Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells
Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells
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DOI：
10.1016/j.bmcl.2009.06.046
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发表时间：
2009-08-15
影响因子：
2.7
通讯作者：
Drag, Marcin
中科院分区：
文献类型：
--
作者：
Drag-Zalesinska, Malgorzata;Kulbacka, Julita;Drag, Marcin
白桦醇和白桦酸是天然存在的五环三萜类化合物，对多种癌细胞具有细胞毒性。不幸的是，它们几乎不溶于水介质，因此它们的总吸收指数并不令人满意。我们通过简单转化为L氨基酸的单取代和双取代酯，对这两种化合物的结构进行了修饰。这使我们能够在不损失先前观察到的抗癌特性的情况下获得更好的水溶性。对不同癌细胞系的彗星实验表明，这些化合物通过一种凋亡机制发挥作用。(C)2009爱思唯尔有限公司。保留所有权利。
Betulin and betulinic acid are naturally occurring pentacyclic triterpenes showing cytotoxicity towards a number of cancer cell lines. Unfortunately they are practically insoluble in aqueous media and therefore their overall absorption index is not satisfactory. We have modified structures of both compounds by simple transformation to mono-and disubstituted esters of L-amino acids. This allowed us to achieve better water solubility without loss of the observed earlier anticancer properties. Comet assay on various cancer cell lines demonstrate that these compounds act via an apoptotic mechanism. (C) 2009 Elsevier Ltd. All rights reserved.