Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, 300 Chonchon-dong, Jangan-ku, Suwon, Gyeonggi-do 440-746, Republic of Korea.
Food Chem Toxicol. 2012 Oct;50(10):3680-6. doi: 10.1016/j.fct.2012.07.014. Epub 2012 Jul 20.
In the recent decade, numerous lignan derivatives isolated from plants have been proven to have the potential as an anti-cancer substance. On the search for anti-cancer compounds from Korean medicinal plants, the methanolic extract from the trunk of Tilia amurensis Rupr. (Tiliaceae) was found to have significant cytotoxicity against A549 (lung carcinoma), SK-OV-3 (ovary malignant ascites), SK-MEL-2 (skin melanoma), and HCT-15 (colon adenocarcinoma) in our screening test. Hence, a bioassay-guided fractionation and chemical investigation of the methanolic extract resulted in the isolation and identification of 10 lignan derivatives (1-10) including two new lignan glycosides named tiliamurosides A (1) and B (2). The structures of these new compounds were determined by spectroscopic methods, namely 1D and 2D nuclear magnetic resonance (NMR) techniques, high resolution mass spectrometry (HRMS), circular dichroism (CD) data, and chemical methods. Tiliamuroside B (2) and schizandriside (3) showed significant cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with inhibitory concentration (IC50) values of 3.26-8.89 μM. Moreover, (-)-syringaresinol (8) and (-)-pinoresinol 4-O-β-D-glucopyranoside (10) significantly inhibited nitric oxide (NO) production in murine microglia BV-2 with IC50 values of 15.05 and 34.35 μM, respectively.
在最近的十年中，已经证明许多从植物中分离出来的木脂素衍生物具有作为抗癌物质的潜力。在从韩国药用植物中寻找抗癌化合物的过程中，我们在筛选试验中发现，稠李（Tilia amurensis Rupr.）（椴树科）树干的甲醇提取物对 A549（肺癌）、SK-OV-3（卵巢恶性腹水）、SK-MEL-2（皮肤黑色素瘤）和 HCT-15（结肠腺癌）具有显著的细胞毒性。因此，对甲醇提取物进行基于生物测定的分离和化学研究，导致分离和鉴定了 10 种木脂素衍生物（1-10），包括两种新的木脂素糖苷，命名为 tiliamurosides A（1）和 B（2）。这些新化合物的结构通过光谱方法确定，即 1D 和 2D 核磁共振（NMR）技术、高分辨率质谱（HRMS）、圆二色性（CD）数据和化学方法。Tiliamuroside B（2）和五味子素（3）对 A549、SK-OV-3、SK-MEL-2 和 HCT-15 细胞系表现出显著的细胞毒性，抑制浓度（IC50）值为 3.26-8.89 μM。此外，(-)-丁香脂素（8）和(-)-松脂素 4-O-β-D-吡喃葡萄糖苷（10）分别以 15.05 和 34.35 μM 的 IC50 值显著抑制小鼠小胶质细胞 BV-2 中一氧化氮（NO）的产生。
