Characterization of micelles formed by sucrose 6-O-monoesters

Becerra, N.; Toro, Carlos A.; Zanocco, Antonio L.; Lemp, Else; Günther, Germán

doi:10.1016/j.colsurfa.2008.06.012

Cited by 49 publications

(34 citation statements)

References 36 publications

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“…Sodium dodecyl sulfate (SDS), from Merck, and dodecylpiridinium chloride (DPC), from Aldrich, were recrystallized twice from acetone. The sucrose monoester b-D-fructofuranosyl-6-O-lauryl-a-D-glucopyranoside (MLS) was synthesized and isolated as described in literature 30 .…”

Section: Nimodipinementioning

confidence: 99%

Photodegradation of Nimodipine and Felodipine in Microheterogeneous Systems

Brito

Pozo

García³

et al. 2012

J. Chil. Chem. Soc.

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The photochemical behavior of nimodipine (NIMO) and felodipine (FELO), photolabile drugs widely used as antihypertensive calcium channel blockers, is studied in constrained media. Specifically, we are interested in the kinetic analysis of 4-aryl-1,4-dihydropyridine photodegradation processes when they are incorporated in biological-mimicking systems like micelles or liposomes. In order to establish if the nature of the head of surfactant (ionic or nonionic) could be important modulating the photo-reactivity of these drugs, we studied the photodegradation of NIMO and FELO incorporated in micelles formed with sodium dodecyl sulfate (SDS, anionic), dodecyl-pyridinium chloride (DPC, cationic) and mono lauryl sucrose ester (MLS, nonionic) as surfactants. Additionally, the results of the photodegradation of these compounds in liposomes were also included. The results clearly indicate that both dihydropyridines studied, NIMO and FELO, are located near to the interface, but the surface charge of micelles does not affect neither, the photodegradation rate constant nor the photodegradation products profile. The absence of singlet oxygen generation in micellar media is consistent with the proposition of these 4-aryl-1,4-dihidropyridines located near to the interface of the micelle, where a polar environment is sensed. In addition, the ethanol preferential location on membranes and dihydropyridine enhanced photodegradation by alcohol presence are interesting results to consider in future research.

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Section: Nimodipinementioning

confidence: 99%

Photodegradation of Nimodipine and Felodipine in Microheterogeneous Systems

Brito

Pozo

García³

et al. 2012

J. Chil. Chem. Soc.

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“…The cmc of sucrose monostearate and monolaurate at 25 has been determined previously to be 1.0 10 5 M and 3.5 10 4 M, respectively 19 . The cmc is expected to vary to some extent with changing temperature.…”

Section: Degradation Conditionsmentioning

confidence: 85%

Stability of Sucrose Fatty Acid Esters under Acidic and Basic Conditions

et al. 2011

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“…The extent of surfactant adsorption at a liquid surface is expressed in terms of its surface excess concentration, Γ, and is related to surface tension by the Gibbs equation, which for a non-ionic surfactant is given by Eq. (4) (Becerra, Toro, Zanocco, Lemp, & Gunther, 2008;van Kempen et al, 2014) …”

Section: Critical Aggregation Concentration (Cac)mentioning

confidence: 99%

“…Surface excess values were determined from the slope of the lines for the plot of γ − lnC just below the CAC (Becerra et al, 2008;Garofalakis, Murray, & Sarney, 2000;van Kempen et al, 2014). It should be pointed out that there is some uncertainty in the values which L. Han et al Carbohydrate Polymers 178 (2017) 141-146 are quoted in the Supplementary data Table 3.…”

Section: Critical Aggregation Concentration (Cac)mentioning

confidence: 99%

Synthesis, characterisation and physicochemical properties of hydrophobically modified inulin using long-chain fatty acyl chlorides

Han

Ratcliffe

Williams

2017

Carbohydrate Polymers

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A B S T R A C TA series of inulin derivatives were synthesized in aqueous solution using acyl chlorides with varying alkyl chain length (C10-C16). They were characterised using a number of techniques including MALDI TOF-MS, 1 H NMR and FTIR and their degree of substitution determined. The solution properties of the hydrophobically modified inulins were investigated using dye solubilisation and surface tension and it was confirmed that the molecules aggregated in solution above a critical concentration (critical aggregation concentration, CAC). The value of the CAC was found to be reasonably consistent between the different techniques and was shown to decrease with increasing hydrophobe chain length. It was found that the C10, C12 and C14 derivatives formed stable oil-inwater emulsions and the emulsion droplet size decreased with increasing alkyl chain length. The C16 derivative was not able to produce stable oil-in-water emulsions; however, it was able to form stable water-in-oil emulsions. The fact that the derivatives are able to form micellar-like aggregates and stabilise emulsions makes them suitable candidates for the encapsulation and delivery of active compounds with potential application in food, cosmetic, personal care and pharmaceutical formulations.

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Characterization of micelles formed by sucrose 6-O-monoesters

Cited by 49 publications

References 36 publications

Photodegradation of Nimodipine and Felodipine in Microheterogeneous Systems

Photodegradation of Nimodipine and Felodipine in Microheterogeneous Systems

Stability of Sucrose Fatty Acid Esters under Acidic and Basic Conditions

Synthesis, characterisation and physicochemical properties of hydrophobically modified inulin using long-chain fatty acyl chlorides

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