Building on surface-active ionic liquids for the rescuing of the antimalarial drug chloroquine

Ana Teresa Silva; Lis Lobo; Isabel S. Oliveira; Joana Gomes; Cátia Teixeira; Fátima Nogueira; Eduardo F. Marques; Ricardo Ferraz; Paula Gomes

doi:10.3390/ijms21155334

Building on surface-active ionic liquids for the rescuing of the antimalarial drug chloroquine

Ana Teresa Silva, Lis Lobo, Isabel S. Oliveira, Joana Gomes, Cátia Teixeira, Fátima Nogueira, Eduardo F. Marques, Ricardo Ferraz, Paula Gomes^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

Ionic liquids derived from classical antimalarials are emerging as a new approach towards the cost-effective rescuing of those drugs. Herein, we disclose novel surface-active ionic liquids derived from chloroquine and natural fatty acids whose antimalarial activity in vitro was found to be superior to that of the parent drug. The most potent ionic liquid was the laurate salt of chloroquine, which presented IC₅₀ values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of Plasmodium falciparum, respectively, corresponding to an 11-and 6-fold increase in potency as compared to the reference chloroquine bisphosphate salt against the same strains. This unprecedented report opens new perspectives in both the fields of malaria chemotherapy and of surface-active ionic liquids derived from active pharmaceutical ingredients.

Original language	English
Article number	5334
Pages (from-to)	1-9
Number of pages	9
Journal	International Journal of Molecular Sciences
Volume	21
Issue number	15
DOIs	https://doi.org/10.3390/ijms21155334
Publication status	Published - 1 Aug 2020
Externally published	Yes

Keywords

Antimalarial
Chloroquine
Ionic liquid
Malaria
Repurposing
Rescuing
Surface active

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/ijms21155334

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title = "Building on surface-active ionic liquids for the rescuing of the antimalarial drug chloroquine",

abstract = "Ionic liquids derived from classical antimalarials are emerging as a new approach towards the cost-effective rescuing of those drugs. Herein, we disclose novel surface-active ionic liquids derived from chloroquine and natural fatty acids whose antimalarial activity in vitro was found to be superior to that of the parent drug. The most potent ionic liquid was the laurate salt of chloroquine, which presented IC50 values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of Plasmodium falciparum, respectively, corresponding to an 11-and 6-fold increase in potency as compared to the reference chloroquine bisphosphate salt against the same strains. This unprecedented report opens new perspectives in both the fields of malaria chemotherapy and of surface-active ionic liquids derived from active pharmaceutical ingredients.",

keywords = "Antimalarial, Chloroquine, Ionic liquid, Malaria, Repurposing, Rescuing, Surface active",

author = "Silva, {Ana Teresa} and Lis Lobo and Oliveira, {Isabel S.} and Joana Gomes and C{\'a}tia Teixeira and F{\'a}tima Nogueira and Marques, {Eduardo F.} and Ricardo Ferraz and Paula Gomes",

note = "Publisher Copyright: {\textcopyright} 2020 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2020",

month = aug,

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doi = "10.3390/ijms21155334",

language = "English",

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T1 - Building on surface-active ionic liquids for the rescuing of the antimalarial drug chloroquine

AU - Silva, Ana Teresa

AU - Lobo, Lis

AU - Oliveira, Isabel S.

AU - Gomes, Joana

AU - Teixeira, Cátia

AU - Nogueira, Fátima

AU - Marques, Eduardo F.

AU - Ferraz, Ricardo

AU - Gomes, Paula

PY - 2020/8/1

Y1 - 2020/8/1

N2 - Ionic liquids derived from classical antimalarials are emerging as a new approach towards the cost-effective rescuing of those drugs. Herein, we disclose novel surface-active ionic liquids derived from chloroquine and natural fatty acids whose antimalarial activity in vitro was found to be superior to that of the parent drug. The most potent ionic liquid was the laurate salt of chloroquine, which presented IC50 values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of Plasmodium falciparum, respectively, corresponding to an 11-and 6-fold increase in potency as compared to the reference chloroquine bisphosphate salt against the same strains. This unprecedented report opens new perspectives in both the fields of malaria chemotherapy and of surface-active ionic liquids derived from active pharmaceutical ingredients.

AB - Ionic liquids derived from classical antimalarials are emerging as a new approach towards the cost-effective rescuing of those drugs. Herein, we disclose novel surface-active ionic liquids derived from chloroquine and natural fatty acids whose antimalarial activity in vitro was found to be superior to that of the parent drug. The most potent ionic liquid was the laurate salt of chloroquine, which presented IC50 values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of Plasmodium falciparum, respectively, corresponding to an 11-and 6-fold increase in potency as compared to the reference chloroquine bisphosphate salt against the same strains. This unprecedented report opens new perspectives in both the fields of malaria chemotherapy and of surface-active ionic liquids derived from active pharmaceutical ingredients.

KW - Antimalarial

KW - Chloroquine

KW - Ionic liquid

KW - Malaria

KW - Repurposing

KW - Rescuing

KW - Surface active

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U2 - 10.3390/ijms21155334

DO - 10.3390/ijms21155334

M3 - Article

C2 - 32727096

AN - SCOPUS:85088851023

SN - 1661-6596

VL - 21

SP - 1

EP - 9

JO - International Journal of Molecular Sciences

JF - International Journal of Molecular Sciences

IS - 15

M1 - 5334

ER -

Building on surface-active ionic liquids for the rescuing of the antimalarial drug chloroquine

Abstract

Keywords

UN SDGs

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