Chen Xuexiang, Gao Zili, Song Mingyue, Ouyang Wen, Wu Xian, Chen Yunjiao, Zhou Liping, William Dixon, Cai Xiaokun, Cao Yong, Zhou Shuangde, Tang Zhonghai, Xiao Hang
College of Public Health, Guangzhou Medical University, Guangzhou 511436, P. R. China and College of Food Science, South China Agricultural University, Guangzhou 510642, P. R. China.
Department of Food Science, University of Massachusetts, Amherst, Massachusetts 01003, USA.
Food Funct. 2017 Mar 22;8(3):1052-1060. doi: 10.1039/c6fo01343k.
The leaves of Rubus corchorifolius L. f. have been consumed as a herbal tea for a long time. In this study, two novel (1 and 5) and four known (2, 3, 4 and 6) terpenoids were isolated from the leaves of Rubus corchorifolius L. f. Structural analysis was performed using various spectroscopic methods (H NMR, C NMR and MS) to identify the following six compounds: (16α)-16,17,18-trihydroxy-ent-kauran-18-O-β-d-glucoside (1), ent-16β,17-dialkyl-3-oxygen-kaurane (2), ent-kaurane-3α,16β,17-triol (3), ent-kaurane(5R,8S,9R,10R,13R,16R)-2-one-16α,17-diol (4), (16R)-16β,17,19-trihydroxy-ent-kaur-3-one (5) and ent-16α,17-dihydroxy-kauran-19-oic-acid (6). These compounds showed different inhibitory effects on various human cancer cells. Compounds 3 and 6 exhibited stronger inhibitory effects on human colon cancer HCT116 cells than the other 4 compounds. Flow cytometry analysis demonstrated that both compounds 3 and 6 caused cell cycle arrest at the G0/G1 phase and induced cellular apoptosis in HCT116 cells. Compounds 3 and 6 modulated the expression levels of key signaling proteins closely related to cell proliferation and apoptosis, i.e., increasing the levels of poly(ADP-ribose) polymerase, p53, and p27, and decreasing the levels of EGFR, cyclin D1, CDK2 and CDK4. Overall, our findings provided insight into the anticancer components of Rubus corchorifolius L. f. leaves, which could facilitate their utilization as functional food ingredients.
长期以来，人们一直将山莓叶当作草药茶饮用。在本研究中，从山莓叶中分离出了两种新的萜类化合物（1和5）以及四种已知的萜类化合物（2、3、4和6）。使用各种光谱方法（氢核磁共振、碳核磁共振和质谱）进行结构分析，以鉴定以下六种化合物：（16α）-16,17,18-三羟基-对映-贝壳杉烷-18-O-β-D-葡萄糖苷（1）、对映-16β,17-二烷基-3-氧代-贝壳杉烷（2）、对映-贝壳杉烷-3α,16β,17-三醇（3）、对映-贝壳杉烷（5R,8S,9R,10R,13R,16R）-2-酮-16α,17-二醇（4）、（16R）-16β,17,19-三羟基-对映-贝壳杉-3-酮（5）和对映-16α,17-二羟基-贝壳杉烷-19-酸（6）。这些化合物对各种人类癌细胞表现出不同的抑制作用。化合物3和6对人结肠癌HCT116细胞的抑制作用比其他4种化合物更强。流式细胞术分析表明，化合物3和6均导致细胞周期停滞在G0/G1期，并诱导HCT116细胞发生细胞凋亡。化合物3和6调节了与细胞增殖和凋亡密切相关的关键信号蛋白的表达水平，即增加了聚（ADP-核糖）聚合酶、p53和p27的水平，并降低了表皮生长因子受体、细胞周期蛋白D1、细胞周期蛋白依赖性激酶2和细胞周期蛋白依赖性激酶4的水平。总体而言，我们的研究结果揭示了山莓叶的抗癌成分，这有助于将其用作功能性食品成分。
