Homologous series of amphiphiles bearing imidazolium head group: Complexation with bovine serum albumin

Samarkina, Darya A.; Gabdrakhmanov, Dinar R.; Лукашенко, С. С.; Nizameev, Irek R.; Kadirov, Marsil K.; Zakharova, L. Ya.

doi:10.1016/j.molliq.2018.11.082

Cited by 32 publications

(14 citation statements)

References 36 publications

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“…The addition of a high-molecular-weight component can change the aggregation thresholds of the system [17][18][19][20]. Moreover, the investigation of polymer-colloid systems allows simulating the interaction of cationic amphiphiles with natural polymers such as DNA, proteins and so on [7,[21][22][23]. This is of importance in gene therapy [24,25] because the application of naked DNA molecules is complicated due to their huge size, the electrostatic repulsion between nucleotides and negatively charged cell membranes and the immune response observed [26].…”

Section: Introductionmentioning

confidence: 99%

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Polymer–Colloid Complexes Based on Cationic Imidazolium Amphiphile, Polyacrylic Acid and DNA Decamer

et al. 2021

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The solution behavior and physicochemical characteristics of polymer–colloid complexes based on cationic imidazolium amphiphile with a dodecyl tail (IA-12) and polyacrylic acid (PAA) or DNA decamer (oligonucleotide) were evaluated using tensiometry, conductometry, dynamic and electrophoretic light scattering and fluorescent spectroscopy and microscopy. It has been established that PAA addition to the surfactant system resulted in a ca. 200-fold decrease in the aggregation threshold of IA-12, with the hydrodynamic diameter of complexes ranging within 100–150 nm. Electrostatic forces are assumed to be the main driving force in the formation of IA-12/PAA complexes. Factors influencing the efficacy of the complexation of IA-12 with oligonucleotide were determined. The nonconventional mode of binding with the involvement of hydrophobic interactions and the intercalation mechanism is probably responsible for the IA-12/oligonucleotide complexation, and a minor contribution of electrostatic forces occurred. The latter was supported by zeta potential measurements and the gel electrophoresis technique, which demonstrated the low degree of charge neutralization of the complexes. Importantly, cellular uptake of the IA-12/oligonucleotide complex was confirmed by fluorescence microscopy and flow cytometry data on the example of M-HeLa cells. While single IA-12 samples exhibit roughly similar cytotoxicity, IA-12–oligonucleotide complexes show a selective effect toward M-HeLa cells (IC50 1.1 µM) compared to Chang liver cells (IC50 23.1 µM).

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Section: Introductionmentioning

confidence: 99%

“…the interaction of cationic amphiphiles with natural polymers such as DNA, prot so on [7,[21][22][23]. This is of importance in gene therapy [24,25] because the appli naked DNA molecules is complicated due to their huge size, the electrostatic r between nucleotides and negatively charged cell membranes and the immune r observed [26].…”

Section: Introductionmentioning

confidence: 99%

Polymer–Colloid Complexes Based on Cationic Imidazolium Amphiphile, Polyacrylic Acid and DNA Decamer

et al. 2021

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“…Some imidazolium-based amphiphiles can also complex with proteins, which can improve the bioavailability of the latter in pharmaceutical and cosmetic applications. This is the case for BSA, whose aggregation properties with IMs containing long alkyl chains have been reported by Zakharova et al [71] Fluorescence quenching of the tryptophan residues and the shifting of the emission band to shorter wavelengths upon the addition of increasing concentrations of the amphiphiles not only showed that the interaction with BSA occurs through these residues, but also that the surrounding microenvironment varies because of protein's conformational changes.…”

Section: Vectorization and Delivery Of Biological Macromoleculesmentioning

confidence: 64%

Luminescent Imidazolium Salts as Bright Multi‐Faceted Tools for Biology

2021

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Light and cognate phenomena, e. g., luminescence are powerful tools endowed with great sensitivity to explore the infinitely small. Molecular salts, especially those based on imidazolium units, are granted with original properties and structural versatility. Associated with fluorophores, they constitute highly bioavailable platforms. Their interactions with negatively charged species and biological membranes as well as their controllable cytotoxicity imparted their applications as anion receptors, but also a promising potential as antibacterial and anticancer agents whose mechanism of action can be observed using luminescence, opening the possibility of theranostics (therapy and diagnosis). One of the other assets of imidazolium salts is their flexible amphipathic character which promotes their self‐organizations into liquid‐crystal mesophases and their ability to mimic lipids. Combining luminescence to these amphipathic properties opens new prospects, e. g., following gene or drug delivery inside cells. These salts, all‐in‐one, should lead to new tools for biologists, as well as active theranostic molecules.

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“…As illustrated above, amphiphilic systems are of particular interest in biomedical applications [ 2 ], which can be supported by their use as hydrotropic additives [ 129 ], nanocontainers for poorly soluble drugs [ 130 , 131 , 132 , 133 ], antimicrobial preparations [ 134 , 135 ], complexing agents for negatively charged biomolecules such as DNA and BSA [ 136 , 137 , 138 , 139 , 140 ], etc. They have been successfully used for the fabrication of drug and gene delivery systems demonstrating numerous advantages compared to non-formulated drugs, i.e., improved bioavailability, higher stability and prolonged circulation in bioenvironment, lower side effects, etc.…”

Section: Self-assembled Amphiphilic Systems As Smart Drug Nanocarrmentioning

confidence: 99%

Self-Assembly of Amphiphilic Compounds as a Versatile Tool for Construction of Nanoscale Drug Carriers

Kashapov

Gaynanova

Gabdrakhmanov

et al. 2020

IJMS

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This review focuses on synthetic and natural amphiphilic systems prepared from straight-chain and macrocyclic compounds capable of self-assembly with the formation of nanoscale aggregates of different morphology and their application as drug carriers. Since numerous biological species (lipid membrane, bacterial cell wall, mucous membrane, corneal epithelium, biopolymers, e.g., proteins, nucleic acids) bear negatively charged fragments, much attention is paid to cationic carriers providing high affinity for encapsulated drugs to targeted cells. First part of the review is devoted to self-assembling and functional properties of surfactant systems, with special attention focusing on cationic amphiphiles, including those bearing natural or cleavable fragments. Further, lipid formulations, especially liposomes, are discussed in terms of their fabrication and application for intracellular drug delivery. This section highlights several features of these carriers, including noncovalent modification of lipid formulations by cationic surfactants, pH-responsive properties, endosomal escape, etc. Third part of the review deals with nanocarriers based on macrocyclic compounds, with such important characteristics as mucoadhesive properties emphasized. In this section, different combinations of cyclodextrin platform conjugated with polymers is considered as drug delivery systems with synergetic effect that improves solubility, targeting and biocompatibility of formulations.

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Homologous series of amphiphiles bearing imidazolium head group: Complexation with bovine serum albumin

Cited by 32 publications

References 36 publications

Polymer–Colloid Complexes Based on Cationic Imidazolium Amphiphile, Polyacrylic Acid and DNA Decamer

Polymer–Colloid Complexes Based on Cationic Imidazolium Amphiphile, Polyacrylic Acid and DNA Decamer

Luminescent Imidazolium Salts as Bright Multi‐Faceted Tools for Biology

Self-Assembly of Amphiphilic Compounds as a Versatile Tool for Construction of Nanoscale Drug Carriers

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