Partitioning of Charged Local Anesthetics into Model Membranes Formed by Cationic Surfactant:  Effect of Hydrophobicity of Local Anesthetic Molecules

Matsuki, Hitoshi; Kaneshina, Shoji; Kamaya, Hiroshi; Ueda, I.

doi:10.1021/jp9804190

Cited by 15 publications

(4 citation statements)

References 48 publications

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“…The molecular mechanism of the pharmacological action for various drugs, such as anesthetics, is mediated by membranes [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. The interaction of anesthetic agents with excitable membranes is postulated to affect the specific trans-membrane proteins of the ionic channels by changing their membrane lipid micro-environment and thus, blocking the nerve signal propagation.…”

Section: Introductionmentioning

confidence: 99%

Procaine Effect on Human Erythrocyte Membrane Explored by Atomic Force Microscopy

Zdrenghea¹,

Tomoaia

Pop-Toader³

et al. 2011

CCHTS

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The procaine effect on human erythrocytes was investigated by atomic force microscopy (AFM) at three procaine concentrations, about 5 x 10(-7) M, 5 x 10(-5) M and 5 x 10(-4) M. The changes in surface morphology of erythrocyte membrane bring direct evidence on the procaine effect on the cell membrane at micro- and nanometer scale. AFM images of the control erythrocytes (without procaine) showed a well defined concave (donut) shape of cells. The structure of control erythrocytes membrane is featured by closely packed nanometer size intra-membranous particles. After the incubation of the fresh blood with increasing procaine concentrations, a progressive increase in both concave depth and surface roughness of erythrocyte membrane was observed. The particles (granules) of the membrane surface increased progressively with increasing procaine concentrations. The changes in the surface morphology of erythrocyte membrane can be associated with the enlargement of surface granules, due to the aggregation of membranous particles within the cell surface, and the domain structure formation induced by procaine. A large number of moderate elevations from 25 nm to almost 40 nm in lateral size were found to be rather uniformly distributed on the surface of whole erythrocytes at low and medium procaine concentrations, respectively. At the highest procaine concentration, the granules of about 80 nm to almost 90 nm lateral size were found to form rows rather well separated. These data are in substantial agreement with the published results obtained on membrane models in the presence of procaine.

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Section: Introductionmentioning

confidence: 99%

Procaine Effect on Human Erythrocyte Membrane Explored by Atomic Force Microscopy

Zdrenghea¹,

Tomoaia

Pop-Toader³

et al. 2011

CCHTS

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“…Analogous to the present findings, it was found that the uncharged form of these substances was much more surface active than the corresponding hydrochloride salt. Furthermore, Matsuki et al studied the partitioning of hydrochloride salts of local anesthetics, among those lidocaine hydrochloride, to adsorbed layers formed by decylammonium chloride (67). Of particular interest to the present investigation, lidocaine HCl was found not to partition to the hydrophobic environment of the adsorbed layer, whereas for the adsorption of lidocaine HCl at the air-water interface significant adsorption at high concentration was observed (68).…”

Section: Effects Of Lidocaine and Prilocainementioning

confidence: 71%

Interactions between Local Anaesthetic Agents and Poly(N-isopropyl acrylamide) through Phase Behavior, Surface Tension, and Adsorption Measurement

Carlsson¹,

Elofsson²,

Arnebrant

et al. 2001

Journal of Colloid and Interface Science

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“…These considerations are important when designing drug-release systems and also when considering the specific domain of a biological system where the drugs are selectively located. A case in point appeared in a recent study by surface tension of the partitioning of local anesthetics in model membranes (cationic surfactants): The results have indicated that the partitioning (in the water and micellar phases) depends on the hydrophobicity of the drug, and a good correlation was established between the partitioning into the hydrophobic environment and the anesthetic potency of the drugs.…”

Section: Discussionmentioning

confidence: 99%

Diffusion Coefficients of Small Molecules as Guests in Various Phases of Pluronic L64 Measured by One-Dimensional Electron Spin Resonance Imaging

Degtyarev

Schlick

1999

Langmuir

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The diffusion coefficients of small nitroxide probes as guests in aqueous solutions of the triblock copolymer poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide) EO13PO30EO13 (Pluronic L64) were measured at 300 K by one-dimensional electron spin resonance imaging (1D ESRI). The method is based on encoding the spatial distribution of the probes as a function of time in ESR spectra recorded in the presence of magnetic field gradients and simulation of these spectra in order to extract the diffusion coefficient, D. The rate of transport of each probe as a function of polymer content in the various phases (micellar, hexagonal, lamellar, and reverse micellar) of aqueous L64 depends on the probe location in the self-assembled system. The probe site was deduced from the analysis of the ESR spectra; the isotropic hyperfine splitting, a N, from the 14N nucleus of the >NO fragment in the probes was the polarity sensitive parameter. D values for the cationic probe 4-(N,N,N-trimethyl)ammonium-2,2,6,6-tetramethyl-piperidine-1-oxyl iodide that is known to reside in the water domains follow the expression D = D 0 exp(−aw 2), where D 0 is the diffusion coefficient in the neat solvent and w 2 is the weight fraction of the polymer. For the hydrophobic probe 5DSE, the methyl ester of doxylstearic acid where 5 indicates the carbon atom to which the doxyl group is attached, D is significantly lower and almost constant for w 2 in the range 0.20−0.80. For the probe perdeuterio-2,2‘,6,6‘-tetramethyl-piperidone-N-oxide that is located at the interface between water and the EO domains, D decreases with increase in the polymer content, but the decrease is more prominent for w 2 in the range 0.10−0.30; at w 2 = 0.90, D is similar to that of the polymer chains. The method of 1D ESRI enables the measurement of D values for guests present in small concentrations, typically ≤2 × 10-3 mol/L. This method and the results obtained in this study are relevant for assessing both the rate of transport of drugs in drug delivery systems and the partitioning of various guests in complex systems, for instance in biological membranes.

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Partitioning of Charged Local Anesthetics into Model Membranes Formed by Cationic Surfactant: Effect of Hydrophobicity of Local Anesthetic Molecules

Cited by 15 publications

References 48 publications

Procaine Effect on Human Erythrocyte Membrane Explored by Atomic Force Microscopy

Procaine Effect on Human Erythrocyte Membrane Explored by Atomic Force Microscopy

Interactions between Local Anaesthetic Agents and Poly(N-isopropyl acrylamide) through Phase Behavior, Surface Tension, and Adsorption Measurement

Diffusion Coefficients of Small Molecules as Guests in Various Phases of Pluronic L64 Measured by One-Dimensional Electron Spin Resonance Imaging

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