Literature DB >> 28729055

Novel 1,2-dihydroquinazolin-2-ones: Design, synthesis, and biological evaluation against Trypanosoma brucei.

ThanhTruc Pham1, Madeline Walden1, Christopher Butler1, Rosario Diaz-Gonzalez2, Guiomar Pérez-Moreno2, Gloria Ceballos-Pérez2, Veronica Gomez-Pérez2, Raquel García-Hernández2, Henry Zecca1, Emma Krakoff1, Brian Kopec1, Ogar Ichire1, Caden Mackenzie1, Marika Pitot1, Luis Miguel Ruiz2, Francisco Gamarro2, Dolores González-Pacanowska2, Miguel Navarro2, Amy B Dounay3.   

Abstract

In 2014, a published report of the high-throughput screen of>42,000 kinase inhibitors from GlaxoSmithKline against T. brucei identified 797 potent and selective hits. From this rich data set, we selected NEU-0001101 (1) for hit-to-lead optimization. Through our preliminary compound synthesis and SAR studies, we have confirmed the previously reported activity of 1 in a T. brucei cell proliferation assay and have identified alternative groups to replace the pyridyl ring in 1. Pyrazole 24 achieves improvements in both potency and lipophilicity relative to 1, while also showing good in vitro metabolic stability. The SAR developed on 24 provides new directions for further optimization of this novel scaffold for anti-trypanosomal drug discovery.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  African sleeping sickness; HAT; Hit-to-lead; Quinazolinone; Trypanosoma brucei; Trypanosomiasis

Mesh:

Substances:

Year:  2017        PMID: 28729055      PMCID: PMC6214665          DOI: 10.1016/j.bmcl.2017.07.032

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


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