Design and Synthesis of Novel Betulin Derivatives Containing Thiazole Moiety as Anticancer Agents

IF 0.9 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY
Y. B. Zhang, S. W. Pan, M. Zhang, X. S. Guo, J. F. Wang, M. Bu
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引用次数: 0

Abstract

A series of novel betulin-28-thiazole ester derivatives were designed, synthesized, and subsequently evaluated for their anticancer activity. Among these compounds, 3β-hydroxylup-20(29)-en-28-yl 3-(5-carboxy-4-methylthiazol-2-yl)-1-methylpyridin-1-ium iodide demonstrated the most potent anticancer activity against A549 cells, with an IC50 value of 2.24 µM, being 11.23-fold more potent than betulin. Meanwhile, 3β-hydroxylup-20(29)-en-28-yl 3-(5-carboxy-4-methylthiazol-2-yl)-1-methylpyridin-1-ium iodide displayed exceptional water solubility, being 20.15-fold higher than that of betulin. In summary, these data identified 3β-hydroxylup-20(29)-en-28-yl-3-(5-carboxy-4-methylthiazol-2-yl)-1-methylpyridin-1-ium iodide as a promising lead compound that warrants further investigation of its anticancer properties.

Abstract Image

含噻唑基团新型抗癌白桦林衍生物的设计与合成
设计、合成了一系列新型白桦林-28-噻唑酯衍生物,并对其抗癌活性进行了评价。其中,3β-羟基-20(29)-en-28-yl 3-(5-羧基-4-甲基噻唑-2-yl)-1-甲基吡啶-1-碘化ium对A549细胞的抗癌活性最强,IC50值为2.24µM,是白介素的11.23倍。与此同时,3β-羟基-20(29)-en-28-yl 3-(5-羧基-4-甲基噻唑-2-yl)-1-甲基吡啶-1-碘化ium表现出优异的水溶性,比白桦林的水溶性高20.15倍。总之,这些数据确定了3β-羟基-20(29)-en-28-yl-3-(5-羧基-4-甲基噻唑-2-基)-1-甲基吡啶-1-碘化ium是一个有前途的先导化合物,值得进一步研究其抗癌特性。
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来源期刊
CiteScore
1.40
自引率
22.20%
发文量
252
审稿时长
2-4 weeks
期刊介绍: Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.
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