桦木素及其羟基类似物的细胞毒性活性相关性。

Correlation of cytotoxic activity of betulinines and their hydroxy analogues.

作者信息

Sarek Jan, Kvasnica Miroslav, Urban Milan, Klinot Jiri, Hajduch Marian

机构信息

Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Prague 2, Czech Republic.

出版信息

Bioorg Med Chem Lett. 2005 Oct 1;15(19):4196-200. doi: 10.1016/j.bmcl.2005.06.087.

DOI:10.1016/j.bmcl.2005.06.087

PMID:16051489

Abstract

This research is based on intention to prepare and test 3beta-hydroxy and 3beta,28-dihydroxy analogues of new pro-apoptotic derivatives (betulinines) using selective hydrolysis procedure and strategic protective groups. The evaluation of cytotoxicity of prepared compounds on several tumor cell lines using an MTT test was our interest. It was found that hydrolysis of acetates in betulinines afforded compounds with higher cytotoxicity in case of 18-lupene-21-ones (e.g., ethyl 3beta-hydroxy-21-oxolup-18-en-28-oate), whereas hydrolysis of the 18-lupene-21,22-diones gave less active derivatives.

摘要

本研究旨在利用选择性水解程序和策略性保护基团制备并测试新型促凋亡衍生物（桦木素）的3β-羟基和3β,28-二羟基类似物。我们感兴趣的是使用MTT试验评估所制备化合物对几种肿瘤细胞系的细胞毒性。结果发现，在18-羽扇烯-21-酮（如3β-羟基-21-氧代羽扇-18-烯-28-乙酯）的情况下，桦木素中乙酸酯的水解产生了具有更高细胞毒性的化合物，而18-羽扇烯-21,22-二酮的水解产生的衍生物活性较低。