, Activities of the four optical isomers of 2',3'-dideoxy-3'-thiacytidine (BCH-189) against human immunodeficiency virus type 1 in human lymphocytes., Antimicrobial Agents and Chemotherapy, vol.36, issue.3, pp.672-676, 1992.
DOI : 10.1128/AAC.36.3.672
, Design and activity of a novel class of nucleoside analogs effective against HIV-1, Abstracts of the 5th International Conference on AIDS 1989, pp.1-515
, Nucleic acids components and their analogues. LIII. Preparation of 1-2'-deoxy-??-L-ribofuranosylthymine, L-thymidine, Collection of Czechoslovak Chemical Communications, vol.29, issue.11, pp.2809-2813, 1964.
DOI : 10.1135/cccc19642809
, Purine nucleosides. XXIX. Synthesis of 21-deoxy-L-adenosine and 21-deoxy-L-guanosine and their .alpha. anomers, The Journal of Organic Chemistry, vol.35, issue.3, pp.636-639, 1970.
DOI : 10.1021/jo00828a019
, Synthesis of L-3'-azido-3'-deoxythymidine (L-AZT) and its stereoisomers, The Journal of Organic Chemistry, vol.56, issue.11
DOI : 10.1021/jo00011a026
, L-nucleoside enantiomers as antivirals drugs: A mini-review Recent advances in L-nucleosides: chemistry and biology -nucleosides: antiviral activity and molecular mechanism, Antiviral Res Antiviral Res Curr. Top. Med. Chem, vol.64, issue.2, pp.276-281, 1998.
, Mechanism of inhibition of duck hepatitis B virus polymerase by (-)- beta-L-2',3'-dideoxy-3'-thiacytidine, Antimicrobial Agents and Chemotherapy, vol.39, issue.7, pp.1430-1435, 1995.
DOI : 10.1128/AAC.39.7.1430
, Affinity of the antiviral enantiomers of oxathiolane cytosine nucleosides for human 2???-deoxycytidine kinase, Biochemical Pharmacology, vol.45, issue.7, pp.1540-1543, 1993.
DOI : 10.1016/0006-2952(93)90058-5
, Deoxycytidine deaminase-resistant stereoisomer is the active form of (+/-)-2',3'-dideoxy-3'-thiacytidine in the inhibition of hepatitis B virus replication, J. Biol. Chem, vol.267, pp.13938-13942, 1992.
, Synthesis, anti-HIV activity, and resistance profile of thymidine phosphonomethoxy nucleosides and their bis-isopropyloxymethylcarbonyl (bisPOC) prodrugs, Bioorg. Med. Chem, vol.15, pp.5519-5528, 2007.
, C-nucleosides: synthetic strategies and biological applications, Chem. Rev. Articles ASAP, 2009.
, Chemistry of Nucleosides and Nucleotides, pp.421-535, 1994.
, The structure of shodomycin, a novel carbon-linked nucleoside antibiotic related to uridine, Proc. Nat. Acad. Sci. USA, pp.548-553, 1967.
, Showdomycin and its reactive moiety, maleimide: A comparison in selective toxicity and mechanism of action in vitro Synthesis of C-glycosyl thiazoles Synthesis and antiviral activity of certain thiazole C-nucleosides, Biochem. Pharmacol. J. Org. Chem. J. Med. Chem, vol.29, issue.20, pp.2199-2204, 1976.
, 2-.beta.-D-ribofuranosylthiazole-4-carboxamide, a novel potential antitumor agent for lung tumors and metastases, Journal of Medicinal Chemistry, vol.25, issue.2, pp.107-108, 1982.
DOI : 10.1021/jm00344a002
, Cofactor Mimics as Selective Inhibitors of NAD-dependent Inosine Monophospate Dehydrogenase (IMPDH) - the Major Therapeutic Target, Current Medicinal Chemistry, vol.11, issue.7, pp.887-900, 2004.
DOI : 10.2174/0929867043455648
, Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogs, J, vol.82
, Chemical synthesis of benzamide adenine dinucleotide: inhibition of inosine monophosphate dehydrogenase (types I and II), J. Med, vol.35, pp.511-517, 1992.
, Benzamide Riboside, a Recent Inhibitor of Inosine 5-Monophosphate Dehydrogenase Induces Transferrin Receptors in Cancer Cells, Current Medicinal Chemistry, vol.9, issue.7, pp.2422-2426, 1996.
DOI : 10.2174/0929867024606911
, -Nucleosides, Journal of Medicinal Chemistry, vol.41, issue.8, pp.1236-1241, 1998.
DOI : 10.1021/jm970532z
URL : https://hal.archives-ouvertes.fr/hal-00857435
, Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase, J. Med. Chem, vol.47, pp.2283-2295, 2004.
, Synthesis and HCV inhibitory properties of 9-deaza- and 7,9-dideaza-7-oxa-2???-C-methyladenosine, Immucillin H, a powerful transition-state analog inhibitor of purine nucleoside phosphorylase, pp.5219-5229, 2007.
DOI : 10.1016/j.bmc.2007.05.020
, 8-Aza-immucillins as transition-state analogue inhibitors of purine nucleoside phosphorylase and nucleoside hydrolases Efforts to expand the genetic alphabet: identification of a replicable unnatural DNA self-pair, Determinants of unnatural nucleobase stability and polymerase recognition, pp.155-160, 2003.
, Human DNA polymerase ? uses a combination of positive and negative selectivity to polymerize purine dNTPs with high fidelity New modular and efficient approach to 6-substituted pyridin-2-yl Cnucleosides Modular and practical synthesis of 6-substituted pyridin-3-yl C-nucleosides An efficiently extended class of unnatural base pairs PCR with an expanded genetic alphabet Discovery, characterization, and optimization of an unnatural base pair for expansion of the genetic alphabet The effects of unnatural base pairs and mispairs on DNA duplex stability and salvation Synthetic methodologies for C-nucleosides, Romesberg, F.E. Efforts towards Expansion of the Genetic Alphabet: Pyridone and Methyl Pyridone Nucleobases, pp.7809-7812, 2004.
, 07/1) = 10 VZV TK
, 6-[2- (phosphonomethoxy)alkoxy]pyrimidines with antiviral activity Antiretrovirus activity of a novel class of acyclic pyrimidine nucleoside phosphonates, Antiviral potential of a new generation of acyclic nucleoside phosphonates, the 6-[2-(phosphonomethoxy)alkoxy]-2,4- diaminopyrimidines. Nucleos. Nucleot. Nucl, pp.2185-2193, 1918.
, 5-Substituted-2,4-diamino-6-[2-(phosphonomethoxy)ethoxy]pyrimidinesAcyclic Nucleoside Phosphonate Analogues with Antiviral Activity, Synthesis and antiviral activity of, pp.5064-50734, 2003.
DOI : 10.1021/jm030932o
, Difluorophosphonoalkyl)guanines as a new class of multisubstrate analogue inhibitors of purine nucleoside phosphorylase, J. Am. Chem. Soc. J.V, vol.135, issue.113, pp.315-317, 1991.
, Guanine, pyrazolo[3,4-d]pyrimidine, and triazolo[4,5-d]pyrimidine (8-azaguanine) phosphonate acyclic derivatives as inhibitors of purine nucleoside phosphorylase, J. Med. Chem, vol.39, pp.949-956, 1996.
, The stereoselective synthesis of cyclopropylphosphonate analogs of nucleotides, Tetrahedron Letters, vol.40, issue.47, pp.8235-8238, 1999.
DOI : 10.1016/S0040-4039(99)01747-5
, Novel acyclonucleotides: synthesis and antiviral activity of alkenylphosphonic acid derivatives of purines and a pyrimidine, Journal of Medicinal Chemistry, vol.36, issue.10, pp.1343-1355, 1993.
DOI : 10.1021/jm00062a006
, Prodrugs of phosphates and phosphonates (b) Schultz, C. Prodrugs of biologically active phosphate esters 152 (a) Meier, C. cycloSal phosphates as chemical trojan horses for intracellular nucleotide and glycosylmonophosphate delivery ? chemistry meets biology, Balzarini, J. CycloSal- PMEA and cycloAmb-PMEA: potentially new phosphonate prodrugs based on the cycloSal-pronucleotide approach, pp.2328-2345, 2003.
, Design, synthesis, and characterization of a series of cytochrome P 450 3A-activated prodrugs (HepDirect prodrugs) useful for targeting phosph(on)ate-based drugs to the liver, J. Am. Chem. Soc, vol.126, pp.5154-5163, 2004.
, Synthesis and Biological Studies of Novel Nucleoside Phosphoramidate Prodrugs, Journal of Medicinal Chemistry, vol.44, issue.25, pp.4475-4480, 2001.
DOI : 10.1021/jm010337r
, A general synthesis of dioxolenone prodrug moieties, Tetrahedron Letters, vol.43, issue.7, pp.1161-1164, 2002.
DOI : 10.1016/S0040-4039(01)02386-3
, Intracellular delivery of nucleoside monophosphates through a reductase-mediated activation process, Antiviral Research, vol.22, issue.2-3, pp.155-174, 1993.
DOI : 10.1016/0166-3542(93)90093-X
, Bis[(para-methoxy)benzyl] phosphonate prodrugs with improved stability and enhanced cell penetration, Bioorganic & Medicinal Chemistry Letters, vol.17, issue.12, pp.3412-3416, 1991.
DOI : 10.1016/j.bmcl.2007.03.089
, Aryl Phosphoramidate Derivatives of d4T Have Improved Anti-HIV Efficacy in Tissue Culture and May Act by the Generation of a Novel Intracellular Metabolite, Journal of Medicinal Chemistry, vol.39, issue.8, pp.1748-1753, 1996.
DOI : 10.1021/jm950605j
, The Presence of Substituents on the Aryl Moiety of the Aryl Phosphoramidate Derivative of d4T Enhances Anti-HIV Efficacy in Cell Culture:?? A Structure???Activity Relationship, Journal of Medicinal Chemistry, vol.42, issue.3
DOI : 10.1021/jm9803931
, Design and Synthesis of Lipophilic Phosphoramidate d4T-MP Prodrugs Expressing High Potency Against HIV in Cell Culture:?? Structural Determinants for in Vitro Activity and QSAR, Journal of Medicinal Chemistry, vol.42, issue.20, pp.393-399, 1999.
DOI : 10.1021/jm9807104
, In Vivo Toxicity, Pharmacokinetics, and Anti-Human Immunodeficiency Virus Activity of Stavudine-5'-(p-Bromophenyl Methoxyalaninyl Phosphate) (Stampidine) in Mice, Antimicrobial Agents and Chemotherapy, vol.46, issue.11, pp.3428-3436, 2002.
DOI : 10.1128/AAC.46.11.3428-3436.2002
, Synthesis, separation and anti-HIV activity of diastereoisomers of N-[p-(4- bromophenyl)-2',3'-didehydro-3'-deoxy-5'-thymidylyl]-l-alanine methyl ester (stampidine), nucleotides. XVI. Synthesis and biological evaluations of a series of 1-?-D-arabinofuranosylcytosine 5'-alkyl or arylphosphates, pp.152-158, 2006.
, Clinical pharmacology of 1-?-D-arabinofuranosylcytosine-5'-stearylphosphate, an orally administered longacting derivative of low-dose 1-?-D-arabinofuranosylcytosine, Chem. Pharm. Bull Cancer Res, vol.28, issue.54, pp.2915-2923, 1980.
, Phase II Placebo-Controlled Trial of Fozivudine Tidoxil for HIV Infection: Pharmacokinetics, Tolerability, and Efficacy, JAIDS Journal of Acquired Immune Deficiency Syndromes, vol.23, issue.3, pp.227-235, 2000.
DOI : 10.1097/00126334-200003010-00003
, Alkoxyalkyl prodrugs of acyclic nucleoside phosphonates enhance oral antiviral activity and reduce toxicity: Current state of the art, Antiviral Research, vol.82, issue.2, pp.84-98, 2009.
DOI : 10.1016/j.antiviral.2009.01.005
, Increased Antiviral Activity of 1-O-Hexadecyloxypropyl-[2-14C]cidofovir in MRC-5 Human Lung Fibroblasts Is Explained by Unique Cellular Uptake and Metabolism, Molecular Pharmacology, vol.63, issue.3, pp.678-681, 2003.
DOI : 10.1124/mol.63.3.678
, Enhanced Inhibition of Orthopoxvirus Replication In Vitro by Alkoxyalkyl Esters of Cidofovir and Cyclic Cidofovir, Antimicrobial Agents and Chemotherapy, vol.46, issue.4, pp.991-995, 2002.
DOI : 10.1128/AAC.46.4.991-995.2002
, Comparison of the Antiviral Activities of Alkoxyalkyl and Alkyl Esters of Cidofovir against Human and Murine Cytomegalovirus Replication In Vitro, Antimicrobial Agents and Chemotherapy, vol.49, issue.2, pp.656-662, 2005.
DOI : 10.1128/AAC.49.2.656-662.2005
, Alkoxyalkyl Esters of Cidofovir and Cyclic Cidofovir Exhibit Multiple-Log Enhancement of Antiviral Activity against Cytomegalovirus and Herpesvirus Replication In Vitro, Antimicrobial Agents and Chemotherapy, vol.46, issue.8, pp.2381-2386, 2002.
DOI : 10.1128/AAC.46.8.2381-2386.2002
, Ether Lipid???Ester Prodrugs of Acyclic Nucleoside Phosphonates: Activity against Adenovirus Replication In Vitro, The Journal of Infectious Diseases, vol.191, issue.3, pp.396-399, 2005.
DOI : 10.1086/426831
, )-(3-Hydroxy-2-phosphonomethoxypropyl)adenine against Cytomegalovirus and Orthopoxviruses, Journal of Medicinal Chemistry, vol.49, issue.6, pp.2010-2015, 2006.
DOI : 10.1021/jm050473m
, Ether lipid ester derivatives of cidofovir inhibit polyomavirus BK replication in vitro Anti-BK virus activity of nucleoside analogs synthesis of labeled and unlabeled pyrimidine d4Ns via 2',3'-diyne seco analogues through olefin metathesis reactions Enantioselective synthesis of carba-L-furanose precursors of carbanucleosides, using ring-closing metathesis A new route to acyclic nucleosides via palladium-mediated allylic alkylation and cross-metathesis, Antimicrob. Agents Chemother Antimicrob Agents Chemother Eur. J. Org. Chem. Tetrahedron Lett. Tetrahedron Lett, vol.186, issue.44, pp.1564-1566, 2001.
, Efficient synthesis of various acycloalkenyl derivatives of pyrimidine using cross-metathesis and Pd(0) methodologies Synthesis and antiviral activity of novel acyclic nucleosides in the 5-alkynyl-and 6-alkylfuro[2,3-d]pyrimidine series, Tetrahedron Bioorg. Med. Chem, vol.61, issue.13, pp.537-544, 2005.
, (s, 3H, iPr), 1.19 (s, 3H, iPr), 1.16 (s, 9H, tBu). 13 C NMR (100 MHz, CDCl 3 ) 155, 4.91 (d, J = 5.6 Hz, 1H, H 2' or H 3' ), 4.59 (d, J = 5.6 Hz, 1H, H 2' or H 3' ), pp.77-84, 2005.
, 86 (s, 1H, 2H, CH(CH 3 ) 2 ), 4.47 (t, J = 4.6 Hz, 2H, H 1' ), pp.76-81
, CD 3 OD 7.56 (s, 1H, MHz, vol.7, issue.7, p.2
, 60 (m, 2H, 4.27 (t, J = 4.6 Hz, 2H, H 1' ), 2.49 (dd, J = 21.7, 6.9 Hz, 2H, H 4' ), pp.72-77
, 86 (s, 3H, O-CH 3, 3.99 (q, J = 7.0 Hz, 2H, O-CH 2 -CH 3 ), pp.60-61
, ESI): en cours, HRMS ARTICLES
, Preparation of Carbocyclic C-Nucleosides from -Chlorooxime Precursor
, Preparation of ribavirin analogues by copper- and ruthenium-catalyzed azide-alkyne 1,3-dipolar cycloaddition, Tetrahedron, vol.64, issue.38, pp.9044-9051, 2008.
DOI : 10.1016/j.tet.2008.07.007
, Synthesis of new L-Carba-C-nor-Benzoxazolo, imidazolo and thiazolo nucleosides analogues. 2 nd EuCheMS Chemistry Congress, 2008.
, Synthetic study of new L-carba-C-nor-nucleoside analogues, 21 st International Conference on Antiviral Research, 2008.
, Use of N-Heterocyclic Carbene (NHC) for the synthesis of nucleoside phosphonates. Symposium de Chimie Organique en Centre-Auvergne-Limousin (SyCOCAL V), 2007.