Literature DB >> 21082127

P1,P2-diimidazolyl derivatives of pyrophosphate and bis-phosphonates--synthesis, properties, and use in preparation of dinucleoside tetraphosphates and analogs.

Ivan B Yanachkov1, Edward J Dix, Milka I Yanachkova, George E Wright.   

Abstract

P(1),P(2)-Diimidazolyl derivatives of pyrophosphate and halomethylene-bis-phosphonates have been synthesized and characterized, and the mechanism of their formation was studied. These reagents enable synthesis of dinucleoside tetraphosphates and tetraphosphonates conveniently and in high yields.

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Year:  2010        PMID： 21082127      PMCID： PMC5705240          DOI： 10.1039/c0ob00542h

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


  20 in total

1.  Syntheses of nucleoside triphosphates.

Authors:  K Burgess; D Cook
Journal:  Chem Rev       Date:  2000-06-14       Impact factor: 60.622

Review 2.  Dinucleoside polyphosphates-friend or foe?

Authors:  A G McLennan
Journal:  Pharmacol Ther       Date:  2000 Aug-Sep       Impact factor: 12.310

3.  Lipophilic modifications to dinucleoside polyphosphates and nucleotides that confer antagonist properties at the platelet P2Y12 receptor.

Authors:  James G Douglass; Roshni I Patel; Benjamin R Yerxa; Sammy R Shaver; Paul S Watson; Krzysztof Bednarski; Robert Plourde; Catherine C Redick; Kurt Brubaker; Arthur C Jones; José L Boyer
Journal:  J Med Chem       Date:  2008-01-31       Impact factor: 7.446

4.  Synthetic, nondegradable diadenosine polyphosphates and diinosine polyphosphates: their effects on insulin-secreting cells and cultured vascular smooth muscle cells.

Authors:  Eugen J Verspohl; G Michael Blackburn; Nina Hohmeier; Joost Hagemann; Matthias Lempka
Journal:  J Med Chem       Date:  2003-04-10       Impact factor: 7.446

5.  Synthesis and P2Y receptor activity of a series of uridine dinucleoside 5'-polyphosphates.

Authors:  W Pendergast; B R Yerxa; J G Douglass; S R Shaver; R W Dougherty; C C Redick; I F Sims; J L Rideout
Journal:  Bioorg Med Chem Lett       Date:  2001-01-22       Impact factor: 2.823

6.  Double-masked, placebo-controlled safety and efficacy trial of diquafosol tetrasodium (INS365) ophthalmic solution for the treatment of dry eye.

Authors:  J Tauber; W F Davitt; J E Bokosky; K K Nichols; B R Yerxa; A E Schaberg; L M LaVange; M C Mills-Wilson; D J Kellerman
Journal:  Cornea       Date:  2004-11       Impact factor: 2.651

7.  Inhibition of ADP-triggered blood platelet aggregation by diadenosine polyphosphate analogues.

Authors:  Bogdan Walkowiak; Janina Baraniak; Czeslaw S Cierniewski; Wojciech Stec
Journal:  Bioorg Med Chem Lett       Date:  2002-08-05       Impact factor: 2.823

8.  Synthesis and potency of novel uracil nucleotides and derivatives as P2Y2 and P2Y6 receptor agonists.

Authors:  Hyojin Ko; Rhonda L Carter; Liesbet Cosyn; Riccardo Petrelli; Sonia de Castro; Pedro Besada; Yixing Zhou; Loredana Cappellacci; Palmarisa Franchetti; Mario Grifantini; Serge Van Calenbergh; T Kendall Harden; Kenneth A Jacobson
Journal:  Bioorg Med Chem       Date:  2008-05-09       Impact factor: 3.641

9.  Clinical application of diadenosine tetraphosphate (Ap4A:F-1500) for controlled hypotension.

Authors:  Y Kikuta; E Ohiwa; K Okada; A Watanabe; S Haruki
Journal:  Acta Anaesthesiol Scand       Date:  1999-01       Impact factor: 2.105

10.  Diadenosine phosphates and the physiological control of blood pressure.

Authors:  H Schlüter; E Offers; G Brüggemann; M van der Giet; M Tepel; E Nordhoff; M Karas; C Spieker; H Witzel; W Zidek
Journal:  Nature       Date:  1994-01-13       Impact factor: 49.962
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  8 in total

1.  Synthesis of 5' cap-0 and cap-1 RNAs using solid-phase chemistry coupled with enzymatic methylation by human (guanine-N⁷)-methyl transferase.

Authors:  Yann Thillier; Etienne Decroly; François Morvan; Bruno Canard; Jean-Jacques Vasseur; Françoise Debart
Journal:  RNA       Date:  2012-02-14       Impact factor: 4.942

2.  Synthesis, properties, and biological activity of boranophosphate analogs of the mRNA cap: versatile tools for manipulation of therapeutically relevant cap-dependent processes.

Authors:  Joanna Kowalska; Anna Wypijewska del Nogal; Zbigniew M Darzynkiewicz; Janina Buck; Corina Nicola; Andreas N Kuhn; Maciej Lukaszewicz; Joanna Zuberek; Malwina Strenkowska; Marcin Ziemniak; Maciej Maciejczyk; Elzbieta Bojarska; Robert E Rhoads; Edward Darzynkiewicz; Ugur Sahin; Jacek Jemielity
Journal:  Nucleic Acids Res       Date:  2014-08-22       Impact factor: 16.971

Review 3.  Beyond Triphosphates: Reagents and Methods for Chemical Oligophosphorylation.

Authors:  Scott M Shepard; Henning J Jessen; Christopher C Cummins
Journal:  J Am Chem Soc       Date:  2022-04-26       Impact factor: 16.383

4.  Modified diadenosine tetraphosphates with dual specificity for P2Y1 and P2Y12 are potent antagonists of ADP-induced platelet activation.

Authors:  H Chang; I B Yanachkov; E J Dix; Y F Li; M R Barnard; G E Wright; A D Michelson; A L Frelinger
Journal:  J Thromb Haemost       Date:  2012-12       Impact factor: 5.824

5.  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.

Authors:  Ivan B Yanachkov; Hung Chang; Milka I Yanachkova; Edward J Dix; Michelle A Berny-Lang; Thomas Gremmel; Alan D Michelson; George E Wright; Andrew L Frelinger
Journal:  Eur J Med Chem       Date:  2015-11-09       Impact factor: 6.514

6.  Cap analogs modified with 1,2-dithiodiphosphate moiety protect mRNA from decapping and enhance its translational potential.

Authors:  Malwina Strenkowska; Renata Grzela; Maciej Majewski; Katarzyna Wnek; Joanna Kowalska; Maciej Lukaszewicz; Joanna Zuberek; Edward Darzynkiewicz; Andreas N Kuhn; Ugur Sahin; Jacek Jemielity
Journal:  Nucleic Acids Res       Date:  2016-10-07       Impact factor: 16.971

7.  Antiplatelet activity, P2Y₁ and P2Y₁₂ inhibition, and metabolism in plasma of stereoisomers of diadenosine 5',5'″-P¹ ,P⁴-dithio-P²,P³-chloromethylenetetraphosphate.

Authors:  Hung Chang; Ivan B Yanachkov; Edward J Dix; Milka Yanachkova; Youfu Li; Marc R Barnard; George E Wright; Alan D Michelson; Andrew L Frelinger
Journal:  PLoS One       Date:  2014-04-10       Impact factor: 3.240

Review 8.  Synthetic Strategies for Dinucleotides Synthesis.

Authors:  Lucie Appy; Crystalle Chardet; Suzanne Peyrottes; Béatrice Roy
Journal:  Molecules       Date:  2019-11-27       Impact factor: 4.411
  8 in total

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