Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine
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...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-07-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/21/15/5334 |
| _version_ | 1797561144145084416 |
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| author | Ana Teresa Silva Lis Lobo Isabel S. Oliveira Joana Gomes Cátia Teixeira Fátima Nogueira Eduardo F. Marques Ricardo Ferraz Paula Gomes |
| author_facet | Ana Teresa Silva Lis Lobo Isabel S. Oliveira Joana Gomes Cátia Teixeira Fátima Nogueira Eduardo F. Marques Ricardo Ferraz Paula Gomes |
| author_sort | Ana Teresa Silva |
| collection | DOAJ |
| description | 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 IC<sub>50</sub> values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of <i>Plasmodium falciparum</i>, 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. |
| first_indexed | 2024-03-10T18:11:05Z |
| format | Article |
| id | doaj.art-681c9746a4b94cd696c2a722a9b6f8b4 |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T18:11:05Z |
| publishDate | 2020-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-681c9746a4b94cd696c2a722a9b6f8b42023-11-20T08:07:11ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672020-07-012115533410.3390/ijms21155334Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug ChloroquineAna Teresa Silva0Lis Lobo1Isabel S. Oliveira2Joana Gomes3Cátia Teixeira4Fátima Nogueira5Eduardo F. Marques6Ricardo Ferraz7Paula Gomes8LAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalGlobal Health and Tropical Medicine, Instituto de Higiene e Medicina Tropical, Universidade Nova de Lisboa, P-1349-008 Lisboa, PortugalCIQ-UP, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalGlobal Health and Tropical Medicine, Instituto de Higiene e Medicina Tropical, Universidade Nova de Lisboa, P-1349-008 Lisboa, PortugalCIQ-UP, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, P-4169-007 Porto, PortugalIonic 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 IC<sub>50</sub> values of 4 and 110 nM against a chloroquine-sensitive and a chloroquine-resistant strain of <i>Plasmodium falciparum</i>, 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.https://www.mdpi.com/1422-0067/21/15/5334antimalarialchloroquineionic liquidmalariarescuingrepurposing |
| spellingShingle | Ana Teresa Silva Lis Lobo Isabel S. Oliveira Joana Gomes Cátia Teixeira Fátima Nogueira Eduardo F. Marques Ricardo Ferraz Paula Gomes Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine International Journal of Molecular Sciences antimalarial chloroquine ionic liquid malaria rescuing repurposing |
| title | Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine |
| title_full | Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine |
| title_fullStr | Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine |
| title_full_unstemmed | Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine |
| title_short | Building on Surface-Active Ionic Liquids for the Rescuing of the Antimalarial Drug Chloroquine |
| title_sort | building on surface active ionic liquids for the rescuing of the antimalarial drug chloroquine |
| topic | antimalarial chloroquine ionic liquid malaria rescuing repurposing |
| url | https://www.mdpi.com/1422-0067/21/15/5334 |
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