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. 2009 Aug 25;14(9):3142-52.
doi: 10.3390/molecules14093142.

Synthesis and antitumor activity of amino acid ester derivatives containing 5-fluorouracil

Jing Xiong  1 , Hai-Feng Zhu, Ya-Juan Zhao, Yun-Jun Lan, Ji-Wang Jiang, Jing-Jing Yang, Shu-Feng Zhang
Affiliations

Synthesis and antitumor activity of amino acid ester derivatives containing 5-fluorouracil

Jing Xiong et al. Molecules. .

Abstract

A series of amino acid ester derivatives containing 5-fluorouracil were synthesized using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC*HCl) and N-hydroxybenzotriazole (HOBt) as a coupling agent. The structures of the products were assigned by NMR, MS, IR etc. The in vitro antitumor activity tests against leukaemia HL-60 and liver cancer BEL-7402 indicated that (R)-ethyl 2-(2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-3-(4-hydroxyphenyl) propanoate showed more inhibitory effect against BEL-7402 than 5-FU.

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Figures

Scheme 1
Scheme 1
Synthesis of 2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-aceto amino acid ester derivatives 2.
Figure 1
Figure 1
Structural formulae of compounds 2.
See this image and copyright information in PMC

References

    1. Smith N.F., Figg W.D., Sparreboom A. Recent advances in pharmacogenetic approaches to anticancer drug development. Drug Develop. Res. 2004;62:233–253. doi: 10.1002/ddr.10361. - DOI
    1. Ragnhammar P., Blomgren H.A. How to optimize the effect of 5-fluorouracil modulated therapy in advanced colorectal cancer. Med. Oncol. 1995;12:187–201. doi: 10.1007/BF01571196. - DOI - PubMed
    1. Arias J.L. Novel strategies to improve the anticancer action of 5-fluorouracil by using drug delivery systems. Molecules. 2008;13:2340–2369. doi: 10.3390/molecules13102340. - DOI - PMC - PubMed
    1. Nichifor M., Schacht E.H. Synthesis of peptide derivatives of 5-fluorouracil. Tetrahedron. 1994;50:3747–3760. doi: 10.1016/S0040-4020(01)90395-3. - DOI
    1. Sloan K.B., Wasdo S. Designing for topical delivery: Prodrugs can make the difference. Med. Res. Rev. 2003;23:763–793. doi: 10.1002/med.10048. - DOI - PubMed

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