Flavonoids of Calligonum polygonoides and their cytotoxicity
Flavonoids of Calligonum polygonoides and their cytotoxicity
复制标题
DOI：
10.3109/13880209.2016.1146778
复制
发表时间：
2016-01-01
影响因子：
3.8
通讯作者：
Ahmed, Osama
中科院分区：
文献类型：
--
作者：
Ahmed, Hayam;Moawad, Abeer;Ahmed, Osama
背景沙拐枣亚种菊科（Polygonaceae）灌木科（Polygonaceae材料与方法：采用水醇提取法，测定了香茶菜的水醇提取物中的黄酮类化合物。采用柱层析和制备型HPLC分离和纯化类胡萝卜素。利用二维核磁共振技术对分离得到的黄酮类化合物进行了结构鉴定。黄酮类化合物的细胞毒活性使用磺罗丹明-B测定法评估了新的黄酮类化合物（6.25、25、50和100 μ g/mL）对肝HepG 2和乳腺MCF-7癌细胞系的作用。（6“-正丁基葡糖苷酸）（1）和13种已知的黄酮类化合物，槲皮素3-O-β-D-（6“-正丁基葡糖苷酸）（2）、山奈酚-3-O-beta-D-（6“-甲基葡糖苷酸）（3）、槲皮素-3-O-beta-D-（6“-甲基葡糖苷酸）（4），槲皮素-3-O-葡糖苷酸（5），山奈酚-3-O-葡糖苷酸（6），槲皮素-3-O-α-吡喃鼠李糖苷（7），甘草素（8），槲皮素-3-O-吡喃葡萄糖苷（9），花旗松素（10），（+）-儿茶素（11）、脱氢二儿茶素A（12）、槲皮素（13）和山奈酚（14）。拟杆菌槲皮素对HepG 2和MCF-7细胞系显示出显著的细胞毒活性，IC 50值分别为4.88和0.87 μ g/mL。结构-活性关系进行了分析，通过比较IC 50值的几对黄酮类化合物不同的一个结构element.Discussion和结论对乳腺癌细胞系的活性降低糖基化在C-3。C环上的2，3-双键、C-4位的羰基和B环上的3 '，4'-二羟基取代基的存在是对乳腺癌细胞的细胞毒活性的基本结构要求。
Context Calligonum polygonoides L. subsp. comosum L' Her. (Polygonaceae), locally known as "arta'', is a slow-growing small leafless desert shrub.Objective Isolation, structure elucidation and evaluation of cytotoxic activity of flavonoids from C. polygonoides aerial parts.Materials and methods Flavonoids in the hydroalcoholic extract of the of C. polygonoides were isolated and purified using column chromatography and preparative HPLC. The structures of the isolated flavonoids were elucidated on the basis of spectroscopic data including 2D NMR techniques. The cytotoxic activity of the isolated flavonoids (6.25, 25, 50 and 100 mu g/mL) was evaluated against liver HepG2 and breast MCF-7 cancer cell lines using sulphorhodamine-B assay.Results A new flavonoid, kaempferol-3-O-beta-D-(6 ''-n-butyl glucuronide) (1), and 13 known flavonoids, quercetin 3-O-beta-D-(6 ''-n-butyl glucuronide) (2), kaempferol-3-O-beta-D-(6 ''-methyl glucuronide) (3), quercetin-3-O-beta-D-(6 ''-methyl glucuronide) (4), quercetin-3-O-glucuronide (5), kaempferol-3-O-glucuronide (6), quercetin-3-O-alpha-rhamnopyranoside (7), astragalin (8), quercetin-3- O-glucopyranoside (9), taxifolin (10), (+)-catechin (11), dehydrodicatechin A (12), quercetin (13), and kaempferol (14), were isolated from the aerial parts of C. polygonoides. Quercetin showed significant cytotoxic activity against HepG2 and MCF-7 cell lines with IC50 values of 4.88 and 0.87 mu g/mL, respectively. Structure-activity relationships were analyzed by comparing IC50 values of several pairs of flavonoids differing in one structural element.Discussion and conclusion The activity against breast cancer cell lines decreased by glycosylation at C-3. The presence of 2,3-double bond in ring C, carbonyl group at C-4 and 3',4'-dihydroxy substituents in ring B are essential structural requirements for the cytotoxic activity against breast cancer cells.