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夏枯草的化学成分及其三萜成分的抗肿瘤活性研究 被引量:52

Chemical constituents of triterpenoids from Prunella vulgaris and their antitumor activities
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摘要 目的研究夏枯草Prunella vulgaris果穗的化学成分及其抗乳腺癌细胞活性。方法运用硅胶、ODS、Sephadex LH-20等色谱方法进行分离纯化,根据理化性质和波谱数据并参考文献鉴定化合物的结构;通过MTT法,对化合物体外抗乳腺癌细胞MCF-7、MDA-MB-231的活性进行筛选。结果从夏枯草果穗中分离得到14个化合物,分别鉴定为寡肽(1)、5α,8α-过氧麦角-6,22-二烯-3β-醇(2)、β-香树素(3)、白桦脂酸(4)、3-羟基-11-烯-11,12-脱氢-28,13-乌苏酸内酯(5)、大戟醇(6)、2α,3α,24-三羟基-12-烯-28-齐墩果酸(7)、candelabrone 12-methyl ether(8)、cyclopentaneacetic acid(9)、2α-羟基熊果酸(10)、α-菠菜甾醇(11)、齐墩果酸(12)、熊果酸(13)、β-谷甾醇(14)。结论化合物2、5、6、8和9均为首次从该属植物中分离得到;化合物10和13对乳腺癌细胞MCF-7、MDA-MB-231及正常乳腺细胞MCF-10A均具有明显抑制作用;化合物4对乳腺癌细胞MCF-7、MDA-MB-231具有明显抑制作用,而对正常乳腺细胞MCF-10A抑制不明显,能选择性地抑制肿瘤细胞。 Objective To study the chemical constituents from Prunella vulgaris and their antitumor activities. Methods Silica gel, reverse-phase octadecylsilyl (ODS), Sephadex LH-20 chromatographic methods, and HPLC were applied to isolating and purifying compounds. MS and NMR spectroscopic methods were used to determine their structures. Furthermore, the cytotoxicity of these chemical components for MCF-7, MDA-MB-231, and MCF-10A cell lines was measured by MTT method. Results Forteen compounds were isolated from the fruits of P. vulgaris and their structures were identified as: autantiarnide acetate (1), 5a,Sa- epidioxy-(22E,24R)-ergosta-6,22-dien-β-a (2), β-amyrin (3), betulic acid (4), 3-hydroxy- 11-en- 11,12-dehydrogenation-28,13-oic acid lactone (5), eburicol (6), 2a,3a,24-trihydroxyolean-12-en-28-oic acid (7), candelabrone 12-methyl ether (8), cyclopentaneaeetic acid (9), 2ct,313-dihydroxyursa-12-en-28-oic acid (10), ct-spinasterol (11), oleanolic acid (12), ursolic acid (13), and β3-sitosterol (14). Conclusion Compounds 2, 5, 6, 8, and 9 are isolated from the genus of Prunella L. for the first time. The results of cytotoxic assay indicate that compounds 10 and 13 can obviously inhibit the activity of MCF-7, MDA-MB-231, and the normal cell lines MCF-10A. Compound 4 can selectly inhibit the activity of MCF-7 and MDA-MB-231 while show no effect on the normal cell lines MCF-10A.
出处 《中草药》 CAS CSCD 北大核心 2015年第24期3623-3629,共7页 Chinese Traditional and Herbal Drugs
基金 科技部"重大新药创制"(2013ZX09201019) 教育部高等学校博士学科点专项科研基金(20124323120004) 湖南省自然科学基金(13JJ4089) 益性行业科研专项(201507002) 长沙市重点科技计划(k1406039-31) 湖湘青年科技创新创业平台人才项目(2013) 湖南省"十二五"重点学科药学学科资助
关键词 夏枯草 三萜 3-羟基-11-烯-11 12.脱氢-28 13-乌苏酸内酯 大戟醇 白桦脂酸 乳腺癌细胞 Prunella vulgaris L. triterpenoids 3-hydroxy-11-en-11,12-dehydrogenation-28,13-oic acid lactone eburicol betulicacid breast cancer cell
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