Bilayer structures in dioctadecyldimethylammonium bromide/oleic acid dispersions

Kępczyński, Mariusz; Lewandowska, Joanna; Witkowska, Karolina; Kędracka–Krok, Sylwia; Mistrikova, Veronika; Bednář, Jan; Wydro, Paweł; Nowakowska, Maria

doi:10.1016/j.chemphyslip.2011.04.007

Cited by 23 publications

(26 citation statements)

References 35 publications

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“…The film then collapses at π coll ≈ 42 mN m À1 and A coll ≈ 56 Å 2 . Such an isotherm for DODAB monolayer at the air-water interface is in line with previous reports (Cavalli et al, 2001;da Silva et al, 2004;Ionov et al, 2009;Kepczynski et al, 2011) and will be used here to compare with the isotherms at the surface of the vesicle-containing aqueous dispersions.…”

Section: Resultssupporting

confidence: 82%

Lipid exchanges between dioctadecyldimethylammonium bromide monolayer and vesicles in the subphase

Feitosa

Adati

Constantino

et al. 2021

J Surfact & Detergents

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Studies on the interaction of lipid monolayer with bilayer structures, such as vesicles, are relatively scarce in the literature. In order to ascertain whether these structures interact for cationic dioctadecyldimethylammonium bromide (DODAB) monolayers at the aqueous surfaces of 0, 0.05, and 0.5 mmol L À1 DODAB vesicle dispersions, differential scanning calorimetry (DSC) and surface film balance experiments were carried out. DSC results confirmed the presence of unilamellar vesicles in the subphase, while changes in the monolayer surface pressure-area per molecule (π-A) isotherm profile yielded by the presence of DODAB vesicle in the subphase revealed monolayer-vesicle interactions as a result of monomer exchanges between the monolayer and the vesicles with stronger effects at the higher vesicle concentration investigated.

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Section: Resultssupporting

confidence: 82%

Lipid exchanges between dioctadecyldimethylammonium bromide monolayer and vesicles in the subphase

Feitosa

Adati

Constantino

et al. 2021

J Surfact & Detergents

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“…Unsaturated fatty acids are known to form vesicles and to rapidly incorporate into phospholipid bilayers [ 35 , 36 ]. Although the TEM image of MFS-LNC-OA-CTAB + did not show the oleic acid-induced vesicular structures, formation of more stable CTAB/oleic vesicles of the LNCs size range cannot be ruled out [ 37 ].…”

Section: Discussionmentioning

confidence: 99%

Miltefosine Lipid Nanocapsules for Single Dose Oral Treatment of Schistosomiasis Mansoni: A Preclinical Study

et al. 2015

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Miltefosine (MFS) is an alkylphosphocholine used for the local treatment of cutaneous metastases of breast cancer and oral therapy of visceral leishmaniasis. Recently, the drug was reported in in vitro and preclinical studies to exert significant activity against different developmental stages of schistosomiasis mansoni, a widespread chronic neglected tropical disease (NTD). This justified MFS repurposing as a potential antischistosomal drug. However, five consecutive daily 20 mg/kg doses were needed for the treatment of schistosomiasis mansoni in mice. The present study aims at enhancing MFS efficacy to allow for a single 20mg/kg oral dose therapy using a nanotechnological approach based on lipid nanocapsules (LNCs) as oral nanovectors. MFS was incorporated in LNCs both as membrane-active structural alkylphospholipid component and active antischistosomal agent. MFS-LNC formulations showed high entrapment efficiency (EE%), good colloidal properties, sustained release pattern and physical stability. Further, LNCs generally decreased MFS-induced erythrocyte hemolytic activity used as surrogate indicator of membrane activity. While MFS-free LNCs exerted no antischistosomal effect, statistically significant enhancement was observed with all MFS-LNC formulations. A maximum effect was achieved with MFS-LNCs incorporating CTAB as positive charge imparting agent or oleic acid as membrane permeabilizer. Reduction of worm load, ameliorated liver pathology and extensive damage of the worm tegument provided evidence for formulation-related efficacy enhancement. Non-compartmental analysis of pharmacokinetic data obtained in rats indicated independence of antischistosomal activity on systemic drug exposure, suggesting possible gut uptake of the stable LNCs and targeting of the fluke tegument which was verified by SEM. The study findings put forward MFS-LNCs as unique oral nanovectors combining the bioactivity of MFS and biopharmaceutical advantages of LNCs, allowing targeting via the oral route. From a clinical point of view, data suggest MFS-LNCs as a potential single dose oral nanomedicine for enhanced therapy of schistosomiasis mansoni and possibly other diseases.

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“…Other interesting instances refer to the formation of catanionic bilayers from DODAB and anionic oleosiloxanes [75] or oleic acid [76]; DODAB membrane fragments and fatty-acid esters of cyclosiloxanes formed dense multibilayered vesicles; the transformation took place once the ester groups hydrolyzed to yield carboxyl groups yielding the anionic silicone surfactant in situ and the catanionic system with DODAB. The oleo-silica compound was obtained via hydrosilylation of methyl undec-10-enoate with 1,3,5,7-tetra-methylcyclotetrasiloxane (1).…”

Section: Dodab Hybrid Assembliesmentioning

confidence: 99%

“…The oleo-silica compound was obtained via hydrosilylation of methyl undec-10-enoate with 1,3,5,7-tetra-methylcyclotetrasiloxane (1). Flat DODAB/oleic acid bilayer sheets were obtained at about 1:1 molar ratios for DODAB/oleic acid binary dispersions; the relaxation of the electrostatic repulsion between DODAB molecules in the bilayer due to the incorporation of OA into DODAB bilayer decreased the membrane curvature and increased the aggregate size; introduction of the fatty acid around equimolar ratios led to flat DODAB/OA bilayer assemblies in the dispersions [76]. The electrostatic attraction between DODAB and anionic amphiphiles decreased the mean area per molecule, increased the geometric parameter v/al, and increased the aggregate size similarly to the fusogenic effects reported upon increasing counterion concentration [68-72, 75, 76].…”

Section: Dodab Hybrid Assembliesmentioning

confidence: 99%

The Versatile Dioctadecyldimethylammonium Bromide

Carmona-Ribeiro¹

2017

Application and Characterization of Surfactants

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Dioctadecyldimethylammonium bromide (DODAB) is a quaternary ammonium surfactant (Quat) with interesting properties and applications. In this chapter, DODAB characteristics as compared to other Quats emphasize its self-assembly in aqueous solutions and the novel applications involving this useful cationic lipid so easily combined with biomolecules and interfaces to yield a wide range of novel uses in many fields such as delivery of drugs, vaccines and genes, design of nanoparticles, modification of interfaces, and many others yet to come.

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Bilayer structures in dioctadecyldimethylammonium bromide/oleic acid dispersions

Cited by 23 publications

References 35 publications

Lipid exchanges between dioctadecyldimethylammonium bromide monolayer and vesicles in the subphase

Lipid exchanges between dioctadecyldimethylammonium bromide monolayer and vesicles in the subphase

Miltefosine Lipid Nanocapsules for Single Dose Oral Treatment of Schistosomiasis Mansoni: A Preclinical Study

The Versatile Dioctadecyldimethylammonium Bromide

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