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1.
Langmuir ; 34(17): 5097-5105, 2018 05 01.
Artigo em Inglês | MEDLINE | ID: mdl-29653049

RESUMO

An increasing number of bacterial infections and the rise in antibiotic resistance of a number of bacteria species forces one to search for new antibacterial compounds. The latter facts motivate the investigations presented herein and are aimed at studying the influence of a cationic lipid, 1-palmitoyl-2-oleoyl- sn-glycero-3-ethylphosphocholine (EPOPC), on model (mono- and bilayer) membranes. The monolayer experiments involved the analysis of the interactions of EPOPC with bacterial membrane lipids in one component and mixed systems as well as Brewster angle microcopy studies. The properties of liposomes were analyzed based on the results of dynamic light scattering (DLS) and zeta potential measurements as well as on the experiments concerning the release of calcein entrapped in liposomes after titration with surfactant solution and steady-state fluorescence anisotropy of DPH. The obtained results evidenced that EPOPC, even at low concentrations, strongly changes organization of model systems making them less condensed. Moreover, EPOPC decreases the hydrodynamic diameter of liposomes, increases their zeta potential, and destabilizes model membranes, increasing their fluidity and permeability. Also, the in vitro tests performed on Escherichia coli (Gram-negative) and Staphylococcus aureus (Gram-positive) strains prove that EPOPC has some bacteriostatic properties which seem to be stronger toward Gram-negative than Gram-positive bacteria. All these findings allow one to conclude that EPOPC mode of action may be directly connected with the interactions of EPOPC molecules with bacterial membranes.


Assuntos
Membrana Celular/efeitos dos fármacos , Membranas Artificiais , Fosfatidilcolinas/química , Fosfatidilcolinas/farmacologia , Cátions , Lipossomos/química , Lipídeos de Membrana/química
2.
Biochim Biophys Acta Biomembr ; 1859(6): 1164-1171, 2017 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-28343956

RESUMO

In this work Langmuir monolayer experiments were performed to analyze the effect of Cd2+ ions and their mixtures with synthetic auxin (1-naphthaleneacetic acid - NAA) on lipid films. These investigations were motivated by the fact that auxins act effectively as the agents improving the removal of metal ions from contaminated water and soil by plants (phytoextraction), and although their mechanism of action in this area is still unclear, it was suggested that it can be membrane-related. The experiments were done for one component (1,2-dipalmitoyl-sn-glycero-3-phosphocholine - DPPC; 1,2-dioleoyl-sn-glycero-3-phosphocholine - DOPC; 1,2-dipalmitoyl-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) - DPPG) monolayers and mixed (DPPG/DOPC and DPPG/DPPC) films treated as model of plant leaves membranes. The monolayer properties were analyzed based on the surface pressure-area isotherms obtained during film compression, stability measurements and Brewster angle microcopy studies. The collected results together with the data presented in literature evidenced that both metal ions and auxins modify lipid system properties and by using them in a combination it is possible to weaken the influence of sole metal ions on membrane organization. This seems to be in agreement with the hypothesis that the role of plant growth regulators in increasing phytoextraction effectiveness may be membrane-related. However, further experiments are required to find possible correlations between the type and concentration of metal ion, composition of membrane or structural elements in auxin molecule and observed alterations in membrane properties.


Assuntos
Biodegradação Ambiental , Cádmio/toxicidade , Poluentes Ambientais/toxicidade , Ácidos Indolacéticos/farmacologia , Ácidos Naftalenoacéticos/farmacologia , Lipossomas Unilamelares/química , 1,2-Dipalmitoilfosfatidilcolina/química , Membrana Celular/química , Membrana Celular/efeitos dos fármacos , Modelos Biológicos , Fosfatidilcolinas/química , Fosfatidilgliceróis/química , Folhas de Planta/química , Plantas/química , Tensão Superficial , Termodinâmica , Água/química
3.
Biochim Biophys Acta ; 1848(8): 1639-45, 2015 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-25960185

RESUMO

The disorders in cholesterol biosynthesis pathway and various diseases manifest in the accumulation of cholesterol precursors in the human tissues and cellular membranes. In this paper the effect of desmosterol--one of cholesterol precursors--on model lipid membranes was studied. The investigations were performed for binary SM/desmo and POPC/desmo and ternary SM/POPC/desmo monolayers. Moreover, the experiments based on the gradual substitution of cholesterol by desmosterol in SM/POPC/chol=1:1:1 system were done. The obtained results allowed one to conclude that desmosterol is of lower domains promoting and stabilizing properties and packs less tightly with the lipids in monolayers. Moreover, desmosterol probably could replace cholesterol in model membranes, but only at its low proportion in the system (2%), however, at a higher degree of cholesterol substitution a significant decrease of the monolayer stability and packing and alterations in the film morphology were detected. The results collected in this work together with those from previous experiments allowed one to analyze the effect of a double bond in the sterol side chain as well as its position in the ring system on membrane activity of the molecule and to verify Bloch hypothesis.


Assuntos
Desmosterol/química , Bicamadas Lipídicas , Membranas Artificiais , Colesterol/química , Desmosterol/metabolismo , Estrutura Molecular , Fosfatidilcolinas/química , Esfingomielinas/química , Relação Estrutura-Atividade
4.
Biochim Biophys Acta Biomembr ; 1860(11): 2329-2336, 2018 11.
Artigo em Inglês | MEDLINE | ID: mdl-29864405

RESUMO

2-Hydroxyoleic acid (2OHOA, Minerval), a derivative of oleic acid, is the lipid used in Membrane Lipid Therapy. This compound is of confirmed anticancer effect, however its exact mechanism of action has not been fully elucidated. In this work the interactions of 2OHOA with cholesterol, sphingomyelin and phosphatidylcholine in Langmuir films were investigated. Moreover, the influence of this drug on SM/Chol and POPC/Chol films was studied. The collected results evidenced that 2OHOA substantially increases fluidity of lipid monolayers and modifies membrane organization, however, its influence depends on drug concentration and membrane properties. It was found that the condensation of model membrane is a critical factor determining the effect of 2OHOA. Moreover, the drug molecules added into SM/Chol film treated as model raft system drastically decrease molecular packing, weaken the interactions between raft components, destabilize the system and alter its morphology. This allows one to suggest that alterations made directly in membrane and microdomains architecture can be treated as one of the areas of Minerval activity.


Assuntos
Antineoplásicos/metabolismo , Lipossomos/metabolismo , Ácidos Oleicos/metabolismo , Antineoplásicos/química , Colesterol/química , Módulo de Elasticidade , Lipossomos/química , Ácidos Oleicos/química , Fosfatidilcolinas/química , Esfingomielinas/química , Propriedades de Superfície
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