Literature DB >> 27714209

Bifunctional aryloxyphosphoramidate prodrugs of 2'-C-Me-uridine: synthesis and anti-HCV activity.

Munmun Maiti1, Ling-Jie Gao1, Chunsheng Huang2, Roger G Ptak2, Michael G Murray2, Steven De Jonghe1, Piet Herdewijn1.   

Abstract

In an attempt to identify novel nucleoside phosphoramidate analogues for improving the anti-HCV activity of 2'-C-Me-uridine, we have synthesized for the first time a series of l-glutamic acid, l-serine, l-threonine and l-tyrosine containing aryloxyphosphoramidate prodrugs of 2'-C-Me-uridine. Evaluation of their activity against HCV revealed that they displayed very potent anti-HCV activity, with EC50 values that are in the same range as of Sofosbuvir.

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Year:  2016        PMID: 27714209      PMCID: PMC5079539          DOI: 10.1039/c6ob01189f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  14 in total

1.  Aspartic acid based nucleoside phosphoramidate prodrugs as potent inhibitors of hepatitis C virus replication.

Authors:  Munmun Maiti; Mohitosh Maiti; Jef Rozenski; Steven De Jonghe; Piet Herdewijn
Journal:  Org Biomol Chem       Date:  2015-05-14       Impact factor: 3.876

Review 2.  Synthesis of nucleoside phosphate and phosphonate prodrugs.

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4.  Persistent and transient replication of full-length hepatitis C virus genomes in cell culture.

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Review 5.  Nucleoside Phosphate-Conjugates Come of Age: Catalytic Transformation, Polymerase Recognition and Antiviral Properties.

Authors:  Elisabetta Groaz; Piet Herdewijn
Journal:  Curr Med Chem       Date:  2015       Impact factor: 4.530

Review 6.  Aryloxy phosphoramidate triesters as pro-tides.

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Journal:  Mini Rev Med Chem       Date:  2004-05       Impact factor: 3.862

Review 7.  Tenofovir alafenamide: A novel prodrug of tenofovir for the treatment of Human Immunodeficiency Virus.

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Authors:  Magdalena Slusarczyk; Monica Huerta Lopez; Jan Balzarini; Malcolm Mason; Wen G Jiang; Sarah Blagden; Emely Thompson; Essam Ghazaly; Christopher McGuigan
Journal:  J Med Chem       Date:  2014-02-14       Impact factor: 7.446

Review 9.  Advances in the development of nucleoside and nucleotide analogues for cancer and viral diseases.

Authors:  Lars Petter Jordheim; David Durantel; Fabien Zoulim; Charles Dumontet
Journal:  Nat Rev Drug Discov       Date:  2013-06       Impact factor: 84.694

10.  A convenient synthesis of amino acid methyl esters.

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Journal:  Molecules       Date:  2008-05-08       Impact factor: 4.411

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  1 in total

1.  R430: A potent inhibitor of DNA and RNA viruses.

Authors:  Leonardo D'Aiuto; James McNulty; Caroll Hartline; Matthew Demers; Raj Kalkeri; Joel Wood; Lora McClain; Ansuman Chattopadhyay; Yun Zhi; Jennifer Naciri; Adam Smith; Robert Yolken; Kodavali Chowdari; Carlos Zepeda-Velazquez; Chanti Babu Dokuburra; Ernesto Marques; Roger Ptak; Paul Kinchington; Simon Watkins; Mark Prichard; David Bloom; Vishwajit Nimgaonkar
Journal:  Sci Rep       Date:  2018-11-09       Impact factor: 4.379

  1 in total

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