Effects of novel triple-stage antimalarial ionic liquids on lipid membrane models

• Type: Article in International Scientific Journal
• Date: 2017

Authors

Ferraz, R (Author) Other; Pinheiro, M (Author) Other; Gomes, A (Author) Other; Catia Teixeira (Author) FCUP; Prudencio, C (Author) Other; Salette Reis (Author) FFUP; Paula Gomes (Author) FCUP

Journal

Title: Bioorganic and Medicinal Chemistry Letters

Vol. 27

Pages: 4190-4193

ISSN: 0960-894X

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 18 Citations

Scopus - 23 Citations

Other information

Authenticus ID: P-00N-0DH

DOI: 10.1016/j.bmcl.2017.07.006

Abstract (EN): Primaquine-based ionic liquids, obtained by acid-base reaction between parent primaquine and cinnamic acids, were recently found as triple-stage antimalarial hits. These ionic compounds displayed significant activity against both liver- and blood-stage Plasmodium parasites, as well as against stage V P. falciparum parasites. Remarkably, blood-stage activity of the ionic liquids against both chloroquine-sensitive (3D7) and resistant (Dd2) P. falciparum strains was clearly superior to those of the respective covalent (amide) analogues and of parent primaquine. Having hypothesized that such behaviour might be ascribed to an enhanced ability of the ionic compounds to permeate into Plasmodium-infected erythrocytes, we have carried out a differential scanning calorimetry-based study of the interactions between the ionic liquids and membrane models. Results provide evidence, at the molecular level, that the primaquine-derived ionic liquids may contribute to an increased permeation of the parent drug into malaria-infected erythrocytes, which has relevant implications towards novel antimalarial approaches based on ionic liquids.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 4