Sterols Isolated from Nuruk (Rhizopus oryzae KSD-815) Inhibit the Migration of Cancer Cells
Sterols Isolated from Nuruk (Rhizopus oryzae KSD-815) Inhibit the Migration of Cancer Cells
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DOI：
10.4014/jmb.0902.0072
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发表时间：
2009-11-01
影响因子：
2.8
通讯作者：
Baek, Nam-In
中科院分区：
文献类型：
--
作者：
Lee, Dae-Young;Lee, Sang-Jin;Baek, Nam-In
采用活性导向分离法从米根霉(Rhizopus oryzae KSD-815：KSD-815)中分离出抗癌活性成分。KSD-815干粉用80%甲醇提取，然后用正己烷、乙酸乙酯、正丁醇和水依次进行分配。正己烷和正丁醇部分对人类癌细胞有很强的抗迁移作用。用硅胶、十八烷基硅胶和Sephadex LH-20柱层析对这两个组分进行分离和纯化，得到四个纯化化合物。经核磁共振、质谱学、红外光谱等波谱方法鉴定为过氧化麦角甾醇(1)、豆甾醇5-en-3β、7β-二醇(2)、麦角甾醇-7，22-二烯-3β、5α、6β、9α-四醇(3)和胡萝卜苷(4)，并与文献报道进行了比较。化合物1-4为首次从KSD-815中分离得到。化合物I和4在低于20mM的浓度下抑制MDA-MB-231细胞的迁移。
An activity-guided fractionation method was used to isolate anticancer components from Nuruk (Rhizopus oryzae KSD-815:KSD-815). Dried powder of KSD-815 was extracted with 80% methanol and partitioned successively using n-hexane, ethyl acetate, n-butanol, and water. The n-hexane and n-butanol fractions showed a strong antimigratory effect on human cancer cells. Both of these fractions were subjected to separation and purification procedures using silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies to afford four purified compounds. These were identified as ergosterol peroxide (1), stigmast5-en-3 beta,7 beta-diol (2), ergosta-7,22-dien-3 beta,5 alpha,6 beta,9 alpha-tetraol (3), and daucosterol (4), respectively, by spectroscopic methods such as nuclear magnetic resonance spectrometry, mass spectrometry, and infrared spectroscopy, and comparison with those in the literature. Compounds 1-4 were isolated from KSD-815 for the first time. Compounds I and 4 inhibited the migration of MDA-MB-231 cells at concentrations lower than 20 mu M.