Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 10, 2010, Pages 3606-3617

  Mackman, Richard L ^a   Ray, Adrian S ^a   Hui, Hon C ^a   Zhang, Lijun ^a   Birkus, Gabriel ^a   Boojamra, Constantine G ^a   Desai, Manoj C ^a   Douglas, Janet L ^a   Gao, Ying ^a   Grant, Deborah ^a   Laflamme, Genevieve ^a   Lin, Kuei Ying ^a   Markevitch, David Y ^a   Mishra, Ruchika ^a   McDermott, Martin ^a   Pakdaman, Rowchanak ^a   Petrakovsky, Oleg V ^a   Vela, Jennifer E ^a   Cihlar, Tomas ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

Cathepsin A; HIV; Nucleosides; Phosphonates; Prodrugs; Reverse transcriptase

Indexed keywords

2',3' DIDEHYDRO 2',3' DIDEOXY 2' FLUORO 5' O PHOSPHONOMETHYLADENOSINE; 5 [(6 AMINO PURIN 9 YL) 4 FLUORO 2,5 DIHYDRO FURAN 2 YLOXYMETHYL]PHOSPHONIC ACID DIPHOSPHATE; 5 [(6 AMINO PURIN 9 YL) 4 FLUORO 2,5 DIHYDRO FURAN 2YLOXYMETHYL]PHOSPHONIC ACID DIPHOSPHATE; 5 [(6 AMINO PURIN 9 YL) 4 FLUORO 2,5 DIHYDRO FURAN 2YLOXYMETHYL]PHOSPHONIC ACID DISODIUM SALT; 6 CHLORO 9 (2 DEOXY 2 FLUORO 3,5 DI O BENZOYL BETA DEXTRO ARABINOFURANOSYL) 9H PURINE; 6 METHOXY 9 (2 DEOXY 2 FLUORO 5 CARBOXY BETA DEXTRO ARABINOFURANOSYL) 9H PURINE; 6 METHOXY 9 (2 DEOXY 2 FLUORO BETA DEXTRO ARABINOFURANOSYL) 9H PURINE; 9 [5 [(BIS ISOPROPYLOXYCARBONYLOXYMETHYL)PHOSPHONYL]METHOXY 3 FLUORO 2,5 DIHYDROFURAN 2 YL] 9H ADENINE; 9 [5 [[1 [(ETHOXYCARBONYL)ETHYL]AMINO]PHENOXYPHOSPHONYL]METHOXY 3 FLUORO 2,5 DIHYDROFURAN 2YL] 9H ADENINE; 9 [5 [[[(BIS 1 (N PROPYLOXYCARBONYL)ETHYL]AMINO]PHOSPHONYL]METHOXY 3 FLUORO 2,5 DIHYDROFURAN 2 YL] 9H ADENINE; CARBOXYPEPTIDASE C; DIETHYL 5 [(6 METHOXY PURIN 9 YL) 4 FLUORO 2,5 DIHYDROFURAN 2 YLOXYMETHYL]PHOSPHONIC ACID; DIETHYL 5 [(6 METHOXY PURIN 9 YL) 4 FLUORO 3 IODOTETRAHYDRO FURAN 2 YLOXYMETHYL]PHOSPHONIC ACID; DIPHENYL 5 [(6 METHOXY PURIN 9 YL) 4 FLUORO 3 IODO TETRAHYDRO FURAN 2 YLOXYMETHYL]PHOSPHONIC ACID; DIPHENYL HYDROXYMETHYLPHOSPHONATE; GS 7340; GS 9131; NUCLEOSIDE; PHENYL 5 [(6 AMINO PURIN 9 YL) 4 FLUORO 2,5 DIHYDROFURAN 2 YLOXYMETHYL]PHOSPHONIC ACID; PHOSPHONIC ACID DERIVATIVE; PRODRUG; RNA DIRECTED DNA POLYMERASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DOG; DRUG DESIGN; DRUG SYNTHESIS; GENE MUTATION; HUMAN; HUMAN CELL; IN VITRO STUDY; INTESTINE; LIVER; NONHUMAN; PERIPHERAL BLOOD MONONUCLEAR CELL; PROTEIN EXPRESSION; VALIDATION STUDY;

ADENINE; ANIMALS; ANTI-HIV AGENTS; CD4-POSITIVE T-LYMPHOCYTES; DOGS; DRUG DESIGN; DRUG RESISTANCE, VIRAL; DRUG STABILITY; GUANOSINE; HIV-1; NUCLEOSIDES; PHOSPHONIC ACIDS; PRODRUGS; REVERSE TRANSCRIPTASE INHIBITORS; TUMOR CELLS, CULTURED;

CANIS FAMILIARIS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 77953325671     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.03.041     Document Type: Article

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