Design, synthesis and anticancer activity of shikonin and alkannin derivatives with different substituents on the naphthazarin scaffold
Design, synthesis and anticancer activity of shikonin and alkannin derivatives with different substituents on the naphthazarin scaffold
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DOI：
10.1007/s40242-015-4385-y
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发表时间：
2015-05
影响因子：
3.1
通讯作者：
Xu Zhang;Jiahua Cui;Wen Zhou;Shaoshun Li
中科院分区：
文献类型：
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作者：
Xu Zhang;Jiahua Cui;Wen Zhou;Shaoshun Li
基于二异松甲基氯硼烷（DIP-Cl）对紫草素酮衍生物4的不对称还原反应，设计合成了一系列紫草素和紫草素衍生物，并评价了它们对多种细胞系的抗肿瘤活性。体外生物学实验表明，化合物S-10是一种5，8-O-二甲基-1，4-二肟紫草素衍生物，它不仅对癌细胞具有良好的抗增殖活性，而且对正常细胞的毒性也很低。能诱导HCT-116细胞凋亡，但对细胞周期无影响。S-10的抗癌机制可能不同于紫草素和紫草素衍生物。
Based on the asymmetric reduction of alkannin ketone derivative4by diisopinocampheylchloroborane(DIP-Cl), a series of shikonin and alkannin derivatives was designed, synthesized and their anticancer activities against various kinds of cell lines were evaluated. Thein vitrobiological experiments demonstrated that compoundS-10, a 5,8-O-dimethyl-1,4-dioxime alkannin derivative, not only displayed excellent antiproliferative activity against cancer cells, but also exhibited low toxicity towards normal cells. It could induce HCT-116 cell apoptosis, but had no impact on the cell cycle. The underlying anticancer mechanism ofS-10is most likely different from other shikonin and alkannin derivatives.