doi: 10.1016/j.bmc.2007.04.002.
Epub 2007 Apr 6.
Synthesis and evaluation of water-soluble docetaxel prodrugs-docetaxel esters of malic acid
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- PMID: 17624790
- DOI: 10.1016/j.bmc.2007.04.002
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Synthesis and evaluation of water-soluble docetaxel prodrugs-docetaxel esters of malic acid
Bioorg Med Chem.
.
Abstract
The synthesis of docetaxel esters of malic acid is described. These compounds were found to have greatly improved water solubility and are stable in solution at neutral pH. The C2' modified compounds 2a-c and 3a-c behave as prodrugs, that is, docetaxel is generated upon exposure to human plasma, whereas the C7 and C2',7,10- l modified derivatives do not. 2'-dl-Malyl docetaxel sodium salt demonstrated enhanced antitumor activity in vitro when compared to docetaxel and showed the inhibitory effect on tumor growth in vivo.
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