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从薏仁(Coix lachryma-jobi L. var. ma-yuen Stapf)麸皮中分离并鉴定抑制肺癌和结肠癌细胞的新型内酰胺化合物。

Isolation and characterization of new lactam compounds that inhibit lung and colon cancer cells from adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) bran.

作者信息

Lee Ming-Yi, Lin Huan-You, Cheng Faiwen, Chiang Wenchang, Kuo Yueh-Hsiung

机构信息

Graduate Institute of Food Science and Technology, Center for Food and Biomolecules, College of Bioresources and Agriculture, National Taiwan University, Taipei 106, Taiwan.

出版信息

Food Chem Toxicol. 2008 Jun;46(6):1933-9. doi: 10.1016/j.fct.2008.01.033. Epub 2008 Feb 12.

Abstract

Five active compounds that inhibit cancer cells were isolated from adlay bran (Coix lachryma-jobi L. var. ma-yuen Stapf), and their structures and activities in vitro were characterized. The ethyl acetate-soluble fraction of methanol extracts of adlay bran (ABM-EtOAc) exhibited a stronger anti-proliferative effect on human lung cancer cell A549, human colorectal carcinoma cell HT-29, and COLO 205 than other fractions by MTT (3-4,5-dimethylthiazol-2-yl-2,5-diphenyl-tetrazolium bromide) assay. Assay-guided isolation gave five lactams including three that were previously undocumented; coixspirolactam A (1), coixspirolactam B (2), and coixspirolactam C (3); one isolated from the natural plant for the first time, coixlactam (4); and one known compound, methyl dioxindole-3-acetate (5). Pure active compounds were identified by spectral analysis including IR, 1H and 13C NMR, UV-vis, MS and 2D NMR techniques. All the compounds were tested for their anti-proliferative effect on A549, HT-29 and COLO 205 cells. These compounds showed anti-cancer activities with IC50 values between 28.6 and 72.6microg/mL.

摘要

从薏仁麸皮(Coix lachryma-jobi L. var. ma-yuen Stapf)中分离出5种抑制癌细胞的活性化合物,并对其结构和体外活性进行了表征。通过MTT(3-(4,5-二甲基噻唑-2-基)-2,5-二苯基溴化四氮唑)法检测,薏仁麸皮甲醇提取物的乙酸乙酯可溶部分(ABM-EtOAc)对人肺癌细胞A549、人结肠癌细胞HT-29和COLO 205的抗增殖作用比其他部分更强。通过活性检测导向分离得到了5种内酰胺类化合物,其中3种是以前未报道过的,即薏苡螺旋内酰胺A(1)、薏苡螺旋内酰胺B(2)和薏苡螺旋内酰胺C(3);一种是首次从天然植物中分离得到的,即薏苡内酰胺(4);还有一种已知化合物,即3-乙酸基-2-氧化吲哚甲酯(5)。通过包括红外光谱、1H和13C核磁共振、紫外可见光谱、质谱和二维核磁共振技术在内的光谱分析鉴定了纯活性化合物。检测了所有化合物对A549、HT-29和COLO 205细胞的抗增殖作用。这些化合物显示出抗癌活性,IC50值在28.6至72.6μg/mL之间。

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