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Biological Activity of Ionic Liquids Involving Ionic and Covalent Binding: Tunable Drug Development Platform

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Encyclopedia of Ionic Liquids

Synonyms

Ionic liquid tags for drug delivery; Ionic liquids and active pharmaceutical ingredients

Definition

Ionic liquids (ILs), or molten salts, are nonvolatile and nonflammable organic substances, which consist of asymmetric cations (imidazolium, pyridinium, piperidinium, pyrrolidinium, quaternary ammonium, quaternary phosphonium, etc.) and weakly coordinating anions (halides, tetrafluoroborate, hexafluorophosphate, bis(trifluoromethylsulfonyl)amide, acetate, etc.) and have low melting points. Due to the self-assembly of their ions, ILs demonstrate nano- and microheterogeneous structural ordering. Such unique structural peculiarities presumably govern specific solvent properties of ILs, which find application in numerous scientific fields, from catalysis and synthesis to electrochemistry and biochemistry. The vast number of possible combinations of cations and anions suggests the possibility of targeted “tuning” of IL properties [1,2,3].

Introduction: Biological Activity of Ionic...

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References

  1. Egorova KS, Ananikov VP (2014) Toxicity of ionic liquids: eco(cyto)activity as complicated, but unavoidable parameter for task-specific optimization. ChemSusChem 7:336–360

    Article  CAS  Google Scholar 

  2. Hayes R, Warr GG, Atkin R (2015) Structure and nanostructure in ionic liquids. Chem Rev 115:6357–6426

    Article  CAS  Google Scholar 

  3. Egorova KS, Gordeev EG, Ananikov VP (2017) Biological activity of ionic liquids and their application in pharmaceutics and medicine. Chem Rev 117:7132–7189

    Article  CAS  Google Scholar 

  4. Egorova KS, Ananikov VP (2018) Fundamental importance of ionic interactions in the liquid phase: a review of recent studies of ionic liquids in biomedical and pharmaceutical applications. J Mol Liq 272:271–300

    Article  CAS  Google Scholar 

  5. Egorova KS, Seitkalieva MM, Posvyatenko AV, Ananikov VP (2015) An unexpected increase of toxicity of amino acid-containing ionic liquids. Toxicol Res 4:152–159

    Article  Google Scholar 

  6. Yoo B, Shah JK, Zhu Y, Maginn EJ (2014) Amphiphilic interactions of ionic liquids with lipid biomembranes: a molecular simulation study. Soft Matter 10:8641–8651

    Article  CAS  Google Scholar 

  7. Egorova KS, Ananikov VP (2018) Ionic liquids in whole-cell biocatalysis: a compromise between toxicity and efficiency. Biophys Rev 10:881–900

    Google Scholar 

  8. Ferraz R, Branco LC, Prudêncio C, Noronha JP, Petrovski Ž (2011) Ionic liquids as active pharmaceutical ingredients. ChemMedChem 6:975–985

    Article  CAS  Google Scholar 

  9. Egorova KS, Seitkalieva MM, Posvyatenko AV, Khrustalev VN, Ananikov VP (2015) Cytotoxic activity of salicylic acid-containing drug models with ionic and covalent binding. ACS Med Chem Lett 6:1099–1104

    Article  CAS  Google Scholar 

  10. Araújo JMM, Florindo C, Pereiro AB, Vieira NSM, Matias AA, Duarte CMM, Rebelo LPN, Marrucho IM (2014) Cholinium-based ionic liquids with pharmaceutically active anions. RSC Adv 4:28126–28132

    Article  Google Scholar 

  11. Cole MR, Li M, El-Zahab B, Janes ME, Hayes D, Warner IM (2011) Design, synthesis, and biological evaluation of beta-lactam antibiotic-based imidazolium- and pyridinium-type ionic liquids. Chem Biol Drug Des 78:33–41

    Article  CAS  Google Scholar 

  12. Ferraz R, Teixeira V, Rodrigues E, Fernandes R, Prudêncio C, Noronha JP, Petrovski Ž, Branco LC (2014) Antibacterial activity of ionic liquids based on ampicillin against resistant bacteria. RSC Adv 4:4301–4307

    Google Scholar 

  13. Frizzo CP, Wust K, Tier AZ, Beck TS, Rodrigues LV, Vaucher RA, Bolzan LP, Terra S, Soares F, Martins MAP (2016) Novel ibuprofenate- and docusate-based ionic liquids: emergence of antimicrobial activity. RSC Adv 6:100476–100486

    Article  CAS  Google Scholar 

  14. Ferraz R, Costa-Rodrigues J, Fernandes MH, Santos MM, Marrucho IM, Rebelo LP, Prudêncio C, Noronha JP, Petrovski Ž, Branco LC (2015) Antitumor activity of ionic liquids based on ampicillin. ChemMedChem 10:1480–1483

    Google Scholar 

  15. Miwa Y, Hamamoto H, Ishida T (2016) Lidocaine self-sacrificially improves the skin permeation of the acidic and poorly water-soluble drug etodolac via its transformation into an ionic liquid. Eur J Pharm Biopharm 102:92–100

    Article  CAS  Google Scholar 

  16. Kucherov FA, Egorova KS, Posvyatenko AV, Eremin DB, Ananikov VP (2017) Investigation of cytotoxic activity of mitoxantrone at the individual cell level by using ionic-liquid-tag-enhanced mass spectrometry. Anal Chem 89:13374–13381

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

    Ksenia S. Egorova & Valentine P. Ananikov

Authors
  1. Ksenia S. Egorova
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  2. Valentine P. Ananikov
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Corresponding author

Correspondence to Valentine P. Ananikov .

Editor information

Editors and Affiliations

  1. Institute of Process Engineering, Chinese Academy of Science, Institute of Process Engineering, Beijing, China

    Suojiang Zhang

Section Editor information

  1. No affiliation provided

    Zhonghao Li

  2. No affiliation provided

    Maya Guncheva

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© 2019 Springer Nature Singapore Pte Ltd.

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Egorova, K.S., Ananikov, V.P. (2019). Biological Activity of Ionic Liquids Involving Ionic and Covalent Binding: Tunable Drug Development Platform. In: Zhang, S. (eds) Encyclopedia of Ionic Liquids. Springer, Singapore. https://doi.org/10.1007/978-981-10-6739-6_1-1

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  • DOI: https://doi.org/10.1007/978-981-10-6739-6_1-1

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  • Publisher Name: Springer, Singapore

  • Print ISBN: 978-981-10-6739-6

  • Online ISBN: 978-981-10-6739-6

  • eBook Packages: Springer Reference Chemistry and Mat. ScienceReference Module Physical and Materials ScienceReference Module Chemistry, Materials and Physics

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