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Tetrasubstituted Imidazolium Salts as Potent Antiparasitic Agents against African and American Trypanosomiases.

ABSTRACT: Imidazolium salts are privileged compounds in organic chemistry, and have valuable biological properties. Recent studies show that symmetric imidazolium salts with bulky moieties can display antiparasitic activity against T. cruzi. After developing a facile methodology for the synthesis of tetrasubstituted imidazolium salts from propargylamines and isocyanides, we screened a small library of these adducts against the causative agents of African and American trypanosomiases. These compounds display nanomolar activity against T. brucei and low (or sub) micromolar activity against T. cruzi, with excellent selectivity indexes and favorable molecular properties, thereby emerging as promising hits for the treatment of Chagas disease and sleeping sickness.

SUBMITTER: Ghashghaei O

PROVIDER: S-EPMC6017328 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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Tetrasubstituted Imidazolium Salts as Potent Antiparasitic Agents against African and American Trypanosomiases.

Ghashghaei Ouldouz O Kielland Nicola N Revés Marc M Taylor Martin C MC Kelly John M JM Di Pietro Ornella O Muñoz-Torrero Diego D Pérez Belén B Lavilla Rodolfo R

Molecules (Basel, Switzerland) 20180116 1

Imidazolium salts are privileged compounds in organic chemistry, and have valuable biological properties. Recent studies show that symmetric imidazolium salts with bulky moieties can display antiparasitic activity against <i>T. cruzi</i>. After developing a facile methodology for the synthesis of tetrasubstituted imidazolium salts from propargylamines and isocyanides, we screened a small library of these adducts against the causative agents of African and American trypanosomiases. These compound ...[more]

PMID: 29337878

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