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Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations
European Journal of Medicinal Chemistry ( IF 6.0 ) Pub Date : 2016-12-27 14:06:59
Sven Sommerwerk, Lucie Heller, Christoph Kerzig, Annemarie E. Kramell, René Csuk

Triterpenoic acids 1–6 exhibited very low or no cytotoxicity at all, but their corresponding 2,3-di-O-acetyl-piperazinyl amides 13–18 showed low EC50 values for several human tumor cell lines. Their cytotoxicity, however, was also high for the non-malignant mouse fibroblasts NIH 3T3. A significant improvement was achieved by preparing the rhodamine B derivatives 19–24. While rhodamine B is not cytotoxic (up to a concentration of 30μM – cut-off of the assay), the triterpenoid piperazine-spacered rhodamine B derivatives were cytotoxic in nano-molar concentration. Compound 24 (a diacetylated maslinic acid derivative) was most toxic for several human tumor cell lines but less toxic for mouse fibroblasts NIH 3T3. Staining and double-staining experiments revealed 24 to act as a mitocan.

中文翻译:

三萜酸的若丹明B缀合物即使在纳摩尔浓度下也具有细胞毒性的mitocan

三萜酸1-6几乎没有或完全没有细胞毒性,但是它们相应的2,3-二-O-乙酰基哌嗪酰胺13-18显示出几种人肿瘤细胞系的低EC 50值。但是,它们对非恶性小鼠成纤维细胞NIH 3T3的细胞毒性也很高。通过制备若丹明B衍生物19-24实现了显着改善。尽管若丹明B没有细胞毒性(最高浓度为30μM–分析的临界值),但三萜类哌嗪间隔的若丹明B衍生物在纳摩尔浓度下却具有细胞毒性。化合物24(一种二乙酰化山梨酸衍生物)对几种人类肿瘤细胞系的毒性最大,而对小鼠成纤维细胞NIH 3T3的毒性较小。染色和双重染色实验表明,有24个充当线粒体。
更新日期:2016-12-28
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