Literature DB >> 19097789

Design and synthesis of vidarabine prodrugs as antiviral agents.

Wei Shen1, Jae-Seung Kim, Phillip E Kish, Jie Zhang, Stefanie Mitchell, Brian G Gentry, Julie M Breitenbach, John C Drach, John Hilfinger.   

Abstract

5'-O-D- and L-amino acid derivatives and 5'-O-(D- and L-amino acid methyl ester phosphoramidate) derivatives of vidarabine (ara-A) were synthesized as vidarabine prodrugs. Some compounds were equi- or more potent in vitro than vidarabine against two pox viruses and their uptake by cultured cells was improved compared to the parent drug.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 19097789      PMCID: PMC2642980          DOI: 10.1016/j.bmcl.2008.12.031

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  25 in total

1.  The toxicity of 9-beta-D-arabinofuranosyladenine to purine-requiring Escherichia coli.

Authors:  M HUBERT-HABART; S S COHEN
Journal:  Biochim Biophys Acta       Date:  1962-05-21

2.  Clinical uses of cidofovir.

Authors: 
Journal:  Rev Med Virol       Date:  1997-09       Impact factor: 6.989

3.  Floxuridine amino acid ester prodrugs: enhancing Caco-2 permeability and resistance to glycosidic bond metabolism.

Authors:  Christopher P Landowski; Xueqin Song; Philip L Lorenzi; John M Hilfinger; Gordon L Amidon
Journal:  Pharm Res       Date:  2005-08-24       Impact factor: 4.200

4.  Formulation of a stable vidarabine infusion fluid.

Authors:  L M Stolk; W Huisman; H D Nordemann; A Vyth
Journal:  Pharm Weekbl Sci       Date:  1983-04-29

5.  Antiviral activity of arabinosyladenine and arabinosylhypoxanthine in herpes simplex virus-infected KB cells: selective inhibition of viral deoxyribonucleic acid synthesis in synchronized suspension cultures.

Authors:  C Shipman; S H Smith; R H Carlson; J C Drach
Journal:  Antimicrob Agents Chemother       Date:  1976-01       Impact factor: 5.191

6.  Amino acid ester prodrugs of the anticancer agent gemcitabine: synthesis, bioconversion, metabolic bioevasion, and hPEPT1-mediated transport.

Authors:  Xueqin Song; Philip L Lorenzi; Christopher P Landowski; Balvinder S Vig; John M Hilfinger; Gordon L Amidon
Journal:  Mol Pharm       Date:  2005 Mar-Apr       Impact factor: 4.939

7.  Comparison of the antiviral activities of alkoxyalkyl and alkyl esters of cidofovir against human and murine cytomegalovirus replication in vitro.

Authors:  William B Wan; James R Beadle; Caroll Hartline; Earl R Kern; Stephanie L Ciesla; Nadejda Valiaeva; Karl Y Hostetler
Journal:  Antimicrob Agents Chemother       Date:  2005-02       Impact factor: 5.191

8.  Prodrugs of 9-beta-D-arabinofuranosyladenine. 1. Synthesis and evaluation of some 5'-(O-acyl) derivatives.

Authors:  D C Baker; T H Haskell; S R Putt
Journal:  J Med Chem       Date:  1978-12       Impact factor: 7.446

Review 9.  Cidofovir.

Authors:  A P Lea; H M Bryson
Journal:  Drugs       Date:  1996-08       Impact factor: 9.546

10.  Anti-cowpox virus activities of certain adenosine analogs, arabinofuranosyl nucleosides, and 2'-fluoro-arabinofuranosyl nucleosides.

Authors:  Donald F Smee; Robert W Sidwell
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2004       Impact factor: 1.381

View more
  6 in total

Review 1.  Amino Acids in the Development of Prodrugs.

Authors:  Nuno Vale; Abigail Ferreira; Joana Matos; Paula Fresco; Maria João Gouveia
Journal:  Molecules       Date:  2018-09-11       Impact factor: 4.411

Review 2.  Synthesis of nucleoside phosphate and phosphonate prodrugs.

Authors:  Ugo Pradere; Ethel C Garnier-Amblard; Steven J Coats; Franck Amblard; Raymond F Schinazi
Journal:  Chem Rev       Date:  2014-08-21       Impact factor: 60.622

3.  Toxicity and Potential Pharmacological Activities in the Persian Gulf Venomous Sea Anemone, Stichodactyla haddoni.

Authors:  Ziba Moghadasi; Shahla Jamili; Delavar Shahbazadeh; Kamran Pooshang Bagheri
Journal:  Iran J Pharm Res       Date:  2018       Impact factor: 1.696

Review 4.  Highlights of marine natural products having parallel scaffolds found from marine-derived bacteria, sponges, and tunicates.

Authors:  Erin P McCauley; Ivett C Piña; Alyssa D Thompson; Kashif Bashir; Miriam Weinberg; Shannon L Kurz; Phillip Crews
Journal:  J Antibiot (Tokyo)       Date:  2020-06-08       Impact factor: 2.649

5.  Fludarabine Inhibits Infection of Zika Virus, SFTS Phlebovirus, and Enterovirus A71.

Authors:  Chengfeng Gao; Chunxia Wen; Zhifeng Li; Shuhan Lin; Shu Gao; Haida Ding; Peng Zou; Zheng Xing; Yufeng Yu
Journal:  Viruses       Date:  2021-04-27       Impact factor: 5.048

Review 6.  Marketed marine natural products in the pharmaceutical and cosmeceutical industries: tips for success.

Authors:  Ana Martins; Helena Vieira; Helena Gaspar; Susana Santos
Journal:  Mar Drugs       Date:  2014-02-17       Impact factor: 5.118

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.