Comparison between Phase Behavior of Anionic Dimeric (Gemini-Type) and Monomeric Surfactants in Water and Water−Oil

Kunieda, H.; Masuda, Nagahiro; Tsubone, Kazuyuki

doi:10.1021/la0001068

Cited by 74 publications

(63 citation statements)

References 22 publications

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“…Being a solvatochromic probe which is capable of exhibiting a large shift in the wavelength of maximum absorbance (λ max ) in various solvents, Nile red was used recently in investigating the solubility and micropolarity of emulsion (22) based on the fact that λ max of Nile red changes significantly upon an increase in the polarity of the microenvironment. For example, the λ max shifts from 593.2 nm in water to 545.6 nm in 1-propanol and down to 521.6 nm in toluene as reported (26). As shown in Fig.…”

Section: Discussionsupporting

confidence: 71%

A Novel Camptothecin Derivative Incorporated in Nano-Carrier Induced Distinguished Improvement in Solubility, Stability and Anti-tumor Activity Both In Vitro and In Vivo

Han

Fang

et al. 2008

Pharm Res

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Purpose. An oil/water nanoemulsion was developed in the present study to enhance the solubility, stability and anti-tumor activity of a novel 10-methoxy-9-nitrocamptothecin (MONCPT). Materials and Methods. MONCPT nanoemulsion was prepared using Lipoid E80 and cremophor EL as main emulsifiers by microfluidization. The droplet size of the nanoemulsion was measured by dynamic light scattering. In vitro drug release was monitored by membrane dialysis. Kinetics of MONCPT transformed into carboxylic salt was performed in phosphate buffer at different pH. Hemolysis of MONCPT nanoemulsion was conducted in rabbit erythrocytes. Solubilization character of MONCPT in nanoemulsion was experimented using Nile red as a solvatochromic probe. In vitro cytotoxicity of the nanoemulsion was measured in A549 and S180 cells using Sulforhodamine B protein stain method, and suppression rate of tumor growth was investigated in S180-bearing mice. The cell cycle effects of MONCPT nanoemulsion on S180 cells were analyzed by flow cytometry. Distribution of the nanoemulsion in A549 cells and S180-bearing mice were also investigated by fluorescence image. Results. MONCPT is incorporated in the nanoemulsion in form of lactone with concentration of 489 µg/ml, more than 200 folds higher than that in water. Experiments using Nile red as a solvatochromic probe indicated that more MONCPT might be located in the interfacial surfactant layer of the nanoemulsion than that in discrete oil droplet or continuous aqueous phase. Nanoemulsion could release MONCPT in a sustained way, and it was further shown to notably postpone the hydrolysis of MONCPT with longer hydrolysis half-life time (11.38 h) in nanoemulsion at pH 7.4 than that of MONCPT solution (4.03 h). No obvious hemolysis was caused by MOCPT nanoemulsion in rabbit erythrocytes. MONCPT nanoemulsion showed a marked increase in cytotoxic activity, 23.6 folds and 28.6 folds in S180 cells and A549 cells respectively via arresting the cell at G2 phase, compared to that induced by MONCPT injection. It correlated well to the in vivo anti-tumor activity of MONCPT nanoemulsion with suppression rate of 93.6%, while that of MONCPT injection was only 24.2% at the same dosage. Moreover, nanoemulsion exhibited enhanced capability of delivering drug into malignant cell's nucleus in vitro and induced drug accumulation in tumor in S180-bearing mice using in vivo imaging. Conclusion. The nanoemulsion prepared exhibited an improved MONCPT solubility, stability and antitumor activity, providing a promising carrier for cancer chemotherapy using MONCPT.

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Section: Discussionsupporting

confidence: 71%

A Novel Camptothecin Derivative Incorporated in Nano-Carrier Induced Distinguished Improvement in Solubility, Stability and Anti-tumor Activity Both In Vitro and In Vivo

Han

Fang

et al. 2008

Pharm Res

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“…Comprehensive experimental systematic studies of the solubilization of long-chain hydrophobic components by gemini surfactant micelles are, unfortunately, still missing and experimental evidence of the role of spacer group length is, to our knowledge, not yet available. [43][44][45][46][47] …”

Section: Influence Of Bending Elasticity Constants On Solubilizatimentioning

confidence: 99%

A theoretical investigation of the influence of the second critical micelle concentration on the solubilization capacity of surfactant micelles

Bergström

2018

AIP Advances

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The solubilization of hydrophobic components by surfactants that form microemulsion droplets has been investigated from a theoretical point of view. By means of combining thermodynamics of self-assembly to form small systems with bending elasticity theory, we have been able to demonstrate a strong correlation between the second critical micelle concentration (CMC 2 ) of surfactant micelles and their solubilization capacity (σ). The correlation may be rationalized as a consequence of all three bending elasticity constants spontaneous curvature (H 0 ), bending rigidity (k c ) and saddle-splay constant (k c ) showing similar trends with respect to the two quantities, i.e. σ increases and CMC 2 decreases with decreasing values of k c H 0 and increasing values of k c and k c , respectively. As a result, we demonstrate that the solubilization capacity is predicted to always be higher for a gemini surfactant with CMC 2 = 11 mM as compared with a gemini surfactant with CMC 2 = 18 mM. The predicted correlation between solubilization capacity and CMC 2 agrees with experimental observations showing that surfactants forming larger micelles in general have better solubilization capacity than surfactants forming smaller micelles. The theory also demonstrates, in agreement with experiments, that σ is raised in the entire range of surfactant concentrations, below as well as above CMC 2 , regardless of micelle size. Consequently, our theory predicts that small micelles formed below CMC 2 increase in size, whereas large rodlike or wormlike micelles formed above CMC 2 decrease in size, as a hydrophobic solubilizate is added to a micellar solution. © 2018 Author(s)

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“…ionic headgroups, and hence a decreased cross-sectional area of the headgroups 28,29 . Clearly, this change leads to an increased packing parameter of the surfactants 30 , and hence we can see molecular assemblies with lesser positive curvature at high concentrations.…”

Section: Phase Behavior In the Concentrated Aqueous Regionmentioning

confidence: 99%

Physicochemical Properties of Oleic Acid-Based Partially Fluorinated Gemini Surfactants

Sakai¹,

Umemoto²,

Aburai³

et al. 2014

J. Oleo Sci.

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Comparison between Phase Behavior of Anionic Dimeric (Gemini-Type) and Monomeric Surfactants in Water and Water−Oil

Cited by 74 publications

References 22 publications

A Novel Camptothecin Derivative Incorporated in Nano-Carrier Induced Distinguished Improvement in Solubility, Stability and Anti-tumor Activity Both In Vitro and In Vivo

A Novel Camptothecin Derivative Incorporated in Nano-Carrier Induced Distinguished Improvement in Solubility, Stability and Anti-tumor Activity Both In Vitro and In Vivo

A theoretical investigation of the influence of the second critical micelle concentration on the solubilization capacity of surfactant micelles

Physicochemical Properties of Oleic Acid-Based Partially Fluorinated Gemini Surfactants

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