5-Fluorouracil Derivatives Containing α-Hydroxy Phosphonates

Abstract

In order to find high acitivity and low toxicity antitumor drug-lead compounds, 13 novel N¹-(2-furanidyl)-N³-(O,O-dialkylphosphonyl aryl (alkyl)methoxy-carbonylmethyl)-5-fluorouracils were synthesized via phase-transferred catalytic reactions of chloroacetyloxyalkyl phosphonates 2 with N¹-(2-furanidyl)-5-fluorouracil. The structures of the products were confirmed by ¹H NMR, ³¹P NMR, IR, and MS spectra and elemental analyses. The results of preliminary bioassay showed that the new compounds possess some extent of inhibitory effect against HCT-8 and Bel-7402 cell lines and good fungicidal activities.

Keywords:

• α-hydroxy phosphonates
• fungicidal activities
• N¹-(2-furanidyl)-5-fluorouracil

Acknowledgments

We are thankful to the Key Project of Science and Technology of Ministry of Education of China (02140) and the Dawn Plan of Science and Technology for Young Scientists of Wuhan city (2002501024) for financial support. We are also indebted to Prof. Guanhua Du, who works at Beijing Institute of Medicine in Academy of Medical Sciences of China for the antitumor activities test.