Polymeric micelles using cholinium-based ionic liquids for the encapsulation and release of hydrophobic drug molecules

Kurnik, Isabelle S.; D'Angelo, Natália A.; Mazzola, Priscila Gava; Chorilli, Marlus; Kamei, Daniel T.; Pereira, Jorge Fernando Brandão; Vicente, António A.; Lopes, André Moreni

doi:10.1039/d0bm01884h

Cited by 22 publications

(9 citation statements)

References 68 publications

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“…3 The presence of cholinium-based ILs increases the encapsulation efficiency and drug loading capacity for Pluronic L35 copolymers. 3…”

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

“…41,42,53 Partitioning and release of hydrophobic drug curcumin (CCM) into polymeric micelles were also studied. 3 The presence of cholinium-based ILs increases the encapsulation efficiency and drug loading capacity for Pluronic L35 copolymers. 3…”

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

“…Hydrophilic block (EO) length varies from 136 × 2 to 82 × 2 and 10 × 2 whereas hydrophobic block (PO) length changes from 52 to 31 and 16 for Pluronic F108, F68, and L35 copolymers, respectively. The impact of IL depends on the length of the hydrophilic segment of Pluronic copolymers, and the presence of [Ch][Cl] enhances the micelle–micelle interactions and decreases the CPT/CMT of Pluronic copolymers. ,, Partitioning and release of hydrophobic drug curcumin (CCM) into polymeric micelles were also studied . The presence of cholinium-based ILs increases the encapsulation efficiency and drug loading capacity for Pluronic L35 copolymers …”

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

“…Amphiphilic triblock copolymers are a class of promising polymer therapeutics with multiple applications in different fields such as drug delivery, diagnostics, and contrast agents. − Pluronic copolymers (or “poloxamers”) are one such amphiphile having nonpolar propylene oxide block (PO) and polar ethylene oxide (EO) block arranged in ABA (PEO–PPO–PEO) structure which self-assemble in aqueous solution . The solubility of amphiphilic triblock copolymer depends on structure, concentration, length of blocks (hydrophilic/hydrophobic), and temperature. , Increasing the temperature results in dehydration of the hydrophobic block, and at one particular temperature (critical micellization temperature (CMT)), PPO chains become water-insoluble whereas PEO chains are still water-soluble.…”

Section: Introductionmentioning

confidence: 99%

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Ionic Liquids Mediated Micellization of Pluronic Copolymers: Aggregation Behavior of Amphiphilic Triblock Copolymers

2023

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Understanding the micellization of amphiphilic triblock copolymers, especially Pluronics can play a persuasive role in engineering “smart” formulations for drug delivery applications. Their underlying self-assembly in the presence of designer solvents such as ionic liquids (ILs) provides combinatorial benefits of unique munificent properties of ILs and copolymers. The complex molecular interactions in the Pluronic copolymers/ILs mixed system influence the aggregation mechanism of copolymers depending on various aspects with no standardized factors to govern the structure–property relationship, which led to the practical applications. Here, we summarized recent progress in understanding the micellization process of IL–Pluronic mixed systems. Special emphasis was given to pure Pluronic systems (i.e., PEO–PPO–PEO) without any structural modifications, such as copolymerization with other functional groups, and ILs having cholinium and imidazolium groups. We expect that the correlation between existing/developing experimental and theoretical studies will provide the necessary basis and impetus for successful utilization in drug delivery applications.

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“…3 The presence of cholinium-based ILs increases the encapsulation efficiency and drug loading capacity for Pluronic L35 copolymers. 3…”

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

Section: Effect Of Cholinium-based Ionic Liquids On Micellization Of ...mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Ionic Liquids Mediated Micellization of Pluronic Copolymers: Aggregation Behavior of Amphiphilic Triblock Copolymers

2023

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“…Some of them, i.e., cholinium-based ILs, show biological functions [18][19][20][21]. Micelles based on IL (co)polymers have been studied for the encapsulation and delivery of various active pharmaceutical ingredients (APIs), e.g., erythromycin, indomethacin, quercetin [22], curcumin [23,24], acyclovir [25], paclitaxel [26], dopamine [27], and doxorubicin [28,29].…”

Section: Introductionmentioning

confidence: 99%

Dual-Drug Delivery via the Self-Assembled Conjugates of Choline-Functionalized Graft Copolymers

2022

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Graft copolymers based on a choline ionic liquid (IL), [2-(methacryloyloxy)ethyl]-trimethylammonium chloride (TMAMA), were obtained by atom transfer radical polymerization. The presence of chloride counterions in the trimethylammonium groups promoted anion exchange to introduce fusidate anions (FUS, 32–55 mol.%) as the pharmaceutical anions. Both the choline-based IL copolymers and their ionic drug-carrier conjugates (FUS systems as the first type, 26–208 nm) formed micellar structures (CMC = 0.011–0.025 mg/mL). The amphiphilic systems were advantageous for the encapsulation of rifampicin (RIF, 40–67 mol.%), a well-known antibiotic, resulting in single-drug (RIF systems as the second type, 40–95 nm) and dual-drug systems (FUS/RIF as the third type, 31–65 nm). The obtained systems released significant amounts of drugs (FUS > RIF), which could be adjusted by the content of ionic units and the length of the copolymer side chains. The dual-drug systems released 31–55% FUS (4.3–5.6 μg/mL) and 19–31% RIF (3.3–4.0 μg/mL), and these results were slightly lower than those for the single-drug systems, reaching 45–81% for FUS (3.8–8.2 μg/mL) and 20–37% for RIF (3.4–4.0 μg/mL). The designed polymer systems show potential as co-delivery systems for combined therapy against drug-resistant strains using two drugs in one formula instead of the separate delivery of two drugs.

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Scrutinizing the antibacterial activity of poly (1‐vinyl‐3‐alkyl imidazolium) ionic liquids: experimental and computational approach

Panda,

Behera,

Sahoo

et al. 2024

J of Chemical Tech & Biotech

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BackgroundAntimicrobial resistance has become a serious concern and threat to global health. This has triggered the need for the design of new antimicrobials. In this study, poly‐ionic liquid (PIL) homopolymers have been designed by varying the alkyl chain lengths to evaluate their pathogeneses against Gram‐positive bacteria (S. aureus) and Gram‐negative bacteria (E. coli).ResultsThe results demonstrated that the antimicrobial and antibiofilm activities depend on the alkyl chain length of PILs (C10 > C8 > C6). To support the experimental findings, in‐silico analyses have been performed to explore the structural and functional information of bacterial RNA polymerase (RNAP) enzymes. A switch region has been identified between RNAP β subunit (RpoB) and RNAP β’ subunit (RpoC) with 1119 amino acids (aa) and 1504 (2–1505) aa, respectively. The docking analysis reflected the docking energies −5.313 kcal/mol, for RNAP‐poly‐1‐vinyl‐3‐hexyl imidazolium complex, −4.634 kcal/mol for RNAP‐poly‐1‐vinyl‐3‐octyl imidazolium complex and − 3.456 kcal/mol for RNAP‐poly‐1‐vinyl‐3‐decyl imidazolium complex.ConclusionThe synthesized PIL samples exhibited antibacterial and antibiofilm activities against E. coli and S. aureus. However, the effect on E. coli was more prominent in comparison to S. aureus. The results indicated that both electrostatic interaction and hydrophobic effect played a vital role in enhancing the antibacterial as well as antibiofilm activities. In addition, in silico analysis identified the ‘switch region’ between RNAP β subunit (RpoB) and RNAP β’ subunit (RpoC). The novel target appeared to be a binding region for PILs and restricted the synthesis of bacterial RNA. It can be concluded that the imidazolium‐based PILs can be used as safe antibacterial materials in the healthcare sector.This article is protected by copyright. All rights reserved.

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Polymeric micelles using cholinium-based ionic liquids for the encapsulation and release of hydrophobic drug molecules

Abstract: We generated stable amphiphilic copolymer-based polymeric micelles (PMs) with temperature-responsive properties utilizing Pluronic® L35 and a variety of ionic liquids (ILs) for the encapsulation and release of curcumin.

Cited by 22 publications

References 68 publications

Ionic Liquids Mediated Micellization of Pluronic Copolymers: Aggregation Behavior of Amphiphilic Triblock Copolymers

Ionic Liquids Mediated Micellization of Pluronic Copolymers: Aggregation Behavior of Amphiphilic Triblock Copolymers

Dual-Drug Delivery via the Self-Assembled Conjugates of Choline-Functionalized Graft Copolymers

Scrutinizing the antibacterial activity of poly (1‐vinyl‐3‐alkyl imidazolium) ionic liquids: experimental and computational approach

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