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. 2024 Jan 18;14(5):2961-2974.
doi: 10.1039/d3ra07721g. eCollection 2024 Jan 17.

Study of the molecular interaction of a phosphonium-based ionic liquid within myo-inositol and non-steroidal anti-inflammatory drugs

Manoj Kumar Banjare  1 , Bhupendra Singh Banjare  1
Affiliations

Study of the molecular interaction of a phosphonium-based ionic liquid within myo-inositol and non-steroidal anti-inflammatory drugs

Manoj Kumar Banjare et al. RSC Adv. .

Abstract

Ionic liquids (ILs) can be used as carriers and solubilizers as well as for increasing the effectiveness of drugs. In the present investigation, the micellar properties of phosphonium-based ionic liquids (PILs) such as trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate ([P666(14)][THPP]) and the effect of carbocyclic sugar-based myo-inositol (MI) and non-steroidal anti-inflammatory drugs (NSAIDs), i.e. ibuprofen (IBU) or aspirin (ASP), on the PIL micellar system were studied using surface tension, conductivity, colorimetry, viscometry, FTIR, and dynamic light scattering (DLS) at a temperature of 299 ± 0.5 K. The critical micelle concentrations (CMCs), particle size, zeta potential, and various interfacial parameters were also included i.e., efficiency of adsorption (pC20), surface tension at CMC (γCMC), minimum surface area per molecule (Amin), surface pressure at CMC (πCMC), maximum surface excess concentration (Γmax), and various thermodynamic parameters, such as standard Gibbs free energy of adsorption , standard Gibbs free energy of micellization per alkyl tail , standard Gibbs free energy of the air-water interface (ΔG(s)min), standard Gibbs free energy of transfer , and standard Gibbs free energy of micellization . The adsorption and micellization characteristics became more spontaneous, as shown by the more negative values of and . Viscosity-based rheological properties were calculated for various PIL + MI and PIL + MI + NSAID systems. According to the DLS data, the PIL (Z = 316.4 nm) micellar system generates substantially bigger micelles in an aqueous solution of MI + ASP (Z = 801.7 nm) than in MI + IBU (Z = 674.7 nm). FTIR spectroscopy revealed the interactions of PIL with MI + ASP and MI + IBU, where it was observed that MI + IBU shows good agreement with the PIL system compared to MI + ASP. The current research will have effects on pharmaceutical sciences, molecular biology, and drug delivery.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Structures of PIL, myo-inositol, ibuprofen, aspirin, and methyl orange.
Fig. 1
Fig. 1. [A] Plots of surface tension (γ) versus the logarithm of [P666(14)][TMPP] concentration (M) in the presence of ASP. [B] Plots of surface tension (γ) versus the logarithm of [P666(14)][TMPP] concentration (M) in the presence of IBU. [C] Plots of specific conductance (κ) versus concentration of [P666(14)][TMPP] (mM) in the presence of ASP. [D] Plots of specific conductance (κ) versus concentration of [P666(14)][TMPP] (mM) in the presence of IBU. [E] Plots of absorbance versus concentration of [P666(14)][TMPP] (mM) in the presence of ASP. [F] Plots of absorbance versus concentration of [P666(14)][TMPP] (mM) in the presence of IBU.
Fig. 2
Fig. 2. Graphs plotted between the critical packing parameter (P) and concentration of myo-inositol (mM): (A) [P666(14)][THPP] + MI + ASP, (B) [P666(14)][THPP] + MI + IBU.
Scheme 2
Scheme 2. A systematic representation of different bonding and molecular interactions of [A] [P666(14)][TMPP] + MI + ASP and [B] [P666(14)][TMPP] + MI + IBU.
Fig. 3
Fig. 3. [A] Plots of relative viscosity (ηr) versus concentration of [P666(14)][TMPP] (mM) with ASP NSAIDs in the presence of myo-inositol (MI) (mM). [B] Plots of relative viscosity (ηr) versus concentration of [P666(14)][TMPP] (mM) with IBU NSAIDs in the presence of myo-inositol (MI) (mM). [C] Plots of reduced viscosity (ηred) versus concentration of [P666(14)][TMPP] (mM) with ASP NSAIDs in the presence of myo-inositol (MI) (mM). [D] Plots of reduced viscosity (ηred) versus concentration of [P666(14)][TMPP] (mM) with IBU NSAIDs in the presence of myo-inositol (MI) (mM).[E] Intrinsic viscosity [η] vs. concentration of [P666(14)][THPP] (mM) with ASP in the presence of 2 mM concentration of MI, [F] intrinsic viscosity [η] vs. concentration of [P666(14)][THPP] (mM) with IBU in the presence of 2 mM concentration of MI.
Fig. 4
Fig. 4. Particle size distribution determined by DLS for [P666(14)][THPP] with 5 mM ASP and IBU in the presence of 2 mM myo-inositol (MI): [A] [P666(14)][THPP], [B] [P666(14)][THPP] + MI + ASP, and [C] [P666(14)][THPP] + MI + IBU.
Fig. 5
Fig. 5. [A] Zeta potential (ζ) data of [P666(14)][THPP] with 5 mM ASP in the presence of 2 mM myo-inositol (MI). [B] Zeta potential (ζ) data of [P666(14)][THPP] with 5 mM IBU in the presence of 2 mM myo-inositol (MI).
Fig. 6
Fig. 6. FTIR spectra of [A] [P666(14)][TMPP] + MI + ASP, [B] ASP, [C] [P666(14)][TMPP] + MI + IBU, and [D] IBU.
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