Novel vesicles composed of gemini-type amphiphiles, glycolipid biosurfactants, and cholesterol improve skin permeability of anti-inflammatory drugs and restore viability of damaged 3D-cultured skin

Terayama, Suzuko; Tamura, Risako; Fukami, Toshiro

doi:10.1016/j.jddst.2023.104499

Cited by 3 publications

(2 citation statements)

References 61 publications

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“…Gemini surfactants have an extremely low critical micelle concentration (CMC) and are much more efficient at reducing surface tension compared to conventional monomeric surfactants. , They have been applied in various fields, such as cosmetics, solubility improvement, and pharmaceuticals, owing to their unique characteristics . Gemini surfactants are widely recognized as key components for creating particles, such as liposomes, micelles, and multilamellar vehicles . In DDS research, a variety of gemini surfactants have been synthesized and evaluated for gene therapy; , here, lipoplexes created by gemini surfactants and DNA were found to interact with the lipid membrane and penetrate the cell membrane .…”

Section: Introductionmentioning

confidence: 99%

“… 14 Gemini surfactants are widely recognized as key components for creating particles, such as liposomes, 17 micelles, 18 and multilamellar vehicles. 19 In DDS research, a variety of gemini surfactants have been synthesized and evaluated for gene therapy; 20 , 21 here, lipoplexes created by gemini surfactants and DNA were found to interact with the lipid membrane and penetrate the cell membrane. 21 Additionally, gemini surfactants reportedly affect the physicochemical properties of phosphatidylcholine-based liposomes, 17 suggesting that they can also improve the physicochemical properties of cubosomes.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of Cubosomes with Improved Colloidal and Structural Stability Using a Gemini Surfactant

Nagao,

Ranneh,

Iwao

et al. 2023

Mol. Pharmaceutics

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Cubosomes are nanoparticles with bicontinuous cubic internal nanostructures that have been considered for use in drug delivery systems (DDS). However, their low structural stability is a crucial concern for medical applications. Herein, we investigated the use of a gemini surfactant, sodium dilauramidoglutamide lysine (DLGL), which is composed of two monomeric surfactants linked with a spacer to improve the structural stability of cubosomes prepared with phytantriol (PHY). Uniform nanosuspensions comprising a specific mixing ratio of DLGL and PHY in water prepared via ultrasonication were confirmed by using dynamic light scattering. Small-angle X-ray scattering and cryo-transmission electron microscopy revealed the formation of Pn 3̅ m cubosomes in a range of DLGL/PHY solid ratios between 1 and 3% w/w. By contrast, cubosome formation was not observed at DLGL/PHY solid ratios of 5% w/w or higher, suggesting that excess DLGL interfered with cubosome formation and caused them to transform into small unilamellar vesicles. The addition of phosphate-buffered saline to the nanosuspension caused aggregation when the solid ratio of DLGL/PHY was less than 5% w/w. However, Im 3̅ m cubosomes were obtained at solid ratios of DLGL/PHY of 6, 7.5, and 10% w/w. The lattice parameters of the Pn 3̅ m and Im 3̅ m cubosomes were approximately 7 and 11–13 nm, respectively. The lattice parameters of Im 3̅ m cubosomes were affected by the concentration of DLGL. Pn 3̅ m cubosomes were surprisingly stable for 4 weeks at both 25 and 5 °C. In conclusion, DLGL, a gemini surfactant, was found to act as a new stabilizer for PHY cubosomes at specific concentrations. Cubosomes composed of DLGL are stable under low-temperature storage conditions, such as in refrigerators, making them a viable option for heat-sensitive DDS.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Preparation of Cubosomes with Improved Colloidal and Structural Stability Using a Gemini Surfactant

Nagao,

Ranneh,

Iwao

et al. 2023

Mol. Pharmaceutics

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Tailor‐made production of mannosylerythritol lipids: From genetic modification to chemical synthesis

Saika,

Fukuoka

2024

J Americ Oil Chem Soc

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Mannosylerythritol lipids (MELs) are glycolipid biosurfactants produced by basidiomycetous yeasts. Mannosylerythritol lipids have received increasing attention because they not only have excellent interfacial activity but also have anti‐inflammatory and antimicrobial activity, and against cancer cell line, repair damaged skin, as carriers for drug delivery, and to interact with proteins. These properties are dependent on their structures; therefore, the tailored production of targeted MELs is required to obtain the desired properties. Over the past two decades, the genomes of MEL producers have been analyzed, revealing the MELs synthesis pathway and related genes. Using this information, it has become possible to tailor‐produce MELs by modifying the synthesis pathway. Furthermore, in recent years, novel chemical synthesis methods for MELs have been developed, enabling precise control over the fatty acid chain lengths of chemically synthesized MELs. This review compiles examples of the tailored production of MELs using methods ranging from the genetic modification of MELs producers to chemical synthesis methods.

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Exploring the biofilm inhibitory potential of Candida sp. UFSJ7A glycolipid on siliconized latex catheters

Bastos,

Livio,

de Oliveira

et al. 2024

Braz J Microbiol

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Novel vesicles composed of gemini-type amphiphiles, glycolipid biosurfactants, and cholesterol improve skin permeability of anti-inflammatory drugs and restore viability of damaged 3D-cultured skin

Cited by 3 publications

References 61 publications

Preparation of Cubosomes with Improved Colloidal and Structural Stability Using a Gemini Surfactant

Preparation of Cubosomes with Improved Colloidal and Structural Stability Using a Gemini Surfactant

Tailor‐made production of mannosylerythritol lipids: From genetic modification to chemical synthesis

Exploring the biofilm inhibitory potential of Candida sp. UFSJ7A glycolipid on siliconized latex catheters

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