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Vlasouliodes A-D,四种新型 C 二聚体倍半萜,表现出对来自 Vladimiria souliei 的 MCF-7 细胞的潜在抑制作用。

Vlasouliodes A-D, four new C dimeric sesquiterpenes exhibiting potential inhibition of MCF-7 cells from Vladimiria souliei.

机构信息

School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu 211198, PR China; School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

出版信息

Fitoterapia. 2022 Sep;161:105234. doi: 10.1016/j.fitote.2022.105234. Epub 2022 Jun 12.

Abstract

As our ongoing interest to search bioactive dimeric sesquiterpenes from the genus Vladimiria (Asteraceae), the plant of Vladimiria souliei was studied. Based on the repetitive chromatographic fractionation, a chemical investigation on the roots of Vladimiria souliei led to the isolation and the identification of four previously undescribed sesquiterpene dimers, vlasouliodes A-D (1-4). Their chemical structures were elucidated by comprehensive analysis of spectroscopic data, including HRESIMS, 1D and 2D NMR spectroscopic data. The absolute configurations of them were unambiguously established by the experimental and calculated ECD data. In the in vitro biological activity evaluation, 1 and 3 displayed pronounced inhibitory activity against human breast adenocarcinoma cell lines (MCF-7) with IC values of 17.12 ± 0.42 μM and 13.12 ± 0.10 μM, respectively. Additionally, treatment with 1 and 3 induced cell apoptosis in MCF-7 cells, down-regulated the expression of Caspase-3 and up-regulated the expression of Cleaved-caspase-3.

摘要

作为我们从 Vladimiria 属(菊科)中寻找生物活性二聚倍半萜的持续兴趣,研究了 Vladimiria souliei 植物。基于重复的色谱分离,对 Vladimiria souliei 的根进行了化学研究,分离并鉴定了四个以前未描述的倍半萜二聚体,vlasouliodes A-D(1-4)。通过包括 HRESIMS、1D 和 2D NMR 光谱数据在内的综合分析,阐明了它们的化学结构。通过实验和计算 ECD 数据,明确确定了它们的绝对构型。在体外生物活性评价中,1 和 3 对人乳腺癌腺癌细胞系(MCF-7)表现出显著的抑制活性,IC 值分别为 17.12±0.42μM 和 13.12±0.10μM。此外,用 1 和 3 处理 MCF-7 细胞可诱导细胞凋亡,下调 Caspase-3 的表达,上调 Cleaved-caspase-3 的表达。

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