Hydroxy fatty acids for the delivery of dideoxynucleosides as anti-HIV agents

  • Bioorg Med Chem Lett. 2014 Feb 1;24(3):817-20. doi: 10.1016/j.bmcl.2013.12.093.
Kishore Lingam Gangadhara  1 ,  Eveline Lescrinier  1 ,  Christophe Pannecouque  2 ,  Piet Herdewijn  3
Affiliations
  • 1. Medicinal Chemistry, Department of Pharmaceutical Sciences, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat-10, 3000 Leuven, Belgium.
  • 2. Laboratory of Virology and Chemotherapy, Department of Microbiology and Immunology, Rega Institute for Medical Research, KU Leuven, Kapucijnenvoer 33, 3000 Leuven, Belgium.
  • 3. Medicinal Chemistry, Department of Pharmaceutical Sciences, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat-10, 3000 Leuven, Belgium. Electronic address: [email protected].
PMID: 24411122 DOI: 10.1016/j.bmcl.2013.12.093
Abstract

A series of α- and β-carboxylated phospholipid prodrugs of dideoxy nucleosides have been synthesized and evaluated against HIV. An increase in biological effect with a factor of 500 has only been observed for the adenine nucleoside, which suggests that this prodrug approach is base specific.

Keywords
HIV; Nucleotides; Phospholipids; Prodrugs; d4A.