Literature DB >> 32184957

Discovery of Potent N-Ethylurea Pyrazole Derivatives as Dual Inhibitors of Trypanosoma brucei and Trypanosoma cruzi.

Swapna Varghese1, Raphaël Rahmani1, Stephanie Russell2, Girdhar Singh Deora1, Lori Ferrins1, Arthur Toynton2, Amy Jones3, Melissa Sykes3, Albane Kessler4, Amanda Eufrásio5, Artur Torres Cordeiro5, Julian Sherman6, Ana Rodriguez6, Vicky M Avery3, Matthew J Piggott2, Jonathan B Baell1,7,8,9.   

Abstract

Trypanosoma brucei (T. brucei) and Trypanosoma cruzi (T. cruzi) are causative agents of parasitic diseases known as human African trypanosomiasis and Chagas disease, respectively. Together, these diseases affect 68 million people around the world. Current treatments are unsatisfactory, frequently associated with intolerable side-effects, and generally inadequate in treating all stages of disease. In this paper, we report the discovery of N-ethylurea pyrazoles that potently and selectively inhibit the viability of T. brucei and T. cruzi. Sharp and logical SAR led to the identification of 54 as the best compound, with an in vitro IC50 of 9 nM and 16 nM against T. b. brucei and T. cruzi, respectively. Compound 54 demonstrates favorable physicochemical properties and was efficacious in a murine model of Chagas disease, leading to undetectable parasitemia within 6 days when CYP metabolism was inhibited.
Copyright © 2019 American Chemical Society.

Entities:  

Year:  2019        PMID: 32184957      PMCID: PMC7073874          DOI: 10.1021/acsmedchemlett.9b00218

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN: 1948-5875            Impact factor:   4.345


  17 in total

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5.  Hit-to-Lead Optimization of a Novel Class of Potent, Broad-Spectrum Trypanosomacides.

Authors:  Stephanie Russell; Raphaël Rahmani; Amy J Jones; Harriet L Newson; Kevin Neilde; Ignacio Cotillo; Marzieh Rahmani Khajouei; Lori Ferrins; Sana Qureishi; Nghi Nguyen; Maria S Martinez-Martinez; Donald F Weaver; Marcel Kaiser; Jennifer Riley; John Thomas; Manu De Rycker; Kevin D Read; Gavin R Flematti; Eileen Ryan; Scott Tanghe; Ana Rodriguez; Susan A Charman; Albane Kessler; Vicky M Avery; Jonathan B Baell; Matthew J Piggott
Journal:  J Med Chem       Date:  2016-09-19       Impact factor: 7.446

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Journal:  Nature       Date:  2016-08-08       Impact factor: 49.962

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2.  Structural Optimization and Biological Activity of Pyrazole Derivatives: Virtual Computational Analysis, Recovery Assay and 3D Culture Model as Potential Predictive Tools of Effectiveness against Trypanosoma cruzi.

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Journal:  ACS Omega       Date:  2022-01-28

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