Aryloxy phosphoramidate triesters: a technology for delivering monophosphorylated nucleosides and sugars into cells (Q37598750)

21 August 2017

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title

Aryloxy phosphoramidate triesters: a technology for delivering monophosphorylated nucleosides and sugars into cells (English)

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21 August 2017

Youcef Mehellou

1

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Jan Balzarini

series ordinal

2

object named as

Jan Balzarini

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21 August 2017

3

Christopher McGuigan

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21 August 2017

1 November 2009

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21 August 2017

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21 August 2017

4

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21 August 2017

11

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21 August 2017

1779-1791

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SATE pronucleotide approaches: an overview

21 August 2017

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

Designing a pronucleotide stratagem: lessons from amino acid phosphoramidates of anticancer and antiviral pyrimidines

21 January 2018

1 reference

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Aryloxy phosphoramidate triesters as pro-tides

21 January 2018

1 reference

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Comparison of in vitro biological properties and mouse toxicities of three thymidine analogs active against human immunodeficiency virus

21 January 2018

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Phosphoramidate derivatives of stavudine as inhibitors of HIV: unnatural amino acids may substitute for alanine

21 January 2018

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Synthesis and antiviral evaluation of phosphoramidate derivatives of (E)-5-(2-bromovinyl)-2'-deoxyuridine

21 January 2018

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Lipophilic phosphoramidates as antiviral pronucleotides

21 January 2018

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Synthesis of methylenecyclobutane analogues of nucleosides with axial chirality and their phosphoralaninates: a new pronucleotide effective against Epstein-Barr virus

21 January 2018

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Synthesis, anti-human immunodeficiency virus activity and esterase lability of some novel carboxylic ester-modified phosphoramidate derivatives of stavudine (d4T).

21 January 2018

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Metabolic pathways for activation of the antiviral agent 9-(2-phosphonylmethoxyethyl)adenine in human lymphoid cells

21 January 2018

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Strategies in the design of antiviral drugs

21 January 2018

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7 January 2021

The potential of nucleotide analogs as inhibitors of retroviruses and tumors

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7 January 2021

Metabolism and mechanism of antiretroviral action of purine and pyrimidine derivatives

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Prodrugs of phosphates and phosphonates

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7 January 2021

Minireview: nucleotide prodrugs

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Pronucleotides: toward the in vivo delivery of antiviral and anticancer nucleotides

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Phosphate prodrugs derived from N-acetylglucosamine have enhanced chondroprotective activity in explant cultures and represent a new lead in antiosteoarthritis drug discovery

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Synthesis and biological evaluation of some phosphate triester derivatives of the anti-viral drug AraA.

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7 January 2021

Synthesis and biological evaluation of some phosphate triester derivatives of the anti-cancer drug araC.

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7 January 2021

Three-dimensional structure of aspartyl protease from human immunodeficiency virus HIV-1

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7 January 2021

Synthesis and anti-HIV evaluation of some phosphoramidate derivatives of AZT: studies on the effect of chain elongation on biological activity

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7 January 2021

Synthesis and anti-HIV activity of some haloalkyl phosphoramidate derivatives of 3'-azido-3'-deoxythymidine (AZT): potent activity of the trichloroethyl methoxyalaninyl compound

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7 January 2021

Synthesis and anti-HIV activity of some novel lactyl and glycolyl phosphate derivatives

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7 January 2021

Aryl phosphate derivatives of AZT retain activity against HIV1 in cell lines which are resistant to the action of AZT

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https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Rational design of peptide-based HIV proteinase inhibitors

1 reference

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7 January 2021

Synthesis and anti-HIV activity of some novel diaryl phosphate derivatives of AZT.

1 reference

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7 January 2021

Intracellular delivery of bioactive AZT nucleotides by aryl phosphate derivatives of AZT.

1 reference

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7 January 2021

The novel nucleoside analog R1479 (4'-azidocytidine) is a potent inhibitor of NS5B-dependent RNA synthesis and hepatitis C virus replication in cell culture

1 reference

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7 January 2021

Application of the phosphoramidate ProTide approach to 4'-azidouridine confers sub-micromolar potency versus hepatitis C virus on an inactive nucleoside.

1 reference

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7 January 2021

Design, synthesis, and anti-HIV activity of 2′,3′-didehydro-2′,3′-dideoxyuridine (d4U), 2′,3′-dideoxyuridine (ddU) phosphoramidate ‘ProTide’ derivatives

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

An investigation into the anti-HIV activity of 2',3'-didehydro-2',3'-dideoxyuridine (d4U) and 2',3'-dideoxyuridine (ddU) phosphoramidate 'ProTide' derivatives.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

First example of phosphoramidate approach applied to a 4'-substituted purine nucleoside (4'-azidoadenosine): conversion of an inactive nucleoside to a submicromolar compound versus hepatitis C virus

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

The application of the phosphoramidate ProTide approach confers micromolar potency against hepatitis C virus on inactive agent 4'-azidoinosine: kinase bypass on a dual base/sugar modified nucleoside.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Both 2',3'-dideoxythymidine and its 2',3'-unsaturated derivative (2',3'-dideoxythymidinene) are potent and selective inhibitors of human immunodeficiency virus replication in vitro.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Aryl phosphoramidate derivatives of d4T have improved anti-HIV efficacy in tissue culture and may act by the generation of a novel intracellular metabolite.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Design and synthesis of lipophilic phosphoramidate d4T-MP prodrugs expressing high potency against HIV in cell culture: structural determinants for in vitro activity and QSAR

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Enhancing the aqueous solubility of d4T-based phosphoramidate prodrugs

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Conversion of 2',3'-dideoxyadenosine (ddA) and 2',3'-didehydro-2',3'-dideoxyadenosine (d4A) to their corresponding aryloxyphosphoramidate derivatives markedly potentiates their activity against human immunodeficiency virus and hepatitis B virus.

1 reference

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7 January 2021

Phosphoramidate protides of 2',3'-dideoxy-3'-fluoroadenosine and related nucleosides with potent activity against HIV and HBV.

1 reference

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7 January 2021

The NEAT study: a 48-week open-label study to compare the antiviral efficacy and safety of GW433908 versus nelfinavir in antiretroviral therapy-naive HIV-1-infected patients

1 reference

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7 January 2021

1592U89, a novel carbocyclic nucleoside analog with potent, selective anti-human immunodeficiency virus activity

1 reference

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7 January 2021

Unique intracellular activation of the potent anti-human immunodeficiency virus agent 1592U89

1 reference

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7 January 2021

Improved antiviral activity of the aryloxymethoxyalaninyl phosphoramidate (APA) prodrug of abacavir (ABC) is due to the formation of markedly increased carbovir 5'-triphosphate metabolite levels.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Application of phosphoramidate pronucleotide technology to abacavir leads to a significant enhancement of antiviral potency

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Phosphoramidate protides of carbocyclic 2',3'-dideoxy-2',3'-didehydro-7-deazaadenosine with potent activity against HIV and HBV.

1 reference

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7 January 2021

Comparative activity of various compounds against clinical strains of herpes simplex virus

1 reference

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7 January 2021

(E)-5-(2-Bromovinyl)-2'-deoxyuridine: a potent and selective anti-herpes agent

1 reference

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7 January 2021

Enzyme-catalyzed therapeutic agent (ECTA) design: activation of the antitumor ECTA compound NB1011 by thymidylate synthase

1 reference

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7 January 2021

Anti-cancer ProTides: tuning the activity of BVDU phosphoramidates related to thymectacin.

1 reference

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7 January 2021

Naphthyl phosphoramidate derivatives of BVdU as potential anticancer agents: design, synthesis and biological evaluation.

1 reference

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7 January 2021

Novel potential anticancer naphthyl phosphoramidates of BVdU: separation of diastereoisomers and assignment of the absolute configuration of the phosphorus center

1 reference

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7 January 2021

Synthesis and evaluation of the anti-HIV activity of aza and deaza analogues of isoddA and their phosphates as prodrugs.

1 reference

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7 January 2021

Decomposition pathways and in vitro HIV inhibitory effects of isoddA pronucleotides: toward a rational approach for intracellular delivery of nucleoside 5'-monophosphates

1 reference

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7 January 2021

Anti-HIV and anti-HBV activity and resistance profile of 2',3'-dideoxy-3'-thiacytidine (3TC) and its arylphosphoramidate derivative CF 1109.

1 reference

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7 January 2021

Phosphodiester amidates of allenic nucleoside analogues: anti-HIV activity and possible mechanism of action

1 reference

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7 January 2021

Synthesis and antiviral activity of phosphoralaninate derivatives of methylenecyclopropane analogues of nucleosides

1 reference

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7 January 2021

In vitro induction of human immunodeficiency virus type 1 variants resistant to phosphoralaninate prodrugs of Z-methylenecyclopropane nucleoside analogues

1 reference

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7 January 2021

In vitro activities of methylenecyclopropane analogues of nucleosides and their phosphoralaninate prodrugs against cytomegalovirus and other herpesvirus infections

1 reference

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7 January 2021

In vitro anti-human immunodeficiency virus activities of Z- and E-methylenecyclopropane nucleoside analogues and their phosphoro-L-alaninate diesters

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Spiropentane mimics of nucleosides: analogues of 2'-deoxyadenosine and 2'-deoxyguanosine. Synthesis of all stereoisomers, isomeric assignment, and biological activity

1 reference

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7 January 2021

Synthesis and evaluation of novel amidate prodrugs of PMEA and PMPA.

1 reference

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7 January 2021

Selective intracellular activation of a novel prodrug of the human immunodeficiency virus reverse transcriptase inhibitor tenofovir leads to preferential distribution and accumulation in lymphatic tissue

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.

1 reference

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7 January 2021

Glucosamine: con or cure?

1 reference

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7 January 2021

Cathepsin A is the major hydrolase catalyzing the intracellular hydrolysis of the antiretroviral nucleotide phosphonoamidate prodrugs GS-7340 and GS-9131.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Mechanism of anti-HIV action of masked alaninyl d4T-MP derivatives

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Molecular modelling studies on the binding of some protides to the putative human phosphoramidase Hint1.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Tenofovir: a nucleotide analog for the management of human immunodeficiency virus infection

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Kinetic analysis of the interaction between the diphosphate of (S)-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine, ddCTP, AZTTP, and FIAUTP with human DNA polymerases beta and gamma

1 reference

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7 January 2021

Selective inhibition of HIV-1 reverse transcriptase by an antiviral inhibitor, (R)-9-(2-Phosphonylmethoxypropyl)adenine

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Tenofovir exhibits low cytotoxicity in various human cell types: comparison with other nucleoside reverse transcriptase inhibitors.

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Tenofovir disoproxil fumarate

1 reference

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7 January 2021

Metabolism of GS-7340, a novel phenyl monophosphoramidate intracellular prodrug of PMPA, in blood

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

Practical synthesis, separation, and stereochemical assignment of the PMPA pro-drug GS-7340.

1 reference

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7 January 2021

Nucleoside transport inhibitors, dipyridamole and p-nitrobenzylthioinosine, selectively potentiate the antitumor activity of NB1011.

1 reference

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7 January 2021

Enhancing effects of a mono-bromo substitution at the para position of the phenyl moiety on the metabolism and anti-HIV activity of d4T-phenyl methoxyalaninyl phosphate derivatives

1 reference

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7 January 2021

Stampidine is a potent inhibitor of Zidovudine- and nucleoside analog reverse transcriptase inhibitor-resistant primary clinical human immunodeficiency virus type 1 isolates with thymidine analog mutations

1 reference

https://api.crossref.org/works/10.1002%2FCMDC.200900289

7 January 2021

In vivo toxicity, pharmacokinetics, and anti-human immunodeficiency virus activity of stavudine-5'-(p-bromophenyl methoxyalaninyl phosphate) (stampidine) in mice

1 reference

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7 January 2021

In vivo antiretroviral activity of stampidine in chronically feline immunodeficiency virus-infected cats

1 reference

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7 January 2021

Identifiers

DOI

10.1002/CMDC.200900289

1 reference

21 August 2017

1 reference

PubMed ID

19760699