从 Macaranga tanarius 中分离得到的细胞毒性芪类化合物。

Cytotoxic Prenylated Stilbenes Isolated from Macaranga tanarius.

机构信息

Institut de Chimie des Substances Naturelles, CNRS, ICSN UPR2301, University of Paris-Saclay , 91198, Gif-sur-Yvette, France.

School of Pharmaceutical Sciences, University of Geneva, University of Lausanne , CMU-Rue Michel Servet 1, 1211 Geneva 11, Switzerland.

出版信息

J Nat Prod. 2017 Oct 27;80(10):2684-2691. doi: 10.1021/acs.jnatprod.7b00409. Epub 2017 Oct 3.

DOI:10.1021/acs.jnatprod.7b00409

PMID:28972755

Abstract

With the aim of discovering new cytotoxic prenylated stilbenes of the schweinfurthin series, Macaranga tanarius was selected for detailed phytochemical investigation among 21 Macaranga species examined by using a molecular networking approach. From an ethanol extract of the fruits, seven new prenylated stilbenes, schweinfurthins K-Q (7-13), were isolated, along with vedelianin (1), schwenfurthins E-G (2-4), mappain (5), and methyl-mappain (6). The structures of the new compounds were established by spectroscopic data analysis. The relative configurations of compounds 8, 12, and 13 were determined based on ROESY NMR spectroscopic analysis. The cytotoxic activities of compounds 1-13 were evaluated against the human glioblastoma (U87) and lung (A549) cancer cell lines.

摘要

为了发现新的具有细胞毒性的裂环烯醚萜类化合物，我们选择了 Macaranga tanarius 进行详细的植物化学研究。在对 21 种 Macaranga 物种进行的分子网络分析中，我们使用了这种方法。从果实的乙醇提取物中，分离得到了 7 种新的裂环烯醚萜类化合物，包括 schweinfurthins K-Q（7-13），以及 vedelianin（1）、schwenfurthins E-G（2-4）、mappain（5）和甲基-mappain（6）。通过光谱数据分析确定了新化合物的结构。根据 ROESY NMR 光谱分析确定了化合物 8、12 和 13 的相对构型。对化合物 1-13 的细胞毒性活性进行了评估，评估对象为人类脑胶质瘤（U87）和肺癌（A549）癌细胞系。