5-Fluorouracil release

Blanco, M.D. Garcia, O. Trigo, R.M. Teijon, J.M. Katime, I. 5-Fluorouracil release from copolymeric hydrogels of itaconic acid monoester. I. Acrylamide-co-monomethyl itaconate. Biomaterials 1996, 17 (11), 1061-1067. 

Garcia, O. Blanco, M.D. Gomez, C. Teijon, J.M. Effect of the crosslinking with 1,1,1-trimethylolpropane trimethacrylate on 5-fluorouracil release from poly(2-hydro-xyethyl methacrylate) hydrogels. Polym. Bull. 1997, 38, 55-62. 

F. Puoci, F. lemma, G. Cirillo, N. Picci, P. Matricardi and F. Alhaique, Molecularly imprinted polymers for 5-fluorouracil release in biological fluids. Molecules, 12 (4) 805-814,2007. 

Intravenous administration of 5-fluorouracil for colon cancer therapy could produce severe systemic side-effects due to its cytotoxic effect on normal cells. To avoid such problems, recently guar gum tablet formulations were developed for site-specific delivery of 5-fluorouracil to the colon without the drug being released in the stomach or small intestine [ 15]. In this study, fast disintegrating 5-fluorouracil core tablets were compression-coated with 60%, 70% and 80% of guar gum, and were subjected to in-vitro drug release studies. The amount of 5-fluorouracil released from the compression-coated... 

Biodegradable poly(phosphoester-urethanes) containing bisglycophosphite as the chain extender were synthesized. Methylene bis-4-phenyl isocyanate (MDI) and toluene diisocyanate (TDI) were initially used as diisocyanates. Since there was a concern that the degradation products could be toxic, the ethyl 2,6-diisocyanatohexanoate (LDI) was synthesized and replaced the MDI (or TDI). The hydrolytic stability and solubility of these polymers were tested. Preliminary release studies of 5-fluorouracil from MDI based poly(phosphoester-urethane) and methotrexate from LDI based poly(phosphoester-urethane) are also reported. 

Chemical structure of monomers and intermediates was confirmed by FT-IR and FT-NMR. Molecular weight distribution of polymers was assessed by GPC and intrinsic viscosity. The thermal property was examined by differential scanning calorimetry. The hydrolytic stability of the polymers was studied under in vitro conditions. With controlled drug delivery as one of the biomedical applications in mind, release studies of 5-fluorouracil and methotrexate from two of these polymers were also conducted. 

Reduction of a S-aminoketone resulting from the addition of an equivalent of a glycinate anion on ethyl difluoro- or trifluoroacetate is stereoselective and leads to ethyl di- or trifluorothreoninate threo (syn). Release of the acid, performed by saponification, is accompanied by a partial epimerization into an alio compound. However, the amino acids are obtained in enantiopure forms by using a lipase. . It s important to note that (25, 35)-difluorothreonine exhibits activity toward the growth of leukemia cell hnes comparable to 5-fluorouracil. ... 

Einmahl, S., Zignani, M., Varesio, E., Heller, J., Veuthey, J.L., Tabatabay, C., and Gumy, R. (1999). Concomitant and controlled release of dexamethasone and 5-fluorouracil from poly(ortho ester). Int. J. Pharmaceut., 185, 189-198. 

Nishimoto S, Hatta H, Ueshima H, Kagiya T (1992) 1-(5 -Fluoro-6 -hydroxy-5, 6 -dihydrouracil-5 -yl)-5-fluorouracil,a novel N(1)-C(5) linked dimer that releases 5-fluorouracil by radiation activation under hypoxic conditions. J Med Chem 35 2711-2712 Norman ROC, Storey PM, West PR (1970) Electron spin resonance studies, part XXV. Reactions of the sulphate radical anion with organic compounds. J Chem Soc (B) 1087-1095 Novais HM, Steenken S (1986) ESR studies of electron and hydrogen adducts of thymine and uracil and their derivatives and of 4,6-dihydroxypyrimidines in aqueous solution. Comparison with data from solid state. The protonation at carbon of the electron adducts. J Am Chem Soc 108 1-6... 

Maa, Y., and Heller, J. Controlled release of 5-fluorouracil from linear poly(ortho... 

Figure 1. Reproducibility of the release of S-fluorouracil from EHCF monomer in the small gas dispersion tubes. Tvo independent sample runs are shovn.

Figure 3. The release of 5-fluorouracil froa a series of EHCF HHA and EHCF HA copolymers in the small gas dispersion tubes.

Cell viability studies of HT29 colon cancer cells treated with the CO-releasing compound [Mn(CO)3(tpm)]PF6, 33 R = H, revealed a significant photoinduced cytotoxicity comparable to that of established agent 5-fluorouracil [205]. Subsequently, [Mn(CO)3(tpm)]PF6, 33, was modified by replacing R with peptides to permit cellular recognition [206]. 34, R = H, Me, releases nearly 2 mol of CO to myoglobin on photolysis while 35, E = lone pair, O, S, releases approximately 1 mol of CO. The n-octanol/water partition coefficients were also measured [207]. 

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