Gene delivery agents possessing antiradical activity: self-assembling cationic amphiphilic 1,4-dihydropyridine derivatives

“…1), since this compound possesses a significant gene delivery capacity. 1,4 Its packing parameter is of the order of 0.4-0.8 which explains its propensity for self-assembling in bilayers and liposomes. 20 the sonication method in aqueous media from amphiphile 1 and its close structural analogs with various ester groups at positions 3 and 5 of the 1,4-DHP ring and in the 75-350 nm range if obtained from close structural analogs with various cationic headgroups at positions 2 and 6 of the 1,4-DHP ring.…”

mentioning

confidence: 99%

“…Additionally, these self-assembling compounds possess antiradical activity. 4 During the last few years, the antioxidant and antiradical activities of different nanoparticles and nanoparticle-formed compounds have been very attractive and perspective research areas. [5][6][7] Indeed, the positively charged surface of these cationic liposomes easily interacts with the negatively charged cell surface and makes them efficient carriers for transport of different chemical compounds into cells.…”

mentioning

confidence: 99%

“…20 the sonication method in aqueous media from amphiphile 1 and its close structural analogs with various ester groups at positions 3 and 5 of the 1,4-DHP ring and in the 75-350 nm range if obtained from close structural analogs with various cationic headgroups at positions 2 and 6 of the 1,4-DHP ring. 4 In order to produce magnetoliposomes using the sonication method, the mixture of compound 1 and magnetic fluid in water was sonicated for 40-60 min depending on the ferrofluid used (FF ac or FF citr ). The liposome dispersions in both cases were investigated by transmission electron microscopy (TEM), and the results are presented in Figure 2.…”

mentioning

confidence: 99%

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Formation of magnetoliposomes using self-assembling 1,4-dihydropyridine derivative and maghemite γ-Fe2O3 nanoparticles

Petrichenko

Plotniece

Pajuste

et al. 2015

Chem Heterocycl Comp

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This work demonstrates studies of ferromagnetic nanoparticle functionalization by a lipid-like compound, cationic pyridine amphiphile derived from 1,4-dihydropyridine, 1,1'-{[3,5-bis(dodecyloxycarbonyl)-4-phenyl-1,4-dihydropyridine-2,6-diyl]dimethanediyl}dipyridi-nium dibromide, and determination of optimal conditions for the production of magnetoliposomes. The following methodologies, such as sonication, spontaneous swelling, and reverse-phase evaporation, were used for the preparation of liposomes. Ferrofluid containing γ-Fe 2 O 3 nanoparticles with a positively charged surface was used for the preparation of magnetoliposomes. The obtained soft matter objects were studied by optical microscopy, transmission electron microscopy, and dynamic light scattering techniques. The optimal conditions for the production of magnetoliposomes were found by spontaneous swelling and reverse-phase evaporation methods using ferrofluid with positively charged γ-Fe 2 O 3 nanoparticles and cationic 1,4-dihydropyridine derivative.

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An Expedient Approach for the Regioselective Synthesis of Fully Functionalized and Highly Substituted N‐Methyl‐1,4‐Dihydropyridines Using an Ionic Liquid Catalyst

Katariya,

Kanagare,

Tagad

et al. 2024

ChemistrySelect

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A facile and highly efficient protocol has been developed for the synthesis of extensively functionalized, fully substituted N‐methyl‐1,4‐dihydropyridines. This approach is a one‐pot pseudo‐three‐constituent cyclo‐condensation of aromatic aldehydes with (E)‐N‐methyl‐1‐(methylthio)‐2‐nitroethenamine (NMSM). This reaction presumably entails the Knoevenagel reaction followed by Michael addition and regioselective N‐cyclization with removing methanethiol and producing two C─C bonds and one C─N bond. The key advantages of this strategy include an optimized reaction time, achieving moderate to excellent yields, a straightforward experimental procedure, and the use of the ionic liquid 1‐ethyl‐3‐methylimidazolium acetate [(EMIM)Ac] as the catalyst. The resulting derivatives were well characterized by IR, 1H NMR, 13C NMR, and HRMS.

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Gene delivery agents possessing antiradical activity: self-assembling cationic amphiphilic 1,4-dihydropyridine derivatives

Cited by 26 publications

References 57 publications

Studies of the physicochemical and structural properties of self-assembling cationic pyridine derivatives as gene delivery agents

Studies of the physicochemical and structural properties of self-assembling cationic pyridine derivatives as gene delivery agents

Formation of magnetoliposomes using self-assembling 1,4-dihydropyridine derivative and maghemite γ-Fe2O3 nanoparticles

An Expedient Approach for the Regioselective Synthesis of Fully Functionalized and Highly Substituted N‐Methyl‐1,4‐Dihydropyridines Using an Ionic Liquid Catalyst

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