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柳穿鱼主要化合物的化学成分和细胞毒性作用

Chemical constituents and cytotoxic effect of the main compounds of Lythrum salicaria L.

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.

Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.

出版信息

Z Naturforsch C J Biosci. 2013 Sep-Oct;68(9-10):367-75.

Abstract

Lythrum salicaria L. (Lythraceae), a herbaceous plant growing widely in Iran, has been well known for many centuries for its astringent and styptic properties. A phytochemical investigation of this plant, based on spectroscopic analysis, identified fourteen compounds: 5-hydroxypyrrolidin-2-one (1), umbelliferone-6-carboxylic acid (2), 3,3',4'-tri-O-methylellagic acid-4-O-beta-D-(2"-acetyl)-glucopyranoside (3), 3,3',4'-tri-O-methylellagic acid-4-O-beta-D-glucopyranoside (4), daucosterol (5), phytol (6), dodecanoic acid (7), oleanolic acid (8), 3,3',4'-tri-O-methylellagic acid (9), corosolic acid (10), beta-sitosterol (11), peucedanin (12), buntansin (13), and erythrodiol (14). All compounds, except for 8 and 11, have been isolated from L. salicaria for the first time. Cytotoxic activities of the compounds were examined against three cancerous cell lines, colon carcinoma (HT-29), leukemia (K-562), and breast ductal carcinoma (T47D), and Swiss mouse embryo fibroblast (NIH-3T3) cells using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and methotrexate as positive control. Compounds 5, 10, 11, and 14 were the most active against the HT-29 cell line with IC50 values of 192.7, 36.8, 38.2, and 12.8 microg/mL, respectively. Compounds 14, 11, 5, and 10 were 6.4, 2.8, 2.6, and 1.4 times, respectively, more selective than methotrexate. Compound 5 was the most active against the K-562 cell line (IC50 = 50.2 microg/mL), with a selectivity exceeding that of methotrexate 13.3 times. The results of the cytotoxic assay confirmed that growth and proliferation of the cancer cell lines are predominantly influenced by triterpene derivatives and sterols of this plant.

摘要

水蓼(Lythrum salicaria L.)是一种草本植物,广泛生长在伊朗,几个世纪以来,因其收敛和止血特性而闻名。基于光谱分析对这种植物的植物化学研究,鉴定出了 14 种化合物:5-羟吡咯烷-2-酮(1)、伞形酮-6-羧酸(2)、3,3',4'-三-O-甲基鞣花酸-4-O-β-D-(2"-乙酰基)-吡喃葡萄糖苷(3)、3,3',4'-三-O-甲基鞣花酸-4-O-β-D-吡喃葡萄糖苷(4)、豆甾醇(5)、叶绿醇(6)、十二烷酸(7)、齐墩果酸(8)、3,3',4'-三-O-甲基鞣花酸(9)、科罗索酸(10)、β-谷甾醇(11)、前胡素(12)、本胆烷(13)和赤酮醇(14)。除了 8 和 11 之外,所有化合物均首次从水蓼中分离得到。采用 3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四氮唑溴盐(MTT)法,以氨甲喋呤为阳性对照,检测了这些化合物对三种癌细胞系(结肠癌细胞株(HT-29)、白血病细胞株(K-562)和乳腺导管癌细胞株(T47D))和瑞士鼠胚成纤维细胞(NIH-3T3)的细胞毒性。化合物 5、10、11 和 14 对 HT-29 细胞系的活性最强,IC50 值分别为 192.7、36.8、38.2 和 12.8μg/mL。化合物 14、11、5 和 10 的选择性分别比氨甲喋呤高 6.4、2.8、2.6 和 1.4 倍。化合物 5 对 K-562 细胞系(IC50 = 50.2μg/mL)的活性最强,其选择性比氨甲喋呤高 13.3 倍。细胞毒性试验的结果证实,癌症细胞系的生长和增殖主要受该植物的三萜衍生物和固醇的影响。

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