Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine

Ana Teresa Silva; Isabel S. Oliveira; Joana Gomes; Luísa Aguiar; Diana Fontinha; Denise Duarte; Fátima Nogueira; Miguel Prudêncio; Eduardo F. Marques; Cátia Teixeira; Ricardo Ferraz; Paula Gomes

doi:10.1002/cmdc.202100650

Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine

Ana Teresa Silva, Isabel S. Oliveira, Joana Gomes, Luísa Aguiar, Diana Fontinha, Denise Duarte, Fátima Nogueira, Miguel Prudêncio, Eduardo F. Marques, Cátia Teixeira, Ricardo Ferraz, Paula Gomes

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Abstract

Inspired by previous disclosure of room-temperature ionic liquids derived from primaquine and cinnamic acids, which displayed slightly enhanced blood-stage activity compared to the parent drug, we have now combined this emblematic antimalarial with natural fatty acids. This affords surface-active ionic liquids whose liver-stage antiplasmodial activity is either retained or slightly enhanced, while revealing blood-stage antiplasmodial activity at least one order of magnitude higher than that of the parent compound. These findings open new perspectives towards the cost-effective recycling of classical drugs that are either shelved or in decline, and which is not limited to antimalarial agents.

Original language	English
Article number	e202100650
Pages (from-to)	1-6
Number of pages	6
Journal	Chemmedchem
Early online date	23 Dec 2021
DOIs	https://doi.org/10.1002/cmdc.202100650
Publication status	Published - Mar 2022

Keywords

Antimalarial
blood-stage
fatty acid
ionic liquid
liver-stage
Plasmodium
SAIL
surface activity

UN SDGs

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

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10.1002/cmdc.202100650Licence: CC BY

Drug‐Derived Surface‐Active Ionic LiquidsFinal published version, 1.16 MBLicence: CC BY

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Silva, A. T., Oliveira, I. S., Gomes, J., Aguiar, L., Fontinha, D., Duarte, D., Nogueira, F., Prudêncio, M., Marques, E. F., Teixeira, C., Ferraz, R., & Gomes, P. (2022). Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine. Chemmedchem, 1-6. Article e202100650. Advance online publication. https://doi.org/10.1002/cmdc.202100650

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title = "Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine",

abstract = "Inspired by previous disclosure of room-temperature ionic liquids derived from primaquine and cinnamic acids, which displayed slightly enhanced blood-stage activity compared to the parent drug, we have now combined this emblematic antimalarial with natural fatty acids. This affords surface-active ionic liquids whose liver-stage antiplasmodial activity is either retained or slightly enhanced, while revealing blood-stage antiplasmodial activity at least one order of magnitude higher than that of the parent compound. These findings open new perspectives towards the cost-effective recycling of classical drugs that are either shelved or in decline, and which is not limited to antimalarial agents.",

keywords = "Antimalarial, blood-stage, fatty acid, ionic liquid, liver-stage, Plasmodium, SAIL, surface activity",

author = "Silva, {Ana Teresa} and Oliveira, {Isabel S.} and Joana Gomes and Lu{\'i}sa Aguiar and Diana Fontinha and Denise Duarte and F{\'a}tima Nogueira and Miguel Prud{\^e}ncio and Marques, {Eduardo F.} and C{\'a}tia Teixeira and Ricardo Ferraz and Paula Gomes",

note = "Funding Information: The authors thank Funda{\c c}{\~a}o para a Ci{\^e}ncia e Tecnologia (FCT, Portugal), for funding Research Units LAQV‐REQUIMTE (UIDB/50006/2020), CIQUP (UIDB/00081/2020), and GHTM (UID/Multi/04413/2013), and for project grant PTDC/BTM‐SAL/29786/2017. ATS thanks FCT and Sociedade Portuguesa de Qu{\'i}mica (SPQ, Portugal) for her doctoral grant SFRH/BD/150649/2020 Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",

year = "2022",

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doi = "10.1002/cmdc.202100650",

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AU - Gomes, Joana

AU - Aguiar, Luísa

AU - Fontinha, Diana

AU - Duarte, Denise

AU - Nogueira, Fátima

AU - Prudêncio, Miguel

AU - Marques, Eduardo F.

AU - Teixeira, Cátia

AU - Ferraz, Ricardo

AU - Gomes, Paula

N1 - Funding Information: The authors thank Fundação para a Ciência e Tecnologia (FCT, Portugal), for funding Research Units LAQV‐REQUIMTE (UIDB/50006/2020), CIQUP (UIDB/00081/2020), and GHTM (UID/Multi/04413/2013), and for project grant PTDC/BTM‐SAL/29786/2017. ATS thanks FCT and Sociedade Portuguesa de Química (SPQ, Portugal) for her doctoral grant SFRH/BD/150649/2020 Publisher Copyright: © 2021 Wiley-VCH GmbH

PY - 2022/3

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N2 - Inspired by previous disclosure of room-temperature ionic liquids derived from primaquine and cinnamic acids, which displayed slightly enhanced blood-stage activity compared to the parent drug, we have now combined this emblematic antimalarial with natural fatty acids. This affords surface-active ionic liquids whose liver-stage antiplasmodial activity is either retained or slightly enhanced, while revealing blood-stage antiplasmodial activity at least one order of magnitude higher than that of the parent compound. These findings open new perspectives towards the cost-effective recycling of classical drugs that are either shelved or in decline, and which is not limited to antimalarial agents.

AB - Inspired by previous disclosure of room-temperature ionic liquids derived from primaquine and cinnamic acids, which displayed slightly enhanced blood-stage activity compared to the parent drug, we have now combined this emblematic antimalarial with natural fatty acids. This affords surface-active ionic liquids whose liver-stage antiplasmodial activity is either retained or slightly enhanced, while revealing blood-stage antiplasmodial activity at least one order of magnitude higher than that of the parent compound. These findings open new perspectives towards the cost-effective recycling of classical drugs that are either shelved or in decline, and which is not limited to antimalarial agents.

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KW - blood-stage

KW - fatty acid

KW - ionic liquid

KW - liver-stage

KW - Plasmodium

KW - SAIL

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ER -

Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine

Abstract

Keywords

UN SDGs

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