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朝鲜白珠树嫩枝中的环烯醚萜苷及其生物活性

Iridoid Glycosides from the Twigs of Sambucus williamsii var. coreana and Their Biological Activities.

机构信息

Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.

Gachon Institute of Pharmaceutical Science, Gachon University , Incheon 21936, Republic of Korea.

出版信息

J Nat Prod. 2017 Sep 22;80(9):2502-2508. doi: 10.1021/acs.jnatprod.7b00410. Epub 2017 Aug 25.

Abstract

Six new iridoid glycosides, sambucusides A-F (1-6), and two known derivatives (7 and 8) were isolated from a methanol extract of the twigs of Sambucus williamsii var. coreana. Their chemical structures were elucidated by spectroscopic methods, including NMR (H and C NMR, H-H COSY, HMQC, HMBC, and NOESY) and HRMS. All isolated compounds (1-8) were evaluated for their antiproliferative activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and Bt549). Their effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells and their neuroprotective effects through induction of nerve growth factor (NGF) in C6 glioma cells were also examined. Compounds 2, 3, and 5 showed cytotoxic effects (IC 1.3-8.7 μM) against the SK-MEL-2 and Bt549 cell lines and inhibitory effects on NO production (IC of 0.9, 1.3, and 1.2 μM, respectively). Compounds 2, 4, and 8 exhibited NGF-releasing effects (147.0 ± 5.8%, 158.7 ± 5.2%, and 152.6 ± 7.3%, respectively).

摘要

从朝鲜忍冬的嫩枝甲醇提取物中分离得到了 6 个新的环烯醚萜糖苷,桑布昔苷 A-F(1-6)和 2 个已知衍生物(7 和 8)。通过光谱方法,包括 NMR(H 和 C NMR、H-H COSY、HMQC、HMBC 和 NOESY)和 HRMS,阐明了它们的化学结构。所有分离得到的化合物(1-8)都对四种人癌细胞系(A549、SK-OV-3、SK-MEL-2 和 Bt549)的增殖活性进行了评估。还检查了它们对脂多糖(LPS)激活的 BV-2 细胞中一氧化氮(NO)产生的影响以及通过诱导神经生长因子(NGF)在 C6 神经胶质瘤细胞中的神经保护作用。化合物 2、3 和 5 对 SK-MEL-2 和 Bt549 细胞系表现出细胞毒性作用(IC 1.3-8.7 μM),并对 NO 产生具有抑制作用(IC 分别为 0.9、1.3 和 1.2 μM)。化合物 2、4 和 8 表现出释放 NGF 的作用(分别为 147.0 ± 5.8%、158.7 ± 5.2%和 152.6 ± 7.3%)。

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