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Open AccessArticle

Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners

Faculty of Chemistry, University of Belgrade, Studentski trg 16, P.O. Box 51, 11158 Belgrade, Serbia
Innovation Center of the Faculty of Chemistry, Studentski trg 12-16, 11158 Belgrade, Serbia
Institute for Medical Research, University of Belgrade, Dr. Subotića 4, 11129 Belgrade, Serbia
Experimental Therapeutics Branch, Walter Reed Army Institute of Research, Silver Spring, MD 20910, USA
Author to whom correspondence should be addressed.
Academic Editor: Diego Muñoz-Torrero
Molecules 2017, 22(3), 343;
Received: 9 January 2017 / Revised: 6 February 2017 / Accepted: 16 February 2017 / Published: 24 February 2017
(This article belongs to the Special Issue Emerging Drug Discovery Approaches against Infectious Diseases)
PDF [6848 KB, uploaded 24 February 2017]


Malaria is a severe and life-threatening disease caused by Plasmodium parasites that are spread to humans through bites of infected Anopheles mosquitoes. Here, we report on the efficacy of aminoquinolines coupled to benzothiophene and thiophene rings in inhibiting Plasmodium falciparum parasite growth. Synthesized compounds were evaluated for their antimalarial activity and toxicity, in vitro and in mice. Benzothiophenes presented in this paper showed improved activities against a chloroquine susceptible (CQS) strain, with potencies of IC50 = 6 nM, and cured 5/5 Plasmodium berghei infected mice when dosed orally at 160 mg/kg/day × 3 days. In the benzothiophene series, the examined antiplasmodials were more active against the CQS strain D6, than against strains chloroquine resistant (CQR) W2 and multidrug-resistant (MDR) TM91C235. For the thiophene series, a very interesting feature was revealed: hypersensitivity to the CQR strains, resistance index (RI) of <1. This is in sharp contrast to chloroquine, indicating that further development of the series would provide us with more potent antimalarials against CQR strains. View Full-Text
Keywords: antimalarials; thiophene; benzothiophene; aminoquinoline antimalarials; thiophene; benzothiophene; aminoquinoline

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Konstantinović, J.; Videnović, M.; Srbljanović, J.; Djurković-Djaković, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22, 343.

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