Effect of chain length on physicochemical properties and cytotoxicity of cationic vesicles composed of phosphatidylcholines and dialkyldimethylammonium bromides

Liang, Chia-Hua; Chou, Tzung-Han

doi:10.1016/j.chemphyslip.2009.01.006

Cited by 44 publications

(30 citation statements)

References 50 publications

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“…34 However, different behaviour has been observed for quaternary ammonium surfactants with one and two alkyl chains. In this case the HC 50 Among the diamino acid compounds, the LALM and LAKM presented lower hemolytic activity than the LKKM. The LKKM surfactant has two protonable amino groups with the same pKa (about 6.6) while the LAKM and LALM have unlike pKa values for every amino protonable group (7 and 9 for the LAKM and 9 and 10.4 for the LALM).…”

Section: Cytotoxicitymentioning

confidence: 99%

“…33 Evaluation of the concentration that induces the hemolysis of 50% of the erythrocytes (HC 50 ) was determined and quantified from plots of percentage of hemolysis as a function of amphiphile concentration. 2 384 ± 24 475 ± 29 4.1 ± 0.5 5.1 ± 0.6 C 7 NH(LK) 2 10.5 ± 2 12 ± 2 63.6 ±7.0 72 ± 8 C 6 (LK) 2TM 9.8 ± 1 11 ± 1 11.8 ±0.6 13.2 ± 0.7…”

Section: Cytotoxicitymentioning

confidence: 99%

“…Nevertheless, monocatenary compounds with only one lysine on the polar head and Gemini surfactants show similar cytotoxicity against 3T3 but very different hemolytic behavior. Moreover, the most noticeable is that trimethylated surfactants, MKM TM and C6(LL) 2TM are the most hemolytic compounds but are the less cytotoxic as expressed by the higher IC 50 values. This means that cationic charge density affects cytotoxicity in an opposite way as described for hemolysis, the higher charge density the lower toxicity.…”

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confidence: 99%

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pH-Sensitive Surfactants from Lysine: Assessment of Their Cytotoxicity and Environmental Behavior

et al. 2012

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The toxicity and environmental behavior of new pH-sensitive surfactants from lysine are presented. Three different chemical structures are studied: surfactants with one amino acid and one alkyl chain, surfactants with two amino acids on the polar head and one alkyl chain, and gemini surfactants. The pH sensitivity of these compounds can be tuned by modifying their chemical structures. Cytotoxicity has been evaluated using erythrocytes and fibroblast cells. The toxic effects against these cells depend on the hydrophobicity of the molecules as well as their cationic charge density. The effect of hydrophobicity and cationic charge density on toxicity is different for each type of cells. For erythrocytes, the toxicity increases as hydrophobicity and charge density increases. Nevertheless, for fibroblasts cationic charge density affects cytotoxicity in the opposite way: the higher charge density, the lower the toxicity. The effect of the pH on hemolysis has been evaluated in detail. The aquatic toxicity was established using Daphnia magna. All surfactants yielded EC50 values considerably higher than that reported for cationic surfactants based on quaternary ammonium groups. Finally, their biodegradability was evaluated using the CO2 headspace test (ISO 14593). These lysine derivatives showed high levels of biodegradation under aerobic conditions and can be classified as “readily biodegradable compounds”.

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Section: Cytotoxicitymentioning

confidence: 99%

Section: Cytotoxicitymentioning

confidence: 99%

mentioning

confidence: 99%

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pH-Sensitive Surfactants from Lysine: Assessment of Their Cytotoxicity and Environmental Behavior

et al. 2012

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“…However, at this same concentration, the cell viability rises up to more than 60% when the vesicles are formulated with these cationic surfactants together with a neutral phospholipid [60]. The haemolytic activity of negatively charged vesicles 1.…”

Section: Tablementioning

confidence: 99%

New cationic vesicles prepared with double chain surfactants from arginine: Role of the hydrophobic group on the antimicrobial activity and cytotoxicity

Pinazo

Petrizelli

Bustelo

et al. 2016

Colloids and Surfaces B: Biointerfaces

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“…Cells were seeded in a 24-well cell culture plate 1 day before transfection. 23 Cell viability assay CHO cells were seeded in 96-well plates and incubated for 24 hours. Cells were attached to the plate surface and were then treated with CLs and MCLs at the same concentrations used for transfection experiments.…”

Section: Gel Retardation Analysis Of Lipoplexesmentioning

confidence: 99%

Preparation, characterization, and efficient transfection of cationic liposomes and nanomagnetic cationic liposomes

Samadikhah¹,

Majidi²,

Nikkhah³

et al. 2011

IJN

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Purpose: Cationic liposomes (CLs) are composed of phospholipid bilayers. One of the most important applications of these particles is in drug and gene delivery. However, using CLs to deliver therapeutic nucleic acids and drugs to target organs has some problems, including low transfection efficiency in vivo. The aim of this study was to develop novel CLs containing magnetite to overcome the deficiencies. Materials and methods: CLs and magnetic cationic liposomes (MCLs) were prepared using the freeze-dried empty liposome method. Luciferase-harboring vectors (pGL3) were transferred into liposomes and the transfection efficiencies were determined by luciferase assay. Firefly luciferase is one of most popular reporter genes often used to measure the efficiency of gene transfer in vivo and in vitro. Different formulations of liposomes have been used for delivery of different kinds of gene reporters. Lipoplex (liposome-plasmid DNA complexes) formation was monitored by gel retardation assay. Size and charge of lipoplexes were determined using particle size analysis. Chinese hamster ovary cells were transfected by lipoplexes (liposome-pGL3); transfection efficiency and gene expression level was evaluated by luciferase assay. Results: High transfection efficiency of plasmid by CLs and novel nanomagnetic CLs was achieved. Moreover, lipoplexes showed less cytotoxicity than polyethyleneimine and Lipofectamine ™ . Conclusion: Novel liposome compositions (1,2-dipalmitoyl-sn-glycero-3-phosphocholine [DPPC]/dioctadecyldimethylammonium bromide [DOAB] and DPPC/cholesterol/DOAB) with high transfection efficiency can be useful in gene delivery in vitro. MCLs can also be used for targeted gene delivery, due to magnetic characteristic for conduction of genes or drugs to target organs.

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Effect of chain length on physicochemical properties and cytotoxicity of cationic vesicles composed of phosphatidylcholines and dialkyldimethylammonium bromides

Cited by 44 publications

References 50 publications

pH-Sensitive Surfactants from Lysine: Assessment of Their Cytotoxicity and Environmental Behavior

pH-Sensitive Surfactants from Lysine: Assessment of Their Cytotoxicity and Environmental Behavior

New cationic vesicles prepared with double chain surfactants from arginine: Role of the hydrophobic group on the antimicrobial activity and cytotoxicity

Preparation, characterization, and efficient transfection of cationic liposomes and nanomagnetic cationic liposomes

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