Aggregation-caused quenching (ACQ) significantly limits the performance of planar fluorescent probes in aqueous environments, thereby restricting their applicability in live-cell imaging. Although styrylpyridinium (SP) dyes possess favorable donor–π–acceptor architectures and attractive photophysical properties, their planar structure makes them prone to aggregation-induced fluorescence loss. Therefore, this study aimed to enhance the emission efficiency of planar SP derivatives without major structural modifications by employing counterion exchange and lipid-based encapsulation strategies. A series of 17 novel mono-SP and bis-SP derivatives was synthesized and systematically evaluated to assess how molecular architecture, counterion identity (BF4−, PF6−, ClO4−, Br−), and liposomal encapsulation into DOPC:CHEM liposomes influence photophysical behavior. Counterion variation affected fluorescence intensity; however, no single anion proved universally optimal for all derivatives. In contrast, liposomal encapsulation significantly enhanced fluorescence in aqueous environments for all compounds by suppressing ACQ, with all synthesized compounds exhibiting large Stokes shifts and emission in the green spectral region. Notably, bis-SP derivatives demonstrated more pronounced aggregation-induced emission (AIE) behavior due to increased restriction of intramolecular motions compared to their mono-SP analogues, with fluorescence enhancement of up to 17.6-fold and Stokes shifts exceeding 200 nm upon liposomal encapsulation. Biological evaluation revealed low cytotoxicity and rapid cellular uptake in live cells. Furthermore, all SP bromide derivatives demonstrated superior photostability compared to the commercially available nuclear stain DAPI under identical illumination conditions. Overall, the combination of counterion engineering and liposomal encapsulation provides an effective strategy to induce AIE behavior in planar styrylpyridinium dyes, enhancing fluorescence performance without extensive structural modification and offering promising candidates for live-cell imaging applications.

Lipid-based nanoparticles are widely explored as non-viral vectors for nucleic acid delivery, where the molecular structure of cationic lipids strongly determines their performance. Five-membered heterocyclic linkers were explored as a new structural motif in cationic amphiphilic lipids for the development of promising gene delivery candidates. Novel lipids incorporating pyrrole, furan, and thiophene linkers were synthesized alongside structurally related aliphatic analogues, enabling systematic evaluation of how linker type influences physicochemical behavior and self-assembly properties. Self-assembly behavior in aqueous media was characterized by dynamic light scattering, and pDNA encapsulation efficiency was measured using the Quant-iT Pico-Green method. The resulting liposomes exhibited hydrodynamic diameters ranging from 92 to 1317 nm, while corresponding lipoplexes ranged from 302 to 1159 nm. Amphiphiles containing heterocyclic linkers demonstrated high pDNA encapsulation (>80% at optimal N/P ratios), whereas aliphatic analogues showed significantly reduced performance. These results demonstrate that linker structure strongly influences both self-assembly and nucleic acid binding properties. By evaluating structure-activity relationships, five-membered heterocycles are proposed as promising structural elements for the rational development of lipid-based gene delivery candidates.

Indane-1,3-dione and 1,4-dihydropyridine (1,4-DHP) scaffolds are of significant interest in medicinal chemistry. Herein, we report the synthesis characterization of a new lipid-like indane-1,3-dione–1,4-DHP betaine, 2-(3′,5′-bis((dodecyloxy)carbonyl)-2′,6′-dimethyl-1′,4′-dihydro-[3,4′-bipyridin]-1-ium-1-yl)-1,3-dioxo-2,3-dihydro-1H-inden-2-ide (3). Compound 3 was synthesized from 2,2-dicyanomethylideneindan-1,3-dione (1) oxide and a didodecyl-substituted 1,4-DHP derivative 2 and characterized by UV–Vis spectroscopy, 1H-NMR, 13C-NMR, and HRMS. The obtained results demonstrate a promising strategy for the design of delivery agents, exploiting the lipid-like properties of the synthesized betaine.

Amphiphilic cationic lipids based on the 1,4-dihydropyridine (1,4-DHP) scaffold represent a versatile platform for the development of self-assembling delivery systems. In this work, a series of ten new amphiphilic 1,4-DHP derivatives bearing branched ester substituents at the 3,5-positions and quaternized cationic groups at the 2,6-positions were designed and synthesized. The effect of branched ester chain length and branching on nanoparticle formation was investigated. The self-assembling properties of the synthesized amphiphiles were evaluated by dynamic light scattering using an ethanol injection method. All compounds formed positively charged nanoparticles with hydrodynamic diameters ranging from 52 to 439 nm and polydispersity index from 0.194 to 0.452. Amphiphiles 14b–17b with 2-hexyldecyl substituents formed smaller particles, with an average diameter below 100 nm. Several derivatives exhibited good stability over a 14-day storage period at room temperature. To clarify structure–property relationships, lipophilicity (AlogP), polar surface area (PSA), and pKa values were calculated using Schrödinger computational tools. The compounds displayed high lipophilicity AlogP 8.98–19.32, while PSA values remained within a narrow range. The calculated pKa values ranged from 7.20 to 10.99. The results demonstrate that both the length and architecture of branched ester chains significantly influence nanoparticle size, homogeneity, and stability, highlighting branched-chain 1,4-DHP amphiphiles as promising synthetic lipid candidates for further development of delivery systems after evaluation of biological properties.

Wound infections are a challenging healthcare burden against which treatment is hindered by the presence of biofilms and the rise in antibacterial resistance. To date, the potential of natural phenolic acids as topical antibacterial agents is under-researched. The aim of this study was to investigate and compare the antibacterial and antibiofilm effects of 5 hydroxycinnamic acids (caffeic acid, chlorogenic acid, p-coumaric acid, ferulic acid, and rosmarinic acid), 4 hydroxybenzoic acids (gallic acid, salicylic acid, syringic acid, and vanillic acid), as well as 2 related compounds (tannic acid and quinic acid) against a panel of 10 bacterial strains. The tested phenolic acids showed a bactericidal action with minimum inhibitory concentration (MIC) values in the range of 0.625 to 10.0 mg/mL. A negative correlation between an increase in the polarity of the molecule and antibacterial effect was observed. At minimum bactericidal concentration (MBC), phenolic acids prevent an increase in extracellular pH by halting bacterial metabolism. Under bacterial metabolism-induced alkaline conditions, caffeic, chlorogenic, rosmarinic, and gallic acids change color to brown or green at sub-MIC concentrations. Caffeic and chlorogenic acids induce filamentation of planktonic P. aeruginosa. Tested phenolic compounds reduce biofilm biomass in the range of 10% to 90%, with Gram-positive biofilms being more susceptible. SEM imaging revealed a significantly diminished biofilm EPS with damaged cell structure after phenolic acid treatment. Out of the tested compounds, p-coumaric acid and salicylic acid show the most promise as antibacterial agents against bacterial species characteristic of wound infections. IMPORTANCE:The search for new antibacterial agents is one of the highest healthcare priorities. Phenolic acids are increasingly researched alone and as part of various drug delivery systems for wound care applications. However, to date, the available literature on the antibacterial effects of these compounds is rather fragmented and outdated, with unreproducible results. In this study, we link the physicochemical properties and structure of the molecules with their antibacterial and antibiofilm potential, investigate phenolic acid's impact on the bacterial metabolism-induced extracellular pH change, and use SEM imaging to characterize the morphological changes of both planktonic bacteria and biofilms in response to phenolic acid treatment. Additionally, we provide an assessment of the compound ADMET properties with respect to their potential topical application. The data can be used in the future to test potential synergic effects with antibiotics, develop drug delivery systems, and investigate the efficacy of these agents against multi-resistant bacterial strains.

This microreview covers the general methods on the synthesis of mono-, bis-, and tristyrylpyridinium fluorophores described in the literature in recent years. A summary of the most common synthesis can be divided into four distinct methods: aldol condensation followed by N-alkylation of pyridine moiety, Knoevenagel condensation reaction of picolinium salt and aldehyde, Wittig reaction of triphenylphosphine salt and pyridine aldehyde followed by N-alkylation of pyridine moiety, and Horner reaction between bisphosphonate derivative and 4-pyridinecarboxaldehyde followed by N-alkylation of pyridine moiety. Metal-catalyzed reactions were not reviewed. The microreview primary focuses on the synthesis of styrylpyridinium salts having in their structures a 4-pyridinium moiety.

This work presents a novel fluorination strategy for synthesis of self-assembling fluorinated amphiphilic lipid-like compounds as potential delivery systems.

One of the most important steps in the synthesis of 1,4-dihydropyridine (1,4-DHP) amphiphiles is the bromination of methyl groups in positions 2 and 6 of the entire ring. However, up to now, only N-bromosuccinimide was mainly used for bromination 1,4-DHPs. In this work, the synthesis of bis-1,4-DHP derivatives with ethyl and dodecyl ester groups attached to 1,4-DHP ring at positions 3 and 5 was performed by Hantzsch synthesis. The experimental studies were carried out to find out the best conditions and the agent for the tetra bromination of bis-1,4-DHP methyl groups at positions 2 and 6. Four different brominating agents were screened. The use of pyridinium bromide–perbromide in ethyl acetate was found to be optimal for the bromination of methyl groups. The bromination reaction was followed by the synthesis of cationic pyridine moiety containing amphiphilic bis-1,4-DHP derivatives. By nucleophilic substitution of bromine with various substituted pyridines, 12 new amphiphilic bis-1,4-DHP derivatives were obtained. Evaluation of self-assembling properties of tetracationic bis-1,4-dihydropyridine derivatives by dynamic light scattering (DLS) measurements was also performed.

Gentamicin is an essential broad-spectrum aminoglycoside antibiotic that is used in over 40 clinical conditions and has shown activity against a wide range of nosocomial, biofilm-forming, multi-drug resistant bacteria. Nevertheless, the low cellular penetration and serious side effects of gentamicin, as well as the fear of the development of antibacterial resistance, has led to a search for ways to circumvent these obstacles. This review provides an overview of the chemical and pharmacological properties of gentamicin and offers six different strategies (the isolation of specific types of gentamicin, encapsulation in polymeric nanoparticles, hydrophobization of the gentamicin molecule, and combinations of gentamicin with other antibiotics, polyphenols, and natural products) that aim to enhance the drug delivery and antibacterial activity of gentamicin. In addition, factors influencing the synthesis of gentamicin-loaded polymeric (poly (lactic-co-glycolic acid) (PLGA) and chitosan) nanoparticles and the methods used in drug release studies are discussed. Potential research directions and future perspectives for gentamicin-loaded drug delivery systems are given.

Natural products and analogues are a source of antibacterial drug discovery. Considering drug resistance levels emerging for antibiotics, identification of bacterial metalloenzymes and the synthesis of selective inhibitors are interesting for antibacterial agent development. Peptide nucleic acids are attractive antisense and antigene agents representing a novel strategy to target pathogens due to their unique mechanism of action. Antisense inhibition and development of antisense peptide nucleic acids is a new approach to antibacterial agents. Due to the increased resistance of biofilms to antibiotics, alternative therapeutic options are necessary. To develop antimicrobial strategies, optimised in vitro and in vivo models are needed. In vivo models to study biofilm-related respiratory infections, device-related infections: ventilator-associated pneumonia, tissue-related infections: chronic infection models based on alginate or agar beads, methods to battle biofilm-related infections are discussed. Drug delivery in case of antibacterials often is a serious issue therefore this review includes overview of drug delivery nanosystems.

Liposomes and other nanoparticles have been widely studied as innovative nanomaterials because of their unique properties. Pyridinium salts, on the basis of 1,4-dihydropyridine (1,4-DHP) core, have gained significant attention due to their self-assembling properties and DNA delivery activity. This study aimed to synthesize and characterize original N-benzyl substituted 1,4-dihydropyridines and evaluate the influence on structure modifications on compound physicochemical and self-assembling properties. Studies of monolayers composed of 1,4-DHP amphiphiles revealed that the mean molecular areas values were dependent on the compound structure. Therefore, the introduction of N-benzyl substituent to the 1,4-DHP ring enlarged the mean molecular area by almost half. All nanoparticle samples obtained by ethanol injection method possessed positive surface charge and average diameter of 395–2570 nm. The structure of the cationic head-group affects the size of the formed nanoparticles. The diameter of lipoplexes formed by 1,4-DHP amphiphiles and mRNA at nitrogen/phosphate (N/P) charge ratios of 1, 2, and 5 were in the range of 139–2959 nm and were related to the structure of compound and N/P charge ratio. The preliminary results indicated that more prospective combination are the lipoplexes formed by pyridinium moieties containing N-unsubstituted 1,4-DHP amphiphile 1 and pyridinium or substituted pyridinium moieties containing N-benzyl 1,4-DHP amphiphiles 5a–c at N/P charge ratio of 5, which would be good candidates for potential application in gene therapy.

A set of styrylpyridinium (SP) compounds was synthesised in order to study their spectroscopic and cell labelling properties. The compounds comprised different electron donating parts (julolidine, p-dimethylaminophenyl, p-methoxyphenyl, 3,4,5-trimethoxyphenyl), conjugated linkers (vinyl, divinyl), and an electron-withdrawing N-alkylpyridinium part. Geminal or bis-compounds incorporating two styrylpyridinium (bis-SP) moieties at the 1,3-trimethylene unit were synthesised. Compounds comprising a divinyl linker and powerful electron-donating julolidine donor parts possessed intensive fluorescence in the near-infrared region (maximum at ~760 nm). The compounds had rather high cytotoxicity towards the cancerous cell lines HT-1080 and MH-22A; at the same time, basal cytotoxicity towards the NIH3T3 fibroblast cell line ranged from toxic to harmful. SP compound 6e had IC50 values of 1.0 ± 0.03 µg/mL to the cell line HT-1080 and 0.4 µg/mL to MH-22A; however, the basal toxicity LD50 was 477 mg/kg (harmful). The compounds showed large Stokes’ shifts, including 195 nm for 6a,b, 240 nm for 6e, and 325 and 352 nm for 6d and 6c, respectively. The highest photoluminescence quantum yield (PLQY) values were observed for 6a,b, which were 15.1 and 12.2%, respectively. The PLQY values for the SP derivatives 6d,e (those with a julolidinyl moiety) were 0.5 and 0.7%, respectively. Cell staining with compound 6e revealed a strong fluorescent signal localised in the cell cytoplasm, whereas the cell nuclei were not stained. SP compound 6e possessed self-assembling properties and formed liposomes with an average diameter of 118 nm. The obtained novel data on near-infrared fluorescent probes could be useful for the development of biocompatible dyes for biomedical applications.

A synthesis of a cationic moiety and fluorescent moieties containing amphiphilic 1,4-dihydropyridine (1,4-DHP) derivatives was performed starting with the Hantzsch-type cyclization of dodecyl acetoacetate, phenylaldehyde and ammonium acetate. Bromination of the 2,6-dimethyl groups of a parent 1,4-DHP compound, followed by nucleophilic substitution of bromine with 4-(anthracen-9-yl)pyridine, produced the desired 1,1′-{[3,5-bis((dodecyloxycarbonyl)-4-phenyl-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis[4-(anthracen-9-yl)pyridin-1-ium] dibromide. The obtained target compound was fully characterized by the IR, 1H NMR, 13C NMR and HRMS data. Studies of the self-assembling properties and characterization of the nanoparticles obtained by the ethanol injection method were performed using dynamic light scattering (DLS) measurements. DLS measurement data showed that 1,1′-{[3,5-bis((dodecyloxycarbonyl)-4-phenyl-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis[4-(anthracen-9-yl)pyridin-1-ium] dibromide produced liposomes that had average diameters of 200 nm when the samples were freshly prepared, and 140 nm after 7 days or 1 month storage. The PDI values of the samples were approximately 0.50 and their zeta-potential values were approximately 41 mV when the samples were freshly prepared, and 33 mV after storage. The obtained nanoparticles were stored at room temperature for one month and remained stable during that period. The mean molecular area of the cationic 1,4-DHP-anthracene hybrid 4 was 118 Å2, while the mean molecular area of the cationic 1,4-DHP 5 without anthracene substituents was only 83 Å2. The photoluminescence quantum yield (PLQY) value for the EtOH solution of the 1,4-DHP derivative 4 was 10.8%, but for the 1,4-DHP derivative 5 it was only 1.8%. These types of compounds could be used as synthetic lipids in the further development of prospective theranostic delivery systems.

A synthesis of 3-(3,5-difluoro-3,5-bis((alkoxy)carbonyl)-2,6-dioxoheptan-4-yl)-1-methylpyridin-1-ium iodides with ethyl or nonyl ester groups at positions 3 and 5 was performed. Treatment of the corresponding 2’,6’-dimethyl-1’,4’-dihydro-[3,4’-bipyridine]-3’,5’-dicarboxylates with Selectfluor® followed by quaternization of pyridine moiety in the obtained dialkyl 2,4-diacetyl-2,4-difluoro-3-(pyridin-3-yl)pentanedioates with methyl iodide gave the desired 3-(3,5-difluoro-3,5-bis((alkoxy)carbonyl)-2,6-dioxoheptan-4-yl)-1-methylpyridin-1-ium iodides. This type of compound would be useful as synthetic lipids for further development of the delivery systems. The obtained target compounds were fully characterized by 1H NMR, 19F NMR, 13C NMR, HRMS, IR and UV data. The estimation of self-assembling properties and characterization of the nanoparticles obtained by ethanol solution injection in an aqueous media were performed by dynamic light scattering (DLS) measurements. DLS measurement data showed that 3-(3,5-difluoro-3,5-bis((nonyloxy)carbonyl)-2,6-dioxoheptan-4-yl)-1-methylpyridin-1-ium iodide created liposomes with the average diameter of 300–400 nm and polydispersity index (PDI) value around 0.30–0.40, while 3-(3,5-difluoro-3,5-bis((ethyloxy)carbonyl)-2,6-dioxoheptan-4-yl)-1-methylpyridin-1-ium iodide formed a heterogeneous sample with PDI value 1, which was not prospective for delivery system development.

At present, hybrid multicompartment carriers for drug delivery have been actively developed; eLiposomes are one such carrier. Due to the complex structure of eLiposomes, which are nanoemulsion droplets surrounded by a phospholipid bilayer, such systems can be used to deliver hydrophilic, hydrophobic, and amphiphilic compounds simultaneously. For the efficient applications, nanoemulsions should be stable in the confined space inside liposomes. In this work, Langevin-dynamics simulation has been employed to study the stability of nanoemulsions with different ζ-potential and various fractions of the dispersed phase. Calculation results have shown that, at low values of the ζ-potential, stable nanoemulsions are formed if a dispersed phase fraction is ≤10 vol %. To produce stable nanoemulsions with higher fractions of the dispersed phase, the absolute value of the ζ-potential of the dispersed phase droplets should be higher than 40 mV. At the same time, the stability of nanoemulsions with both low and high ζ-potentials of the droplets greatly provided by intense Brownian motion of droplets in the internal space of eLiposomes.

Capsid assembly modulators (CAMs) have emerged as a promising class of antiviral agents. We studied the effects of twenty-one newly designed and synthesized CAMs including heteroaryldihydropyrimidine compounds (HAPs), their analogs and standard compounds on hepatitis B virus (HBV) capsid assembly. Cytoplasmic expression of the HBV core (HBc) gene driven by the exogenously delivered recombinant alphavirus RNA replicon was used for high level production of the full-length HBc protein in mammalian cells. HBV capsid assembly was assessed by native agarose gel immunoblot analysis, electron microscopy and inhibition of virion secretion in HepG2.2.15 HBV producing cell line. Induced fit docking simulation was applied for modelling the structural relationships of the synthesized compounds and HBc. The most efficient were the HAP class compounds-dihydropyrimidine 5-carboxylic acid n-alkoxyalkyl esters, which induced the formation of incorrectly assembled capsid products and their accumulation within the cells. HBc product accumulation in the cells was not detected with the reference HAP compound Bay 41-4109, suggesting different modes of action. A significant antiviral effect and substantially reduced toxicity were revealed for two of the synthesized compounds. Two new HAP compounds revealed a significant antiviral effect and a favorable toxicity profile that allows these compounds to be considered promising leads and drug candidates for the treatment of HBV infection. The established alphavirus based HBc expression approach allows for the specific selection of capsid assembly modulators directly in the natural cell environment.

Synthesis of a double-charged cationic amphiphilic 1,4-dihydropyridine derivative with dodecyl ester groups at positions 3 and 5 of the 1,4-DHP ring was performed starting from Hantzsch type cyclization of dodecyl acetoacetate, 2-naphthaldehyde and ammonium acetate. Bromination of this compound followed by nucleophilic substitution of bromine with (E)-4-(2-(naphthalen-2-yl)vinyl)pyridine gave the desired cationic amphiphilic 1,1′-{[3,5-bis(dodecyloxycarbonyl)-4-(naphthalen-2-yl)-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis{4-[(E)-2-(naphthalen-2-yl)vinyl]pyridin-1-ium}dibromide. The obtained target compound was fully characterized by IR, UV, 1H-NMR, 13C-NMR, HRMS and microanalysis. The characterization of the cationic 1,4-DHP nanoparticles in an aqueous solution was performed by DLS measurements. The obtained results showed that the compound formed nanoparticles with an average diameter of around 300 nm, a PDI value of around 490 and a zeta-potential of around 20 mV for freshly prepared samples. However, after one week of storage at room temperature, an aggregation of nanoparticles was detected.

In this data file the characterisation of nanoformulations obtained from calix[4]arene/1,4-dihydropyridine (1,4-DHP) compositions in the various component ratio in an aqueous medium was performed by dynamic light scattering (DLS) technique. The hydrodynamic diameters of nanoparticle main population, polydispersity index and stability of nanoformulation were determined. In this article provided data are directly related to the previously published research articles – “Gene delivery agents possessing antiradical activity: Self-assembling cationic amphiphilic 1,4-dihydropyridine derivatives” [1], and “Studies of the physicochemical and structural properties of self-assembling cationic pyridine derivatives as gene delivery agents” [2] where was described synthesis, transfection activity of 1,1′-((3,5-bis((dodecyloxy)carbonyl)-4-phenyl-1,4-dihydropyridine-2,6-diyl)bis(methylene))bis(pyridin-1-ium) dibromide presented in this data file; and with articles “Cationic amphiphilic calixarenes to compact DNA into small nanoparticles for gene delivery” [3] and “Self-aggregation in aqueous solution of amphiphilic cationic calix[4]arenes. Potential use as vectors and nanocarriers” [4] where was described synthesis and ability to condense DNA for also mentioned calix[4]arenes – 5,11,17,23-tetra-(3-methylimidazolium)-methylene-25,26,27,28-etradodecyloxycalix[4]arene tetrachloride, 5,11,17,23-tetra(N,N-dimethyl-N-hydroxyethylammonium)-methylene-25,26,27,28-tetradodecyloxycalix[4]arene tetrachloride and 5,11,17,23-tetra(N,N-dimethyl-N-hydroxyethylammonium)-methylene-25,26,27,28-tetrahexadecyloxycalix[4]arene tetrachloride. Information provided in this data file can be used in medicinal chemistry for development of novel synthetic lipid nanoformulations.

In the present work, construction of double-charged cationic amphiphilic 1,1′-{[3,5-bis(dodecyl¬oxy-carbonyl)-4-(thiophen-3-yl)-1,4-dihydropyridine-2,6-diyl]bis-(methylene)}bis(pyridin-1-ium) dibromide (7) was performed in four steps. Dodecyl 3-oxobutanoate (1) was condensed with thiophene-3-carbaldehyde (2) which was necessary for Hantzsch cyclisation dodecyl (E/Z)-3-oxo-2-(thiophen-3-ylmethylene)butanoate (3). Two-component Hantzsch type cyclisation of dodecyl (E/Z)-3-aminobut-2-enoate (4) and dodecyl (E/Z)-3-oxo-2-(thiophen-3-ylmethylene)butanoate (3) gave 3,5-bis(dodecyloxycarbonyl)-2,6-dimethyl-4-(thiophen-3-yl)-1,4-dihydropyridine (5). Bromination of compound 5 followed by nucleophilic substitution of bromine with pyridine gave the desired cationic amphiphilic 1,4-dihydropyridine 7. The obtained target compound 7 and new intermediates 3, 5 and 6 were fully characterised by IR, UV, 1H NMR, 13C NMR, HRMS or microanalysis. Characterisation of nanoparticles formed by the cationic 1,4-dihydropyridine 7 in an aqueous solution was performed by DLS measurements.

This study was focused on the estimation of the targeted modification of 1,4-DHP core with (1) different alkyl chain lengths at 3,5-ester moieties of 1,4-DHP (C12, C14 and C16); (2) N-substituent at position 1 of 1,4-DHP (N-H or N-CH3); (3) substituents of pyridinium moieties at positions 2 and 6 of 1,4-DHP (H, 4-CN and 3-Ph); (4) substituent at position 4 of 1,4-DHP (phenyl and napthyl) on physicochemical properties of the entire molecules and on the characteristics of the obtained magnetoliposomes formed by them. It was shown that thermal behavior of the tested 1,4-DHP amphiphiles was related to the alkyl chains length, the elongation of which decreased their transition temperatures. The properties of 1,4-DHP amphiphile monolayers and their polar head areas were determined. The packing parameters of amphiphiles were in the 0.43–0.55 range. It was demonstrated that the structure of 1,4-DHPs affected the physicochemical properties of compounds. “Empty” liposomes and magnetoliposomes were prepared from selected 1,4-DHP amphiphiles. It was shown that the variation of alkyl chains length or the change of substituents at positions 4 of 1,4-DHP did not show a significant influence on properties of liposomes.