| Abstract: | A new monomer, maleimidoethanoyl‐5‐fluorouracil (MIEFU), was synthesized by the reaction of maleimidoethanoyl chloride and 5‐fluorouracil (5‐FU). The homopolymer of MIEFU and its copolymers with acrylic acid (AA) or vinyl acetate (VAc) were prepared by photopolymerizations with 2,2‐dimethoxy‐2‐phenylacetophenone as an initiator at 25 °C for 48 h. The structures of the synthesized monomer and polymers were identified by Fourier transform infrared, 1H NMR, and 13C NMR spectroscopies and elemental analysis. The contents of the MIEFU units in poly(MIEFU‐co‐AA) and poly(MIEFU‐co‐VAc) were 18 and 30 mol %, respectively. The number‐average molecular weights of the synthesized polymers, as determined by gel permeation chromatography, ranged from 4900 to 9800. The in vitro cytotoxicities of the samples against mouse mammary carcinoma (FM3A), mouse leukemia (P388), and human histiocytic lymphoma (U937) cancer cell lines decreased in the following order: 5‐FU ≥ MIEFU > poly(MIEFU) > poly(MIEFU‐co‐AA) > poly(MIEFU‐co‐VAc). The in vivo antitumor activities of the polymers against Balb/C mice bearing the sarcoma 180 tumor cells were greater than those of 5‐FU at all the doses tested. The inhibitions of the SV40 DNA replication of the samples were much greater than that of the control. The synthesized monomer and polymers showed more antiangiogenesis activity than the control. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 1247–1256, 2000 |
