Effect of dimethyl sulfoxide on the phase behavior of model stratum corneum lipid mixtures

Kwak, Sungjong; Lafleur, Michel

doi:10.1016/j.chemphyslip.2009.06.141

Cited by 15 publications

(10 citation statements)

References 50 publications

(85 reference statements)

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“…In this mixture, the lipids are, despite the hydrophobic matching, mainly phase-separated at physiological temperature, Cer16 and FFA16 existing in distinct crystalline-phase domains with orthorhombic chain packing. 12,13,14 The miscibility of Cer16 with FFA16 and cholesterol was found to be more limited than that previously observed for BBCer III. 15 This observation was associated with the Cer III chain heterogeneity, the main chain length being stearic (18:0), nervonic (24:1), and lignoceric (24:0) chains.…”

Section: Introductioncontrasting

confidence: 60%

Chain Length of Free Fatty Acids Influences the Phase Behavior of Stratum Corneum Model Membranes

Ramos

Lafleur

2015

Langmuir

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The skin, the largest organ of the human body, forms a flexible interface between our internal and external environment that protects our organism from exogenous compounds as well as excessive water loss. The stratum corneum (SC), the outermost layer of mammal epidermis, is mainly responsible for the skin impermeability. The SC is formed by corneocytes embedded in a lipid matrix, which is mostly constituted of ceramides (Cer), free fatty acids (FFA), and cholesterol (Chol), organized in two coexisting crystalline lamellar phases. This arrangement of lipids is crucial to skin barrier function. The aim of this paper is to determine the impact of FFA chain length on the phase behavior of SC model lipid membranes using solid-state deuterium NMR and IR spectroscopy. We studied ternary mixtures of N-lignoceroyl-d-erythro-sphingosine (Cer24), cholesterol, and palmitic (FFA16) or lignoceric (FFA24) acid in an equimolar ratio. This proportion replicates the lipid composition found in the SC lipid matrix. Our studies revealed that the phase behavior of Cer24/FFA/Chol ternary mixtures is strongly affected by the length of the FFA. We found the formation of phase-separated crystalline lipid domains when using palmitic acid whereas the use of lignoceric acid results in a more homogeneous mixture. In addition, it was observed that mixtures with lignoceric acid form a gel phase, a very unusual feature for SC model mixtures.

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Section: Introductioncontrasting

confidence: 60%

Chain Length of Free Fatty Acids Influences the Phase Behavior of Stratum Corneum Model Membranes

Ramos

Lafleur

2015

Langmuir

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“…The observation that free curcumin was found in the epidermis is consistent with DMSO's skin adsorption enhancement properties [68]. DMSO, a polar and aprotic molecule, is one of the most efficient transdermal delivery agents [69]. However, due to its side effects (including erythema, scaling, and contact urticaria) and its potential toxicity, DMSO is rarely used as a transdermal delivery agent [69].…”

Section: Resultsmentioning

confidence: 90%

“…DMSO, a polar and aprotic molecule, is one of the most efficient transdermal delivery agents [69]. However, due to its side effects (including erythema, scaling, and contact urticaria) and its potential toxicity, DMSO is rarely used as a transdermal delivery agent [69]. The ability of microemulsions to penetrate skin may be attributed to the use of penetration enhancers in the formulation, for example, isopropyl myristate, Tween 80, and Span 20 [25].…”

Section: Resultsmentioning

confidence: 99%

Curcumin Protects Skin against UVB‐Induced Cytotoxicity via the Keap1‐Nrf2 Pathway: The Use of a Microemulsion Delivery System

Greenwald

Frušić-Zlotkin

Soroka

et al. 2017

Oxidative Medicine and Cellular Longevity

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Curcumin was found to be beneficial in treating several skin pathologies and diseases, providing antioxidant protection due to its reducing properties and its electrophilic properties (the ability to activate the Nrf2 pathway and induce phase II cytoprotective enzymes). Nevertheless, clinical applications of curcumin are being hampered by its insufficient solubility, chemical instability, and poor absorption, leading to low efficacy in preventing skin pathologies. These limitations can be overcome by using a nanotechnology-based delivery system. Here, we elucidated the possibility of using curcumin encapsulated in a microemulsion preserving its unique chemical structure. We also examined whether curcumin microemulsion would reduce UVB-induced toxicity in skin. A significant curcumin concentration was found in the human skin dermis following topical application of a curcumin microemulsion. Moreover, curcumin microemulsion enhanced the reduction of UV-induced cytotoxicity in epidermal cells, paving the way for other incorporated electrophiles in encapsulated form protecting skin against stress-related diseases.

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“…This induces transient water pores and, above critical concentrations, a disintegration of cell membranes [32,33]. As topical treatment with DMSO vehicle or neat TTO did not affect tumour growth [2] or immune activation, it is thought that in this case DMSO enhances penetration of TTO through the stratum corneum into the epidermis by altering the cohesive lipid packing [34]. Considering that topical treatment with neat TTO or DMSO vehicle did not demonstrate any visible membrane disruption in this study, it is very likely that the membrane-based cytotoxic effect observed in vivo is based on an interactive or accumulative effect of DMSO and the terpenes of TTO.…”

Section: Discussionmentioning

confidence: 97%

Topically applied Melaleuca alternifolia (tea tree) oil causes direct anti-cancer cytotoxicity in subcutaneous tumour bearing mice

Ireland

Greay

Hooper

et al. 2012

Journal of Dermatological Science

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Effect of dimethyl sulfoxide on the phase behavior of model stratum corneum lipid mixtures

Cited by 15 publications

References 50 publications

Chain Length of Free Fatty Acids Influences the Phase Behavior of Stratum Corneum Model Membranes

Chain Length of Free Fatty Acids Influences the Phase Behavior of Stratum Corneum Model Membranes

Curcumin Protects Skin against UVB‐Induced Cytotoxicity via the Keap1‐Nrf2 Pathway: The Use of a Microemulsion Delivery System

Topically applied Melaleuca alternifolia (tea tree) oil causes direct anti-cancer cytotoxicity in subcutaneous tumour bearing mice

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