Literature DB >> 22841006

Click-based synthesis of triazolobithiazole ΔF508-CFTR correctors for cystic fibrosis.

Michael B Donald1, Kevin X Rodriguez, Hannah Shay, Puay-Wah Phuan, A S Verkman, Mark J Kurth.   

Abstract

Copper catalyzed azide-alkyne cycloaddition (CuAAC) chemistry is reported for the construction of previously unknown 5-(1H-1,2,3-triazol-1-yl)-4,5'-bithiazoles from 2-bromo-1-(thiazol-5-yl)ethanones. These novel triazolobithiazoles are shown to have cystic fibrosis (CF) corrector activity and, compared to the benchmark bithiazole CF corrector corr-4a, improved logP values (4.5 vs 5.96).
Copyright © 2012 Elsevier Ltd. All rights reserved.

Entities:  

Mesh：

Substances：

Year:  2012        PMID： 22841006      PMCID： PMC3419814          DOI： 10.1016/j.bmc.2012.06.046

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  9 in total

1.  Pyrazolylthiazole as DeltaF508-cystic fibrosis transmembrane conductance regulator correctors with improved hydrophilicity compared to bithiazoles.

Authors:  Long Ye; John M Knapp; Panjamaporn Sangwung; James C Fettinger; A S Verkman; Mark J Kurth
Journal:  J Med Chem       Date:  2010-05-13       Impact factor: 7.446

2.  A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of known drug databases.

Authors:  A K Ghose; V N Viswanadhan; J J Wendoloski
Journal:  J Comb Chem       Date:  1999-01

Review 3.  Cystic fibrosis: a worldwide analysis of CFTR mutations--correlation with incidence data and application to screening.

Authors:  Joseph L Bobadilla; Milan Macek; Jason P Fine; Philip M Farrell
Journal:  Hum Mutat       Date:  2002-06       Impact factor: 4.878

4.  Conformational and temperature-sensitive stability defects of the delta F508 cystic fibrosis transmembrane conductance regulator in post-endoplasmic reticulum compartments.

Authors:  M Sharma; M Benharouga; W Hu; G L Lukacs
Journal:  J Biol Chem       Date:  2000-12-21       Impact factor: 5.157

5.  Potent s-cis-locked bithiazole correctors of DeltaF508 cystic fibrosis transmembrane conductance regulator cellular processing for cystic fibrosis therapy.

Authors:  Gui Jun Yu; Choong L Yoo; Baoxue Yang; Michael W Lodewyk; Liping Meng; Tamer T El-Idreesy; James C Fettinger; Dean J Tantillo; A S Verkman; Mark J Kurth
Journal:  J Med Chem       Date:  2008-09-13       Impact factor: 7.446

6.  'Click' cycloaddition catalysts: copper(I) and copper(II) tris(triazolylmethyl)amine complexes.

Authors:  Paul S Donnelly; Shannon D Zanatta; Steven C Zammit; Jonathan M White; Spencer J Williams
Journal:  Chem Commun (Camb)       Date:  2008-03-27       Impact factor: 6.222

7.  2-Anilino-4-(thiazol-5-yl)pyrimidine CDK inhibitors: synthesis, SAR analysis, X-ray crystallography, and biological activity.

Authors:  Shudong Wang; Christopher Meades; Gavin Wood; Andrew Osnowski; Sian Anderson; Rhoda Yuill; Mark Thomas; Mokdad Mezna; Wayne Jackson; Carol Midgley; Gary Griffiths; Ian Fleming; Simon Green; Iain McNae; Su-Ying Wu; Campbell McInnes; Daniella Zheleva; Malcolm D Walkinshaw; Peter M Fischer
Journal:  J Med Chem       Date:  2004-03-25       Impact factor: 7.446

8.  4'-Methyl-4,5'-bithiazole-based correctors of defective delta F508-CFTR cellular processing.

Authors:  Choong Leol Yoo; Gui Jun Yu; Baoxue Yang; Lori I Robins; A S Verkman; Mark J Kurth
Journal:  Bioorg Med Chem Lett       Date:  2008-03-16       Impact factor: 2.823

9.  Nanomolar affinity small molecule correctors of defective Delta F508-CFTR chloride channel gating.

Authors:  Hong Yang; Anang A Shelat; R Kiplin Guy; Vadiraj S Gopinath; Tonghui Ma; Kai Du; Gergely L Lukacs; Alessandro Taddei; Chiara Folli; Nicoletta Pedemonte; Luis J V Galietta; A S Verkman
Journal:  J Biol Chem       Date:  2003-06-27       Impact factor: 5.157
  9 in total
  2 in total

1.  Capturing the Direct Binding of CFTR Correctors to CFTR by Using Click Chemistry.

Authors:  Chandrima Sinha; Weiqiang Zhang; Chang Suk Moon; Marcelo Actis; Sunitha Yarlagadda; Kavisha Arora; Koryse Woodroofe; John P Clancy; Songbai Lin; Assem G Ziady; Raymond Frizzell; Naoaki Fujii; Anjaparavanda P Naren
Journal:  Chembiochem       Date:  2015-08-11       Impact factor: 3.164

2.  NBD2 Is Required for the Rescue of Mutant F508del CFTR by a Thiazole-Based Molecule: A Class II Corrector for the Multi-Drug Therapy of Cystic Fibrosis.

Authors:  Chiara Brandas; Alessandra Ludovico; Alice Parodi; Oscar Moran; Enrico Millo; Elena Cichero; Debora Baroni
Journal:  Biomolecules       Date:  2021-09-28
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.