Design, Synthesis and Biological Activity of 7-O-(4-O-Acetyl-3-iodo-2, 3, 6-trideoxy-α-L-arabino-hexopyranosyl)daunomycinone and 7-O-(3-Chloro-2, 3, 6-trideoxy-4-O-propanoyl-α-L-lyxo-hexopyranosyl)daunomycinone

Abstract

The synthesis and pharmacological evaluation of 7-O-(4-O-acetyl-3-iodo-2, 3, 6-trideoxy-α-L-arabino-hexopy-ranosyl)daunomycinone and 7-O-(3-chloro-2, 3, 6-trideoxy-4-O-propanoyl-α-L-lyxo-hexopyranosyl)daunomycinone are described. Their cytotoxic activity was evaluated against normal and resistant cell lines. Both compounds exhibited activity against the adriamycin resistant cell line KB-A1. These results support the hypothesis that the increased lipophilicity of the sugar part of anthracyclines is associated with their ability to overcome multidrug resistance (MDR).