"Lock-in" modified cycloSal nucleotides - The second generation of cycloSal prodrugs

Nucleosides, Nucleotides and Nucleic Acids

Volumn 24, Issue 5-7, 2005, Pages 939-942

  Vukadinovic D ^a   Boge N P H ^a   Balzarini, J ^b   Meier, C ^a  

^a UNIVERSITY OF HAMBURG   (Germany)

^b REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

Antiviral Activity; CycloSal; Prodrugs; Pronucleotides

Indexed keywords

CYCLOSAL NUCLEOTIDE; ESTERASE; LIVER EXTRACT; NUCLEOTIDE DERIVATIVE; PRODRUG; STAVUDINE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; CHEMICAL MODIFICATION; CONFERENCE PAPER; DIASTEREOISOMER; ESTERIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HYDROLYSIS; ISOMER; METHANOLYSIS; OXIDATION; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SEPARATION TECHNIQUE; TRANSESTERIFICATION;

ANTI-HIV AGENTS; BINDING SITES; CELL LINE; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; ESTERASES; HIV; HIV INFECTIONS; HUMANS; HYDROLYSIS; MODELS, CHEMICAL; MUTATION; NUCLEOTIDES; PRODRUGS; PROTEIN ISOFORMS; STAVUDINE;

EID: 26644432738     PISSN: 15257770     EISSN: 15322335     Source Type: Journal    
DOI: 10.1081/NCN-200059298     Document Type: Conference Paper

References (5)

1. Meier, C. CycloSal-pronucleotides-design of chemical trojan horses. Mini Reviews Med. Chem. 2002, 2, 219-234.
2. Meier, C.; Ruppel, M.F.; Vukadinović, C.; Balzarini, J. Second generation of the cycloSal-pronucleotides with esterase-cleavable site: the "lock-in" concept. Nucleosides Nucleotides 2004, 23, 89-115.
3. Meier, C.; Lorey, M.; De Clercq, E.; Balzarini, J. CycloSal-2′, 3′-dideoxy-2′,3′-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system. J. Med. Chem. 1998, 41, 1417-1427.
4. Breton, G.W. Selective monoacetylation of unsymmetrical diols catalysed by silica gel-supported sodium hydrogen sulfate. J. Org. Chem. 1997, 62, 8952-8954.
5. Brechbühler, H.; Büchi; Hatz, E.; Schreiber, J.; Eschenmoser, A. Die Reaktion von Carbonsäuren mit Acetalen des N,N-Dimethylformamids: Eine Veresterungsmethode. Helv. Chim. Acta 1965, 48, 1740-1771.