Literature DB >> 16801436

Activities of alkoxyalkyl esters of cidofovir (CDV), cyclic CDV, and (S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine against orthopoxviruses in cell monolayers and in organotypic cultures.

Ilya Lebeau1, Graciela Andrei, Fabiana Dal Pozzo, James R Beadle, Karl Y Hostetler, Erik De Clercq, Joost van den Oord, Robert Snoeck.   

Abstract

The potencies of several alkoxyalkyl esters of acyclic nucleoside phosphonates against vaccinia virus and cowpox virus were evaluated in cell monolayers and three-dimensional epithelial raft cultures. Prodrugs were at least 20-fold more active than their parent compounds. Octadecycloxyethyl-(S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine emerged as the most potent derivative.

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Year:  2006        PMID: 16801436      PMCID: PMC1489770          DOI: 10.1128/AAC.01489-05

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN: 0066-4804            Impact factor:   5.191


  18 in total

Review 1.  In vitro activity of potential anti-poxvirus agents.

Authors:  Earl R Kern
Journal:  Antiviral Res       Date:  2003-01       Impact factor: 5.970

2.  Activities of acyclic nucleoside phosphonates against Orf virus in human and ovine cell monolayers and organotypic ovine raft cultures.

Authors:  F Dal Pozzo; G Andrei; A Holy; J Van Den Oord; A Scagliarini; E De Clercq; R Snoeck
Journal:  Antimicrob Agents Chemother       Date:  2005-12       Impact factor: 5.191

3.  The threat of smallpox and bioterrorism.

Authors:  P Berche
Journal:  Trends Microbiol       Date:  2001-01       Impact factor: 17.079

4.  Antivaccinia activities of acyclic nucleoside phosphonate derivatives in epithelial cells and organotypic cultures.

Authors:  R Snoeck; A Holý; C Dewolf-Peeters; J Van Den Oord; E De Clercq; G Andrei
Journal:  Antimicrob Agents Chemother       Date:  2002-11       Impact factor: 5.191

5.  Alkoxyalkyl esters of cidofovir and cyclic cidofovir exhibit multiple-log enhancement of antiviral activity against cytomegalovirus and herpesvirus replication in vitro.

Authors:  James R Beadle; Caroll Hartline; Kathy A Aldern; Natalie Rodriguez; Emma Harden; Earl R Kern; Karl Y Hostetler
Journal:  Antimicrob Agents Chemother       Date:  2002-08       Impact factor: 5.191

6.  Efficacy of multiple- or single-dose cidofovir against vaccinia and cowpox virus infections in mice.

Authors:  Debra C Quenelle; Deborah J Collins; Earl R Kern
Journal:  Antimicrob Agents Chemother       Date:  2003-10       Impact factor: 5.191

Review 7.  Human monkeypox: an emerging zoonosis.

Authors:  Daniel B Di Giulio; Paul B Eckburg
Journal:  Lancet Infect Dis       Date:  2004-01       Impact factor: 25.071

8.  Esterification of cidofovir with alkoxyalkanols increases oral bioavailability and diminishes drug accumulation in kidney.

Authors:  Stephanie L Ciesla; Julissa Trahan; W Brad Wan; James R Beadle; Kathy A Aldern; George R Painter; Karl Y Hostetler
Journal:  Antiviral Res       Date:  2003-08       Impact factor: 5.970

9.  Oral treatment of cowpox and vaccinia virus infections in mice with ether lipid esters of cidofovir.

Authors:  Debra C Quenelle; Deborah J Collins; W Brad Wan; James R Beadle; Karl Y Hostetler; Earl R Kern
Journal:  Antimicrob Agents Chemother       Date:  2004-02       Impact factor: 5.191

Review 10.  Cidofovir in the treatment of poxvirus infections.

Authors:  Erik De Clercq
Journal:  Antiviral Res       Date:  2002-07       Impact factor: 10.103

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  15 in total

1.  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.

Authors:  Valeria M Zakharova; Michaela Serpi; Ivan S Krylov; Larryn W Peterson; Julie M Breitenbach; Katherine Z Borysko; John C Drach; Mindy Collins; John M Hilfinger; Boris A Kashemirov; Charles E McKenna
Journal:  J Med Chem       Date:  2011-08-03       Impact factor: 7.446

Review 2.  Prodrugs of phosphonates and phosphates: crossing the membrane barrier.

Authors:  Andrew J Wiemer; David F Wiemer
Journal:  Top Curr Chem       Date:  2015

Review 3.  Phosphonate prodrugs: an overview and recent advances.

Authors:  Kenneth M Heidel; Cynthia S Dowd
Journal:  Future Med Chem       Date:  2019-07       Impact factor: 3.808

4.  Oral 1-O-octadecyl-2-O-benzyl-sn-glycero-3-cidofovir targets the lung and is effective against a lethal respiratory challenge with ectromelia virus in mice.

Authors:  Karl Y Hostetler; James R Beadle; Julissa Trahan; Kathy A Aldern; Gelita Owens; Jill Schriewer; Lora Melman; R Mark Buller
Journal:  Antiviral Res       Date:  2006-11-09       Impact factor: 5.970

5.  Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.

Authors:  Sophie Duraffour; Robert Snoeck; Marcela Krecmerová; Joost van Den Oord; Rita De Vos; Antonín Holy; Jean-Marc Crance; Daniel Garin; Erik De Clercq; Graciela Andrei
Journal:  Antimicrob Agents Chemother       Date:  2007-09-24       Impact factor: 5.191

6.  Inhibition of human immunodeficiency virus type 1 replication in human cells by Debio-025, a novel cyclophilin binding agent.

Authors:  Roger G Ptak; Philippe A Gallay; Dirk Jochmans; Andrew P Halestrap; Urs T Ruegg; Luke A Pallansch; Michael D Bobardt; Marie-Pierre de Béthune; Johan Neyts; Erik De Clercq; Jean-Maurice Dumont; Pietro Scalfaro; Kamel Besseghir; Roland M Wenger; Brigitte Rosenwirth
Journal:  Antimicrob Agents Chemother       Date:  2008-01-22       Impact factor: 5.191

7.  Serine peptide phosphoester prodrugs of cyclic cidofovir: synthesis, transport, and antiviral activity.

Authors:  Ulrika Eriksson; Larryn W Peterson; Boris A Kashemirov; John M Hilfinger; John C Drach; Katherine Z Borysko; Julie M Breitenbach; Jae Seung Kim; Stefanie Mitchell; Paul Kijek; Charles E McKenna
Journal:  Mol Pharm       Date:  2008-05-16       Impact factor: 4.939

8.  Crystal structure of poxvirus thymidylate kinase: an unexpected dimerization has implications for antiviral therapy.

Authors:  Christophe Caillat; Dimitri Topalis; Luigi A Agrofoglio; Sylvie Pochet; Jan Balzarini; Dominique Deville-Bonne; Philippe Meyer
Journal:  Proc Natl Acad Sci U S A       Date:  2008-10-29       Impact factor: 11.205

9.  Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.

Authors:  Ilya Lebeau; Graciela Andrei; Marcela Krecmerová; Erik De Clercq; Antonin Holy; Robert Snoeck
Journal:  Antimicrob Agents Chemother       Date:  2007-04-09       Impact factor: 5.191

10.  Cidofovir and (S)-9-[3-hydroxy-(2-phosphonomethoxy)propyl]adenine are highly effective inhibitors of vaccinia virus DNA polymerase when incorporated into the template strand.

Authors:  Wendy C Magee; Kathy A Aldern; Karl Y Hostetler; David H Evans
Journal:  Antimicrob Agents Chemother       Date:  2007-12-03       Impact factor: 5.191

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