Biomedical potentialities of cationic geminis as modulating agents of liposome in drug delivery across biological barriers and cellular uptake

Pavlov, Rais; Gaynanova, Gulnara A.; Kuznetsova, Darya A.; Васильева, Л. А.; Zueva, Irina V.; Sapunova, Аnastasiia S.; Buzyurova, Daina N.; Babaev, Vasily M.; Voloshina, Alexandra D.; Лукашенко, С. С.; Ризванов, И. Х.; Петров, К. А.; Zakharova, L. Ya.; Sinyáshin, O. G.

doi:10.1016/j.ijpharm.2020.119640

Cited by 38 publications

(27 citation statements)

References 58 publications

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“…Research activity of our group focuses on self-assembling amphiphilic systems, with their design, aggregation ability and functionality as drug delivery systems emphasized [2,37,38]. Recently, much attention has been paid to non-covalent modification of liposomes with surfactants [37][38][39][40], with cationic liposomes attracting special interest [41][42][43][44][45][46][47]. Main types of lipid-and silicon-containing nanoparticles, comprising many kinds of nanocarriers that can be used to achieve the best medical performance.…”

Section: Lipid Nanocarriers Modified With Amphiphilic Moleculesmentioning

confidence: 99%

“…Research activity of our group focuses on self-assembling amphiphilic systems, with their design, aggregation ability and functionality as drug delivery systems emphasized [2,37,38]. Recently, much attention has been paid to non-covalent modification of liposomes with surfactants [37][38][39][40], with cationic liposomes attracting special interest [41][42][43][44][45][46][47]. In [39,40] lipid nanoformulations based on L-α-phosphatidylcholine (PC), cholesterol (CHO) and hybrid amphiphilic ligands-quaternary ammonium salts with a sterically hindered phenolic (SHP) moiety with benzyl (SHP-2-Bn) and alkyl tails (SHP-2-R, where R=C n H 2n+1 , n = 8, 10, 12, 16) were obtained and characterized.…”

Section: Lipid Nanocarriers Modified With Amphiphilic Moleculesmentioning

confidence: 99%

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Nanocarriers for Biomedicine: From Lipid Formulations to Inorganic and Hybrid Nanoparticles

Kashapov

Ibragimova

Pavlov

et al. 2021

IJMS

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Encapsulation of cargoes in nanocontainers is widely used in different fields to solve the problems of their solubility, homogeneity, stability, protection from unwanted chemical and biological destructive effects, and functional activity improvement. This approach is of special importance in biomedicine, since this makes it possible to reduce the limitations of drug delivery related to the toxicity and side effects of therapeutics, their low bioavailability and biocompatibility. This review highlights current progress in the use of lipid systems to deliver active substances to the human body. Various lipid compositions modified with amphiphilic open-chain and macrocyclic compounds, peptide molecules and alternative target ligands are discussed. Liposome modification also evolves by creating new hybrid structures consisting of organic and inorganic parts. Such nanohybrid platforms include cerasomes, which are considered as alternative nanocarriers allowing to reduce inherent limitations of lipid nanoparticles. Compositions based on mesoporous silica are beginning to acquire no less relevance due to their unique features, such as advanced porous properties, well-proven drug delivery efficiency and their versatility for creating highly efficient nanomaterials. The types of silica nanoparticles, their efficacy in biomedical applications and hybrid inorganic-polymer platforms are the subject of discussion in this review, with current challenges emphasized.

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Section: Lipid Nanocarriers Modified With Amphiphilic Moleculesmentioning

confidence: 99%

“…Research activity of our group focuses on self-assembling amphiphilic systems, with their design, aggregation ability and functionality as drug delivery systems emphasized [2,37,38]. Recently, much attention has been paid to non-covalent modification of liposomes with surfactants [37][38][39][40], with cationic liposomes attracting special interest [41][42][43][44][45][46][47]. In [39,40] lipid nanoformulations based on L-α-phosphatidylcholine (PC), cholesterol (CHO) and hybrid amphiphilic ligands-quaternary ammonium salts with a sterically hindered phenolic (SHP) moiety with benzyl (SHP-2-Bn) and alkyl tails (SHP-2-R, where R=C n H 2n+1 , n = 8, 10, 12, 16) were obtained and characterized.…”

Section: Lipid Nanocarriers Modified With Amphiphilic Moleculesmentioning

confidence: 99%

Nanocarriers for Biomedicine: From Lipid Formulations to Inorganic and Hybrid Nanoparticles

Kashapov

Ibragimova

Pavlov

et al. 2021

IJMS

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Section: Figurementioning

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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“…In consequence, the possibilities of application of gemini surfactants become even more significant. Gemini surfactants are widely applied in the detergent and cleaning agents industry (Huang et al, 2020), in the food industry (Kralova and Sjöblom, 2009), in medicine (Azum et al, 2020; Pavlov et al, 2020), in cosmetology (Mondal et al, 2020), in corrosion inhibition of metals (Hu et al, 2020; Shaban et al, 2020), in catalysis (Mirgorodskaya et al, 2018), and other places (Gabdrakhmanov et al, 2020). The properties of surfactants can be adjusted by changing the length of the hydrophilic group and the nature of the hydrophobic group.…”

Section: Introductionmentioning

confidence: 99%

Surface and Biocidal Properties of Gemini Cationic Surfactants Based on Propoxylated 1,6‐Diaminohexane and Alkyl Bromides

Rahimov

Ahmadova

Hashimzade

et al. 2021

J Surfact & Detergents

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Two new classes of gemini cationic surfactantshexanediyl-1,6-bis[(isopropylol) alkylammonium] dibromide {in the abbreviation form: C n C 6 C n [iPr-OH] and C n C 6 C n [iPr-OH] 2 ; alkyl: C n H 2n + 1 with n = 9, 10, 12 and 14}-have been synthesized by interaction of alkyl bromides with N,N 0 -di-(isopropylol)-1,6-diaminohexane and N,N,N 0 ,N 0 -tetra-(isopropylol)-1,6-diaminohexane. The surface tension, electrical conductivity, and dynamic light scattering (DLS) techniques were used to investigate the aggregation properties of the gemini cationic surfactants in aqueous solution. The formation of critical aggregates at two concentrations in an aqueous solution from obtained gemini cationic surfactants were determined via the tensiometric method. Thus, these gemini cationic surfactants start to form aggregates at concentrations well below their critical micelle concentrations (CMC). The surface properties and the binding degree (β) of the opposite ion were tested against the length of the surfactant hydrocarbon chain and the number of the isopropylol groups in the head group. By applying the DLS technique, it was explored that how the number of isopropylol groups in gemini cationic surfactants with C 12 H 25 chain affects the sizes of micelles at concentrations greater than CMC. It was discovered that the obtained gemini cationic surfactants have a biocidal character.

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Biomedical potentialities of cationic geminis as modulating agents of liposome in drug delivery across biological barriers and cellular uptake

Cited by 38 publications

References 58 publications

Nanocarriers for Biomedicine: From Lipid Formulations to Inorganic and Hybrid Nanoparticles

Nanocarriers for Biomedicine: From Lipid Formulations to Inorganic and Hybrid Nanoparticles

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

Surface and Biocidal Properties of Gemini Cationic Surfactants Based on Propoxylated 1,6‐Diaminohexane and Alkyl Bromides

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