5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: synthesis, stability and reductive activation

L Hu; B Liu; D R Hacking

doi:10.1016/s0960-894x(00)00108-6

5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: synthesis, stability and reductive activation

Bioorg Med Chem Lett. 2000 Apr 17;10(8):797-800. doi: 10.1016/s0960-894x(00)00108-6.

Authors

L Hu¹, B Liu, D R Hacking

Affiliation

¹ Department of Pharmaceutical Chemistry, College of Pharmacy, Rutgers, The State University of New Jersey, Piscataway 08854, USA. [email protected]

PMID: 10782689
DOI: 10.1016/s0960-894x(00)00108-6

Abstract

5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Biological Availability
Biotransformation
Drug Stability
Floxuridine / analogs & derivatives*
Floxuridine / chemical synthesis
Floxuridine / chemistry
Floxuridine / pharmacokinetics*
Humans
Oxidation-Reduction
Prodrugs / pharmacokinetics*

Substances

5'-(2-(2-Nitrophenyl)-2-methylpropionyl)-2'-deoxy-5-fluorouridine
Prodrugs
Floxuridine