Amphiphilic Macrocyclic Derivative of Pyrimidine: Self-Assembly, Solubilization and Interaction with DNA Decamer

Gabdrakhmanov, Dinar R.; Samarkina, Darya A.; Семенов, В. Э.; Saifina, L. F.; Zakharova, L. Ya.

doi:10.6060/mhc171144g

Cited by 3 publications

(1 citation statement)

References 26 publications

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“…The most traditional non-viral vectors are based on cationic lipids [11][12][13], but there are also reports on the use of cationic surfactants [14,15], peptides [16], ionic liquids [17], polymers [18,19], dendrimers [20], lipid nanoparticles [21], and poly(β-amino esters) [22]. In the last decade, cationic surfactants have been the object of numerous studies as potential gene carriers [23][24][25][26], since they are able to compact DNA molecules into small aggregates and protect them from degradation by nucleases [27]. As a result, they penetrate through cell membranes, releasing the genetic material [20].…”

Section: Introductionmentioning

confidence: 99%

Complexation of Oligo- and Polynucleotides with Methoxyphenyl-Functionalized Imidazolium Surfactants

et al. 2022

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Interaction between cationic surfactants and nucleic acids attracts much attention due to the possibility of using such systems for gene delivery. Herein, the lipoplexes based on cationic surfactants with imidazolium head group bearing methoxyphenyl fragment (MPI-n, n = 10, 12, 14, 16) and nucleic acids (oligonucleotide and plasmid DNA) were explored. The complex formation was confirmed by dynamic/electrophoretic light scattering, transmission electron microscopy, fluorescence spectroscopy, circular dichroism, and gel electrophoresis. The nanosized lipoplex formation (of about 100–200 nm), contributed by electrostatic, hydrophobic interactions, and intercalation mechanism, has been shown. Significant effects of the hydrocarbon tail length of surfactant and the type of nucleic acid on their interaction was revealed. The cytotoxic effect and transfection ability of lipoplexes studied were determined using M-HeLa, A549 cancer cell lines, and normal Chang liver cells. A selective reduced cytotoxic effect of the complexes on M-HeLa cancer cells was established, as well as a high ability of the systems to be transfected into cancer cells. MPI-n/DNA complexes showed a pronounced transfection activity equal to the commercial preparation Lipofectamine 3000. Thus, it has been shown that MPI-n surfactants are effective agents for nucleic acid condensation and can be considered as potential non-viral vectors for gene delivery.

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Section: Introductionmentioning

confidence: 99%

Complexation of Oligo- and Polynucleotides with Methoxyphenyl-Functionalized Imidazolium Surfactants

et al. 2022

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Adsorption and Membranotropic Properties of Colloid Systems Based on Cationic Amphiphiles: the Effect of the Head Group Structure

Kuznetsova

Gabdrakhmanov

Лукашенко

et al. 2019

Russ. J. Phys. Chem.

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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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Amphiphilic Macrocyclic Derivative of Pyrimidine: Self-Assembly, Solubilization and Interaction with DNA Decamer

Cited by 3 publications

References 26 publications

Complexation of Oligo- and Polynucleotides with Methoxyphenyl-Functionalized Imidazolium Surfactants

Complexation of Oligo- and Polynucleotides with Methoxyphenyl-Functionalized Imidazolium Surfactants

Adsorption and Membranotropic Properties of Colloid Systems Based on Cationic Amphiphiles: the Effect of the Head Group Structure

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

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