Hyaluronan polymeric micelles for topical drug delivery

Šmejkalová, Daniela; Muthný, Tomáš; Nešporová, Kristina; Hermannová, Martina; Achbergerová, Eva; Huerta-Ángeles, Gloria; Svoboda, Marek; Čepa, Martin; Machalová, Veronika; Luptáková, Dominika; Velebný, Vladimı́r

doi:10.1016/j.carbpol.2016.09.013

Cited by 77 publications

(48 citation statements)

References 25 publications

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“…Hydrophobic modifications on hyaluronic acid greatly affected its self‐assembly manners as shown for the octadecylamine‐modified HA that formed well‐defined hydrophobic domains in its supramolecular structure (Payne, Svechkarev, Kyrychenko, & Mohs, ). Oleyl hyaluronan carriers were designed for good skin penetration and large drug deposition in the dermis (Šmejkalová et al, ). Amphiphilic nanoparticles, with negatively charged surface, were prepared with a hyaluronic acid–decylamine (HA–DA) conjugates.…”

Section: Polysaccharidesmentioning

confidence: 99%

Carbohydrate‐based nanomaterials for biomedical applications

Gim

Zhu

Seeberger

et al. 2019

WIREs Nanomed Nanobiotechnol

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Carbohydrates are abundant biomolecules, with a strong tendency to form supramolecular networks. A host of carbohydrate-based nanomaterials have been exploited for biomedical applications. These structures are based on simple monoor disaccharides, as well as on complex, polymeric systems. Chemical modifications serve to tune the shapes and properties of these materials. In particular, carbohydrate-based nanoparticles and nanogels were used for drug delivery, imaging, and tissue engineering applications. Due to the reversible nature of the assembly, often based on a combination of hydrogen bonding and hydrophobic interactions, carbohydrate-based materials are valuable substrates for the creations of responsive systems. Herein, we review the current research on carbohydratebased nanomaterials, with a particular focus on carbohydrate assembly. We will discuss how these systems are formed and how their properties are tuned. Particular emphasis will be placed on the use of carbohydrates for biomedical applications.

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Section: Polysaccharidesmentioning

confidence: 99%

Carbohydrate‐based nanomaterials for biomedical applications

Gim

Zhu

Seeberger

et al. 2019

WIREs Nanomed Nanobiotechnol

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“…Our previous work involved the preparation of amphiphilic HA with long-chain fatty acids, such as oleic acid [14], linoleic acid [15], and palmitic acid [16], which showed promise to fabricate self-assembled polymeric micelles for skin delivery. Regarding biological properties, monounsaturated fatty acids promoted apoptosis in various types of cancers [17].…”

Section: Of 17mentioning

confidence: 99%

Synthesis and Physicochemical Characterization of Undecylenic Acid Grafted to Hyaluronan for Encapsulation of Antioxidants and Chemical Crosslinking

et al. 2019

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In this work, a new amphiphilic derivative made of 10-undecylenic acid grafted to hyaluronan was prepared by mixed anhydrides. The reaction conditions were optimized, and the effect of the molecular weight (Mw), reaction time, and the molar ratio of reagents was explored. Using this methodology, a degree of substitution up to 50% can be obtained. The viscosity of the conjugate can be controlled by varying the substitution degree. The physicochemical characterization of the modified hyaluronan was performed by infrared spectroscopy, Nuclear Magnetic Resonance, Size-Exclusion Chromatography combined with Multiangle Laser Light Scattering (SEC-MALLS), and rheology. The low proton motility and self-aggregation of the amphiphilic conjugate produced overestimation of the degree of substitution. Thus, a novel method using proton NMR was developed. Encapsulation of model hydrophobic guest molecules, coenzyme Q10, curcumin, and α-tocopherol into the micellar core was also investigated by solvent evaporation. HA-UDA amphiphiles were also shown to self-assemble into spherical nanostructures (about 300 nm) in water as established by dynamic light scattering. Furthermore, HA-UDA was crosslinked via radical polymerization mediated by ammonium persulphate (APS/TEMED). The cross-linking was also tested by photo-polymerization catalyzed by Irgacure 2959. The presence of the hydrophobic moiety decreases the swelling degree of the prepared hydrogels compared to methacrylated-HA. Here, we report a novel hybrid hyaluronan (HA) hydrogel system of physically encapsulated active compounds and chemical crosslinking for potential applications in drug delivery.

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“…Smejkalov et al fabricated polymeric micelles which provided an auspicious method for the transdermal delivery of drug molecules 24 . The polymeric micelle was prepared from oleic acid and HA.…”

Section: Ha Based Transdermal Drug Delivery Systemsmentioning

confidence: 99%

Transdermal patches fabricated from hyaluronic acid for the enhanced skin penetration of therapeutic entities

Nair

2019

J. Drug Delivery Ther.

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Skin is an attractive route for drug delivery. However poor permeation of drugs across the skin due to the presence of extremely ordered architecture of outermost layer of skin, led to several investigation to improve the permeability of drugs. Polysaccharides remain widely studied biomaterial for the sustained delivery of drug molecules across the skin. The advance of hyaluronic acid (HA) chemistry with multiple benefits has improved the attention of research groups for its application in the skin transportation of drug molecules. Beginning from the advantages of transdermal route, the present review details the application of HA in transdermal drug delivery. In the last few decades, substantial investigation in the domain has improved the requirement for an outline of all the developments, which is depicted in the review. The review also presented different types of HA based transdermal devices such as transferosomes, nanoemulsions, microneedle etc and their potential to improve the transdermal drug delivery. Furthermore the application of HA through chemical modification as a potential transdermal device is also presented. Cite this article as:Nair SS, Transdermal patches fabricated from hyaluronic acid for the enhanced skin penetration of therapeutic entities, Journal of Drug Delivery and Therapeutics. 2019; 9(1):252-256 http://dx.

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Hyaluronan polymeric micelles for topical drug delivery

Cited by 77 publications

References 25 publications

Carbohydrate‐based nanomaterials for biomedical applications

Carbohydrate‐based nanomaterials for biomedical applications

Synthesis and Physicochemical Characterization of Undecylenic Acid Grafted to Hyaluronan for Encapsulation of Antioxidants and Chemical Crosslinking

Transdermal patches fabricated from hyaluronic acid for the enhanced skin penetration of therapeutic entities

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