol extract of the roots of was prepared and further successively fractionated by extraction with -butyl methyl ether () and ethyl acetate (). The obtained extract fractions were subjected to a series of chromatographic separations on silica gel for the isolation of its individual compounds. A total of 12 individual compounds, 2--β--glucopyranoside of -(4-hydroxyphenyl)-2-butanol (rhododendrin) , gallic acid , 2--β--glucopyranoside of -4-(4-hydroxyphenyl)-2-butanol (-rhododendrin) , their aglycones (-)-(2)-rhododendrol and (+)-(2)-rhododendrol , gallotannin β-glucogallin , chlorogenic acids (3,5-di--caffeoylquinic acid and 5--caffeoyl-3--(-coumaroyl) quinic acid ), 4-(4-hydroxyphenyl)-2-butanon (raspberry ketone) and three stilbenes (rhaponticin , desoxyrhaponticin and resveratroloside ), were isolated and characterized. The structure of desoxyrhaponticin was confirmed by X-ray diffraction analyses. The results of in vitro biological assays (the MTT test) showed that ethanol extract was non-toxic against the normal epithelial VERO cells. The isolated compounds , , and exhibited cytotoxicity against a cervical cancer cell line (CaSki), breast adenocarcinoma (MCF7) and glioblastoma cell line (SNB-19) at low micromolar concentrations. Polyhydroxystilbenes and showed the best potency against adenocarcinoma cells (GI = 7-8 μM). The inhibition activity towards cancer cells was comparable to those of the standard drug doxorubicin. The available from secondary metabolites may serve as new leads for the discovery of anticancer drugs.
L.fil.以其对干旱、盐度和营养缺乏的高耐受性而闻名，是研究最少的野生大黄物种。其根和根茎的提取物传统上用于治疗不同疾病，如肝脏、肾脏、子宫和膀胱疾病以及回归热。制备了L.fil.根的乙醇提取物，并进一步依次用叔丁基甲醚（MTBE）和乙酸乙酯萃取进行分级分离。将得到的提取物级分在硅胶上进行一系列色谱分离，以分离其单个化合物。总共分离并鉴定了12种单个化合物，分别是-(4-羟基苯基)-2-丁醇的2-β-D-吡喃葡萄糖苷（杜鹃醇）、没食子酸、-4-(4-羟基苯基)-2-丁醇的2-β-D-吡喃葡萄糖苷（-杜鹃醇）、它们的苷元(-)-(2)-杜鹃醇和(+)-(2)-杜鹃醇、没食子单宁β-葡萄糖没食子酸酯、绿原酸（3,5-二-O-咖啡酰奎尼酸和5-O-咖啡酰-3-O-（-香豆酰）奎尼酸）、4-(4-羟基苯基)-2-丁酮（覆盆子酮）和三种芪类化合物（rhaponticin、去氧rhaponticin和白藜芦醇苷）。去氧rhaponticin的结构通过X射线衍射分析得到证实。体外生物学测定（MTT试验）结果表明，乙醇提取物对正常上皮VERO细胞无毒。分离得到的化合物、、和在低微摩尔浓度下对宫颈癌细胞系（CaSki）、乳腺腺癌（MCF7）和胶质母细胞瘤细胞系（SNB-19）表现出细胞毒性。多羟基芪类化合物和对腺癌细胞表现出最佳活性（GI = 7-8 μM）。对癌细胞的抑制活性与标准药物阿霉素相当。L.fil.中可用的次生代谢产物可能成为发现抗癌药物的新线索。
