使用手性离子液体合成 Schweinfurthin G 的中间衍生物

Nguyen Thuy Linh, Bui Thi Minh, Anh, T. Hiếu, Phi Thi Dao, Tran Thu Huong, Doan Thi Mai, Huong, P. Cuong
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引用次数: 0

摘要

五味子呋喃类化合物具有多种重要的生物和药理活性。迄今为止,已经制备了 50 多种五味子呋喃素及其类似物,用于研究其结构与功能的关系。在对 U87 细胞系(EC50 为 0.04 µM)和 KB 细胞系(IC50 为 0.06 µM)进行评估时发现,Schweinfurthin G 是含有六氢噻吩分子的五味子呋喃类化合物中最具代表性的一种,能强烈抑制癌细胞系的生长。离子液体被视为 "未来的溶剂",应用于各个领域。由于离子液体具有灵活、不挥发、无腐蚀性、低粘度等特性,它们在现代有机合成中作为传统有机溶剂和催化剂的环保型替代品得到了最广泛的应用。本文介绍了中间化合物 2 和 3 的合成,它们是利用手性离子液体合成 schweinfurthin G 衍生物的关键化合物。这些化合物是进一步合成用于生物活性测试的五味子呋喃素 G 衍生物的关键砌块。
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Synthesis of intermediate derivatives from Schweinfurthin G using chiral ionic liquid
Schweinfurthins possess a wide diversity of important biological and pharmacological activities. To date, more than fifty schweinfurthins and their analogues have been prepared for the investigation of structure-function relationships. Schweinfurthin G, one of the most representative of schweinfurthins containing the hexahydroxanthene moiety, was found to strongly inhibit the growth of cancer cell lines when evaluated on the U87 cell line (EC50 of 0.04 µM), and on the KB cell line (IC50 of 0.06 µM). Ionic liquids have been regarded as “solvents of the future” and applied in various fields. They have been utilized most widely in modern organic synthesis as an environmentally friendly alternative to conventional organic solvents and catalysts due to their flexible, nonvolatile, noncorrosive, low viscous properties and they still maintain similar and sometimes enhanced chemical selectivity and reactivity of organic reactions. In this paper, we present the synthesis of intermediate compounds 2 and 3, which are the key compounds for synthesizing the derivatives of schweinfurthin G using chiral ionic liquid. These compounds are the key blocks to further synthesize schweinfurthin G derivatives for biological activity tests.
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