Design, synthesis and antitumor activity of novel D-Glucuronic acid derivatives

Ahmed O.H. El-Nezhawy, Frady G. Adly, Ahmed F. Eweas, Atef G. Hanna, Yehya M. El-Kholy, Shahenaz H. El-Syed, Tarek B.A. El-Naggar

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Abstract

A series of D-glucuronic acid derivatives were chemically synthesized including acetylated and deacetylated glucuronamides, as well as N-glucuronides starting from the D-glucuronic acid itself by means of protection/deprotection, activation and condensation protocols. Structure elucidation of all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in vitro antitumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 4, 5, 7, 8, 14, 16 and 18 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 9, 18 and 20. However, compounds 7-10 13-15 and 17 were the most active against the UACC-62 cell line.

Original languageEnglish
Pages (from-to)624-638
Number of pages15
JournalMedicinal Chemistry
Volume7
Issue number6
DOIs
Publication statusPublished - Nov 2011
Externally publishedYes

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El-Nezhawy, A. O. H., Adly, F. G., Eweas, A. F., Hanna, A. G., El-Kholy, Y. M., El-Syed, S. H., & El-Naggar, T. B. A. (2011). Design, synthesis and antitumor activity of novel D-Glucuronic acid derivatives. Medicinal Chemistry, 7(6), 624-638. https://doi.org/10.2174/157340611797928398