Issue 1, 2020

Synthesis and evaluation of novel 2,4-disubstituted arylthiazoles against T. brucei

Abstract

The design, synthesis and pharmacological evaluation of the 4-substituted-2-[3-(adamant-1-yl)-4-fluorophenyl]thiazoles 1a–j, the 4-substituted-2-[4-(adamant-1-yl)phenyl]thiazoles 2a–h, the 2-substituted-4-[4-(adamant-1-yl)phenyl]thiazoles 3a–e, the N-substituted 2-phenylthiazol-4-ethylamides 4a, b and the N-substituted 4-phenylthiazol-2-ethylamides 4c, d is described. Compounds 1a and 2a exhibit trypanocidal activity in the range of IC50 = 0.42 μM and IC50 = 0.80 μM, respectively. Both of these derivatives bear a lipophilic end, which consists of a 4-(1-adamantyl) phenyl or a 3-(1-adamantyl)phenyl moiety, a 1,3-thiazole ring and a functional end, which comprises of an alkylamine and can be considered as promising candidates for the treatment of Trypanosoma brucei infections.

Graphical abstract: Synthesis and evaluation of novel 2,4-disubstituted arylthiazoles against T. brucei

Supplementary files

Article information

Article type
Research Article
Submitted
08 Oct 2019
Accepted
22 Nov 2019
First published
19 Dec 2019
This article is Open Access
Creative Commons BY license

RSC Med. Chem., 2020,11, 72-84

Synthesis and evaluation of novel 2,4-disubstituted arylthiazoles against T. brucei

M. Georgiadis, V. Kourbeli, I. P. Papanastasiou, A. Tsotinis, M. C. Taylor and J. M. Kelly, RSC Med. Chem., 2020, 11, 72 DOI: 10.1039/C9MD00478E

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