Antiprotozoal Selectivity of Diimidazoline N‑Phenylbenzamides

We discovered three diimidazolines with high antiplasmodial selectivity that had IC50 values of 1.9–28 nM against cultured Plasmodium falciparum. We also identified a gem-dimethyl diimidazoline with high antitrypanosomal selectivity that had an IC50 value of 26 nM against cultured Trypanosoma brucei...

Full description

Saved in:
Bibliographic Details
Published inACS infectious diseases Vol. 1; no. 3; pp. 135 - 139
Main Authors Wang, Xiaofang, Dong, Yuxiang, Cal, Monica, Kaiser, Marcel, Wittlin, Sergio, Vennerstrom, Jonathan L
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 13.03.2015
Subjects
antitrypanosomal
diimidazoline
antiprotozoal
N-phenylbenzamide
antimalarial
diamidine
Online AccessGet full text

Cover

More Information
Summary:We discovered three diimidazolines with high antiplasmodial selectivity that had IC50 values of 1.9–28 nM against cultured Plasmodium falciparum. We also identified a gem-dimethyl diimidazoline with high antitrypanosomal selectivity that had an IC50 value of 26 nM against cultured Trypanosoma brucei rhodesiense. Two 2-imidazoline heterocycles in a para orientation on a N-phenylbenzamide or similar core structure were required for high antiprotozoal activity. Ring expansion of the imidazoline as well as heterocyclic variants with pK a values of <7 all decreased activity significantly.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:2373-8227
2373-8227
DOI:10.1021/id500034v