title: Hydroxy fatty acids for the delivery of dideoxynucleosides as anti-HIV agents.
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.
authors.affiliation: Medicinal Chemistry, Department of Pharmaceutical Sciences, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat-10, 3000 Leuven, Belgium.
authors.forename: Kishore Lingam
authors.initials: KL
authors.lastname: Gangadhara
authors.affiliation: Medicinal Chemistry, Department of Pharmaceutical Sciences, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat-10, 3000 Leuven, Belgium.
authors.forename: Eveline
authors.initials: E
authors.lastname: Lescrinier
authors.affiliation: Laboratory of Virology and Chemotherapy, Department of Microbiology and Immunology, Rega Institute for Medical Research, KU Leuven, Kapucijnenvoer 33, 3000 Leuven, Belgium.
authors.forename: Christophe
authors.initials: C
authors.lastname: Pannecouque
authors.affiliation: Medicinal Chemistry, Department of Pharmaceutical Sciences, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat-10, 3000 Leuven, Belgium. Electronic address: piet.herdewijn@rega.kuleuven.be.
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D000225:Adenine / Q000737:chemistry / Q000494:pharmacology; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000998:Antiviral Agents / Q000494:pharmacology*; D015224:Dideoxynucleosides / Q000737:chemistry / Q000494:pharmacology*; D016503:Drug Delivery Systems; D005227:Fatty Acids / Q000737:chemistry*; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D006880:Hydroxy Acids / Q000737:chemistry; D015394:Molecular Structure; D011355:Prodrugs / Q000737:chemistry / Q000494:pharmacology
chemical_list: D019380:Anti-HIV Agents; D000998:Antiviral Agents; D015224:Dideoxynucleosides; D005227:Fatty Acids; D006880:Hydroxy Acids; D011355:Prodrugs; D000225:Adenine
keywords: HIV; Nucleotides; Phospholipids; Prodrugs; d4A