Synthesis, anti-HIV activity, and resistance profile of thymidine phosphonomethoxy nucleosides and their bis-isopropyloxymethylcarbonyl (bisPOC) prodrugs.

[1]  S. Swaminathan,et al.  The K65R Reverse Transcriptase Mutation in HIV-1 Reverses the Excision Phenotype of Zidovudine Resistance Mutations , 2006, Antiviral therapy.

[2]  S. Swaminathan,et al.  A combination of decreased NRTI incorporation and decreased excision determines the resistance profile of HIV-1 K65R RT , 2005, AIDS.

[3]  J. Mellors,et al.  In Vitro Activity of Structurally Diverse Nucleoside Analogs against Human Immunodeficiency Virus Type 1 with the K65R Mutation in Reverse Transcriptase , 2005, Antimicrobial Agents and Chemotherapy.

[4]  P. D. Cook,et al.  Synthesis of 5′-Triphosphate Mimics (P3Ms) of 3′-Azido-3′,5′-Dideoxythymidine and 3′,5′-Dideoxy-5′-Difluoromethylenethymidine as HIV-1 Reverse Transcriptase Inhibitors , 2005, Nucleosides, nucleotides & nucleic acids.

[5]  Erik De Clercq,et al.  Antiviral drugs in current clinical use. , 2004 .

[6]  M. Konrad,et al.  Structural requirements for efficient phosphorylation of nucleotide analogs by human thymidylate kinase. , 2004, Mini reviews in medicinal chemistry.

[7]  M. Wulfsohn,et al.  Genotypic and phenotypic predictors of the magnitude of response to tenofovir disoproxil fumarate treatment in antiretroviral-experienced patients. , 2004, The Journal of infectious diseases.

[8]  L. Naeger,et al.  Molecular Mechanisms of Resistance to Human Immunodeficiency Virus Type 1 with Reverse Transcriptase Mutations K65R and K65R+M184V and Their Effects on Enzyme Function and Viral Replication Capacity , 2002, Antimicrobial Agents and Chemotherapy.

[9]  M. Sekine,et al.  A convenient method for the conversion of β-thymidine to α-thymidine based on TMSOTf-mediated C1′-epimerization , 2002 .

[10]  S. Sarafianos,et al.  Selective Excision of AZTMP by Drug-Resistant Human Immunodeficiency Virus Reverse Transcriptase , 2001, Journal of Virology.

[11]  N. Sluis-Cremer,et al.  Mutational analysis of Lys65 of HIV-1 reverse transcriptase. , 2000, The Biochemical journal.

[12]  T. Widlanski,et al.  Facile Preparation of Nucleoside-5'-carboxylic Acids. , 1999, The Journal of organic chemistry.

[13]  G L Verdine,et al.  Structure of a covalently trapped catalytic complex of HIV-1 reverse transcriptase: implications for drug resistance. , 1998, Science.

[14]  M. Parniak,et al.  Phenotypic mechanism of HIV-1 resistance to 3'-azido-3'-deoxythymidine (AZT): increased polymerization processivity and enhanced sensitivity to pyrophosphate of the mutant viral reverse transcriptase. , 1998, Biochemistry.

[15]  A. So,et al.  Unblocking of chain-terminated primer by HIV-1 reverse transcriptase through a nucleotide-dependent mechanism. , 1998, Proceedings of the National Academy of Sciences of the United States of America.

[16]  Victor E. Marquez,et al.  HIV-1 REVERSE TRANSCRIPTASE CAN DISCRIMINATE BETWEEN TWO CONFORMATIONALLY LOCKED CARBOCYCLIC AZT TRIPHOSPHATE ANALOGUES , 1998 .

[17]  B. Robbins,et al.  Anti-Human Immunodeficiency Virus Activity and Cellular Metabolism of a Potential Prodrug of the Acyclic Nucleoside Phosphonate 9-R-(2-Phosphonomethoxypropyl)adenine (PMPA), Bis(isopropyloxymethylcarbonyl)PMPA , 1998, Antimicrobial Agents and Chemotherapy.

[18]  J. Dougherty,et al.  Synthesis, in Vitro Biological Evaluation and Oral Bioavailability of 9-[2-(Phosphonomethoxy)Propyl]Adenine (PMPA) Prodrugs , 1997 .

[19]  R. Eritja,et al.  A comparative study of supports for the synthesis of oligonucleotides without using ammonia , 1996 .

[20]  K. Teng,et al.  Utility of 1-(5’-Acetoxy-4’-Benzoyltetrahydrofuran-2’-yl)-3-Benzyloxymethylthymine for the Synthesis of 5’-Modified Furanoid Nucleoside Analogs1 , 1996 .

[21]  Y. Shealy,et al.  Carbocyclic Analogues of 3′,4′-Didehydro-2′-deoxyribofuranosyl-2,4(1H,3H)-pyrimidinediones , 1994 .

[22]  P. D. Cook,et al.  Nucleic acid mimics. Synthesis of ethylene glycol- and propoxy-linked thymidyl-tetrahydrofuranylthymine dimers via a Vorbrüggen-type glycosylation reaction , 1994 .

[23]  Weimin Tong,et al.  How Do the Gauche and Anomeric Effects Drive the Pseudorotational Equilibrium of the Pentofuranose Moiety of Nucleosides , 1993 .

[24]  G. A. Freeman,et al.  3'-Azido-3',5'-dideoxythymidine-5'-methylphosphonic acid diphosphate: synthesis and HIV-1 reverse transcriptase inhibition. , 1992, Journal of medicinal chemistry.

[25]  J. Reardon.  Human immunodeficiency virus reverse transcriptase: steady-state and pre-steady-state kinetics of nucleotide incorporation. , 1992, Biochemistry.

[26]  J. Montgomery,et al.  Syntheses of Phosphonate Analogues of Dideoxyadenosine (DDA)-, Dideoxycytidine (DDC)-, Dideoxyinosine (DDI)-, and Deoxythymidine (DDT)-5′-Monophosphates , 1992 .

[27]  J. Bronson,et al.  Synthesis and HIV activity of phosphonate isosteres of D4T monophosphate , 1992 .

[28]  J. Plavec,et al.  Structural analysis of 2',3'-dideoxyinosine, 2',3'-dideoxyadenosine, 2',3'-dideoxyguanosine and 2',3'-dideoxycytidine by 500-MHz 1H-NMR spectroscopy and ab-initio molecular orbital calculations. , 1992, Journal of biochemical and biophysical methods.

[29]  C. Kim,et al.  Regiospecific and highly stereoselective electrophilic addition to furanoid glycals: synthesis of phosphonate nucleotide analogs with potent activity against HIV , 1991 .

[30]  J. C. Martin,et al.  Structural studies of the anti-HIV agent 2',3'-didehydro-2',3'-dideoxythymidine (D4T). , 1991, Biochemical and biophysical research communications.

[31]  R. Engel.  Phosphonates as analogues of natural phosphates , 1977 .

[32]  M. Sundaralingam,et al.  Conformational analysis of the sugar ring in nucleosides and nucleotides. Improved method for the interpretation of proton magnetic resonance coupling constants. , 1973, Journal of the American Chemical Society.

[33]  M. Sundaralingam,et al.  Conformational analysis of the sugar ring in nucleosides and nucleotides. A new description using the concept of pseudorotation. , 1972, Journal of the American Chemical Society.