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Investigation Of Pharmaceutically Active Ionic Liquids As Electrolyte For The Electrosynthesis Of Polypyrrole And Active Component In Controlled Drug Delivery
S. Carquigny, B. Lakard, S. Lakard, V. Moutarlier, J. Hihn, L. Viau
Published 2016 · Chemistry
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Abstract Ionic liquids containing pharmaceutically active ingredients (API-ILs) have been used to electrosynthesize polypyrrole (PPy) films. Two different cations have been investigated, imidazolium and cholinium, respectively. These cations have been paired with saccharinate, acesulfamate and ibuprofenate anions. Growth of polypyrrole films in neat imidazolium API-ILs, which are liquid at room temperature, was shown to be difficult due to their high viscosities even at higher temperature. Moreover, the use of IL containing ibuprofenate anions led to the formation of crystalline ibuprofen deposited onto the PPy surface. This has been ascribed to the formation of local acidity during pyrrole oxidation. Using aqueous solutions of the biocompatible cholinium API-ILs, thick films have been obtained. Differences in term of morphology and roughness have been evidenced by SEM, depending on the anion used. GDOES analysis showed the incorporation of anions into the whole polypyrrole film thickness with small enrichment near the surface. Finally, we demonstrated that drug release kinetics can be controlled both by application of different negative stimulus and the nature of the anion. Upon application of more negative potential, drug release rates increased. The calculated kinetic parameters have evidenced a diffusion regime without stimulus and a change to anomalous regime upon applied potential.
This paper references
Infrared and Raman spectroscopic studies of the electrochemical oxidative degradation of polypyrrole
Soumyadeb Ghosh (1998)
Polypyrrole Asymmetric Bilayer Artificial Muscle: Driven Reactions, Cooperative Actuation, and Osmotic Effects
M. Fuchiwaki (2015)
Evaluation of biocompatibility of polypyrrole in vitro and in vivo.
Xioadong Wang (2004)
Full characterization of polypyrrole thin films electrosynthesized in room temperature ionic liquids, water or acetonitrile
L. Viau (2014)
Stability of n-type doped conducting polymers and consequences for polymeric microelectronic devices
D. M. Leeuw (1997)
Electrically controlled release of hexacyanoferrate(4-) from polypyrrole
L. Miller (1987)
Nucleation and growth kinetics of electrodeposited sulfate-doped polypyrrole: determination of the diffusion coefficient of SO(4)(2-) in the polymeric membrane.
T. D. J. Licona-Sánchez (2010)
Ionic liquids provide unique opportunities for oral drug delivery: structure optimization and in vivo evidence of utility.
H. Williams (2014)
Choline saccharinate and choline acesulfamate: ionic liquids with low toxicities.
P. Nockemann (2007)
Glow discharge optical emission spectroscopy: a complementary technique to analyze thin electrodeposited polyaniline films
V. Moutarlier (2014)
Drug specific, tuning of an ionic liquid's hydrophilic–lipophilic balance to improve water solubility of poorly soluble active pharmaceutical ingredients
Parker D McCrary (2013)
Use of Conducting Electroactive Polymers for Drug Delivery and Sensing of Bioactive Molecules. A Redox Chemistry Approach
Jean-Michel Pernaut (2000)
Crystalline vs. Ionic Liquid Salt Forms of Active Pharmaceutical Ingredients: A Position Paper
Jelena Stoimenovski (2009)
On the origin of the so-called nucleation loop during electropolymerization of conducting polymers.
J. Heinze (2007)
Electrochemical synthesis of polypyrrole in ionic liquids
J. Pringle (2004)
Use of Ionic Liquids for π-Conjugated Polymer Electrochemical Devices
W. Lu (2002)
Electropolymerization of pyrrole in 1-ethyl-3-methylimidazolium trifluoromethanesulfonate room temperature ionic liquid
K. Sekiguchi (2002)
Morphology, structure, and conductivity of polypyrrole prepared in the presence of mixed surfactants in aqueous solutions
S. Xing (2007)
The mechanisms of pyrrole electropolymerization
S. Sadki (2000)
Pharmaceutically active ionic liquids with solids handling, enhanced thermal stability, and fast release.
K. Bica (2012)
An understanding of the modulation of photophysical properties of curcumin inside a micelle formed by an ionic liquid: a new possibility of tunable drug delivery system.
C. Ghatak (2012)
A sensing muscle
T. Otero (2003)
Electrochemically controlled release of dexamethasone from conducting polymer polypyrrole coated electrode.
Reecha Wadhwa (2006)
Electrochemical reactivity in room-temperature ionic liquids.
P. Hapiot (2008)
An ionic liquid-in-water microemulsion as a potential carrier for topical delivery of poorly water soluble drug: Development, ex-vivo and in-vivo evaluation.
S. Goindi (2015)
Electrochemical deposition and characterization of poly(3,4-ethylenedioxythiophene) on neural microelectrode arrays
X. Cui (2003)
Ionic liquids as ingredients in topical drug delivery systems.
D. Dobler (2013)
Drug delivery systems based on pharmaceutically active ionic liquids and biocompatible poly(lactic acid).
C. Jouannin (2014)
Surfactant properties of ionic liquids containing short alkyl chain imidazolium cations and ibuprofenate anions.
Corine Tourné-Péteilh (2011)
Biosensing and drug delivery by polypyrrole.
S. Geetha (2006)
Nanostructured biocompatible thermal/electrical stimuli-responsive biopolymer-doped polypyrrole for controlled release of chlorpromazine: kinetics studies.
Ehsan Shamaeli (2014)
Chemistry: Develop ionic liquid drugs
Julia L. Shamshina (2015)
The effect of dopant pKa and the solubility of corresponding acid on the electropolymerisation of pyrrole
E. Ryan (2013)
Room temperature ionic liquids and their mixtures: potential pharmaceutical solvents.
H. Mizuuchi (2008)
Mechanisms of solute release from porous hydrophilic polymers
R. Korsmeyer (1983)
Impedance spectroscopy of thin films of emeraldine base polyaniline and its implications for chemical sensing
Mihai Irimia-Vladu (2006)
Self-assembly induced solubilization of drug-like molecules in nanostructured ionic liquids.
Wenbin Jin (2015)
Electrooxidative polymerization of aromatic compounds in 1-ethyl-3-methylimidazolium trifluoromethanesulfonate room-temperature ionic liquid
K. Sekiguchi (2003)
Toxicity of ionic liquids: eco(cyto)activity as complicated, but unavoidable parameter for task-specific optimization.
K. Egorova (2014)
Polypyrrole as a model membrane for drug delivery
K. Kontturi (1998)
The third evolution of ionic liquids: active pharmaceutical ingredients
W. Hough (2007)
Polypyrrole films electropolymerized from ionic liquids and in a traditional liquid electrolyte: A comparison of morphology and electro–optical properties
M. Deepa (2008)
Directing phenotype of vascular smooth muscle cells using electrically stimulated conducting polymer.
A. S. Rowlands (2008)
Effect of ionic liquids on human colon carcinoma HT-29 and CaCo-2 cell lines
R. Frade (2007)
Application of conducting polymer technology in microsystems
J. W. Gardner (1995)
Ionogels as drug delivery system: one-step sol-gel synthesis using imidazolium ibuprofenate ionic liquid.
L. Viau (2010)
Fabrication and biocompatibility of polypyrrole implants suitable for neural prosthetics.
P. George (2005)
FORMATION OF PATTERNED MICROSTRUCTURES OF CONDUCTING POLYMERS BY SOFT LITHOGRAPHY, AND APPLICATIONS IN MICROELECTRONIC DEVICE FABRICATION
Weng Sing Beh (1999)
Ionic Liquids as Active Pharmaceutical Ingredients
R. Ferraz (2011)
Novel biocompatible cholinium-based ionic liquids—toxicity and biodegradability
Marija Petković (2010)
Solid state NMR analysis of polypyrrole grown in a phosphonium ionic liquid
J. Pringle (2005)
Electrochemical polymerization of pyrrole in BMIMPF6 ionic liquid and its electrochemical response to dopamine in the presence of ascorbic acid
Aijian Zhang (2009)
Extracting wood lignin without dissolving or degrading cellulose: investigations on the use of food additive-derived ionic liquids
André Pinkert (2011)
ARTIFICIAL MUSCLES, BIOSENSORS AND DRUG DELIVERY SYSTEMS BASED ON CONDUCTING POLYMERS: A REVIEW
A. Entezami (2006)
Comparative electrochemical performance of electrodeposited polypyrrole in protic and aprotic ionic liquids
R. Fernandez (2015)
Ionic liquid-in-oil microemulsion as a potential carrier of sparingly soluble drug: characterization and cytotoxicity evaluation.
M. Moniruzzaman (2010)
Effects of different head groups and functionalised side chains on the aquatic toxicity of ionic liquids
S. Stolte (2007)
Surface morphology and corresponding electrochemistry of polypyrrole films electrodeposited using a water miscible ionic liquid
M. Grzeszczuk (2014)
Sweet success: Ionic liquids derived from non-nutritive sweeteners.
Elke B. Carter (2004)
Further investigation of the biodegradability of imidazolium ionic liquids
Jitendra R. Harjani (2009)
Development of Greener Multi-Responsive Chitosan Biomaterials Doped with Biocompatible Ammonium Ionic Liquids
A. M. Dias (2013)
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An evaluation of anion suitability for use in ionic liquids with long-term, high-temperature thermal stability
Adela Benchea (2017)
Synthesis, characterization and electropolymerization of functionalized organic salt–anilinium saccharinate and electrochemically controlled release of saccharinate anions
Lanbo Shen (2020)
Testing True Choline Ionic Liquid Biocompatibility from a Biotechnological Standpoint
Lois Morandeira (2017)
Biological Activity of Ionic Liquids and Their Application in Pharmaceutics and Medicine.
K. Egorova (2017)
Surfactant and Gelation Properties of Acetylsalicylate Based Room Temperature Ionic Liquid in Aqueous Media.
N. V. Sastry (2016)
Electrochemical Synthesis of Conducting Polymers Involving Deep Eutectic Solvents
F. Golgovici (2020)
Drug delivery systems based on intrinsically conducting polymers.
A. Puiggalí-Jou (2019)
An in-situ Raman spectroscopic study on the cathodic process of EMITFSI ionic liquid on Ag electrodes
W. Lu (2017)
The formation and properties of polypyrrole doped with an immobile antibiotic
Emer Moloney (2019)
Biointerfaces based on the combination of synthetic polymers and biomolecules
Anna Puiggalí Jou (2019)
Polypyrrole: a reactive and functional conductive polymer for the selective electrochemical detection of heavy metals in water
Momath Lo (2020)
Polypyrrole nanocomposites doped with functional ionic liquids for high performance supercapacitors
Peng Cao (2018)
Electroactive biomaterials: Vehicles for controlled delivery of therapeutic agents for drug delivery and tissue regeneration
Biranche Tandon (2018)
Rational Design of Microfabricated Electroconductive Hydrogels for Biomedical Applications.
B. Walker (2019)
Influence of pre-grafted pyrrole-based silane on the electrodeposition and chemical properties of polypyrrole films
C. M. Sougueh (2018)