Tyrosine-based 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine and -adenine ((S)-HPMPC and (S)-HPMPA) prodrugs: Synthesis, stability, antiviral activity, and in vivo transport studies

Journal of Medicinal Chemistry

Volumn 54, Issue 16, 2011, Pages 5680-5693

  Zakharova, Valeria M ^a   Serpi, Michaela ^a   Krylov, Ivan S ^a   Peterson, Larryn W ^a   Breitenbach, Julie M ^b   Borysko, Katherine Z ^b   Drach, John C ^b   Collins, Mindy ^c   Hilfinger, John M ^c   Kashemirov, Boris A ^a   McKenna, Charles E ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

^b UNIVERSITY OF MICHIGAN   (United States)

^c TSRL INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5 [(6 AMINO 9H PURIN 9 YL)METHYL] 1,4,2 DIOXAPHOSPHINAN 2 OL 2 OXIDE; 9 (3 HYDROXY 2 PHOSPHONOMETHOXYPROPYL)ADENINE; ACICLOVIR; ADENINE DERIVATIVE; AMIDE; ANTIVIRUS AGENT; CIDOFOVIR; CYTOSINE DERIVATIVE; DIPEPTIDE DERIVATIVE; DRUG METABOLITE; GANCICLOVIR; METHYL O [5 [[4 AMINO 2 OXOPYRIMIDIN 1(2H) YL]METHYL] 2 OXIDO 1,4,2 DIOXAPHOSPHINAN 2 YL]DEXTRO TYROSINATE; METHYL O [5 [[4 AMINO 2 OXOPYRIMIDIN 1(2H) YL]METHYL] 2 OXIDO 1,4,2 DIOXAPHOSPHINAN 2 YL]TYROSINATE; METHYL VALYL O [5 [(6 AMINO 9H PURIN 9 YL)METHYL] 2 OXIDO 1,4,2 DIOXAPHOSPHINAN 2 YL]TYROSINATE; METHYL VALYL O [5 [[4 AMINO 2 OXOPYRIDIN 1(2H) YL]METHYL] 2 OXIDO 1,4,2 DIOXAPHOSPHINAN 2 YL]TYROSINATE; O [5 [(6 AMINO 9H PURIN 9 YL)METHYL] 2 OXIDO 1,4,2 DIOXAPHOSPHINAN 2 YL] N (2 METHYLPROPYL)TYROSINAMIDE; PRODRUG; TYROSINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ANTIVIRAL ACTIVITY; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; COWPOX VIRUS; DIASTEREOISOMER; DRUG BIOAVAILABILITY; DRUG CYTOTOXICITY; DRUG HALF LIFE; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; DRUG TRANSPORT; DRUG UPTAKE; HERPES SIMPLEX VIRUS 1; HOMOGENATE; HUMAN; HUMAN CELL; HUMAN CYTOMEGALOVIRUS; IC 50; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; PH; RAT; STEREOCHEMISTRY; VACCINIA VIRUS;

ADENINE; ANIMALS; ANTIVIRAL AGENTS; AREA UNDER CURVE; BIOLOGICAL AVAILABILITY; CELL LINE, TUMOR; CELL SURVIVAL; CELLS, CULTURED; COWPOX VIRUS; CYTOMEGALOVIRUS; CYTOSINE; FIBROBLASTS; HERPESVIRUS 1, HUMAN; HUMANS; INHIBITORY CONCENTRATION 50; MICE; MODELS, CHEMICAL; MOLECULAR STRUCTURE; PHOSPHONIC ACIDS; PRODRUGS; RATS; TYROSINE; VACCINIA VIRUS;

EID: 80051910935     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm2001426     Document Type: Article

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