Novel self-associative and multiphasic nanostructured soft carriers based on amphiphilic hyaluronic acid derivatives期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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Novel self-associative and multiphasic nanostructured soft carriers based on amphiphilic hyaluronic acid derivatives

Authors:	Corinne Eenschooten Andrea VaccaroFlorence Delie Fanny GuillaumieKristoffer Tømmeraas Georgios M KontogeorgisKhadija Schwach-Abdellaoui Michal BorkovecRobert Gurny

Institution:	^a Novozymes Biopharma DK A/S, Krogshoejvej 36, DK-2880 Bagsværd, Denmark ^b Technical University of Denmark, Department of Chemical and Biochemical Engineering, Centre for Energy Resources Engineering (CERE), Building 229, DK-2800 Lyngby, Denmark ^c University of Geneva, Department of Inorganic, Analytical and Applied Chemistry, 30 quai Ernest-Ansermet, CH-1211 Geneva 4, Switzerland ^d University of Geneva/Lausanne, School of Pharmaceutical Sciences, Department of Pharmaceutics and Biopharmaceutics, 30 quai Ernest-Ansermet, CH-1211 Geneva 4, Switzerland

Abstract:	The purpose of the present study was to investigate the physicochemical properties in aqueous media of amphiphilic hyaluronic acid (HA) derivatives obtained by reaction of HA's hydroxyl groups with octenyl succinic anhydride (OSA). The self-associative properties of the resulting octenyl succinic anhydride-modified hyaluronic acid (OSA-HA) derivatives were studied by fluorescence spectroscopy using Nile Red as fluorophore. The morphology, size and surface charge of the OSA-HA assemblies were determined by transmission electron microscopy, dynamic light scattering and by measuring their electrophoretic mobility, respectively. OSA-HA was shown to spontaneously self-associate in aqueous media into negatively charged spherical and multiphasic nanostructures with a hydrodynamic diameter between 170 and 230 nm and to solubilize hydrophobic compounds such as Nile Red. This was a good indication that OSA-HA could be used as building block for the formulation of soft nanocarriers towards the encapsulation and controlled delivery of hydrophobic active ingredients or drugs.

Keywords:	C₁₀-HA hyaluronic acid modified with alkyl chains containing 10 carbon atoms C₁₂-HA hyaluronic acid modified with alkyl chains containing 12 carbon atoms C₁₈-HA hyaluronic acid modified with alkyl chains containing 18 carbon atoms CAC critical aggregation concentration C(domain) concentration of hydrophobic domains inside the polymeric micelles d_H average hydrodynamic diameter of the polymeric micelles d_i diameter of the polymeric micelle class i DLS dynamic light scattering DS degree of substitution DVS divinyl sulfone f_i probability density of the polymeric micelle class i HA hyaluronic acid l(between domains) distance between vicinal hydrophobic domains in the polymeric micelles l(HAu) length of the HA unit l(OS) length of the octenyl succinate chain MW molecular weight MW(HAu) molecular weight of the HA unit MW(OSA) molecular weight of octenyl succinic anhydride n refractive index N_A Avogadro number N(domains)/micelle number of hydrophobic domains per polymeric micelle N(OSA-HAu)/domain number of modified units per hydrophobic domain OS octenyl succinate OSA octenyl succinic anhydride OSA-HA octenyl succinic anhydride-modified hyaluronic acid OSA6-HA octenyl succinic anhydride-modified hyaluronic acid with a degree of substitution equal to 6% per disaccharide unit OSA18-HA octenyl succinic anhydride-modified hyaluronic acid with a degree of substitution equal to 18% per disaccharide unit OSA43-HA octenyl succinic anhydride-modified hyaluronic acid with a degree of substitution equal to 43% per disaccharide unit P function defined in Eq (2) PBS phosphate buffered saline q scattering vector RGD Rayleigh-Gans-Debye RHAMM receptor for HA-mediated motility R(micelle) average radius of the most occurring polymeric micelle Rt room temperature TEM transmission electron microscopy THF tetrahydrofurane w(HAu) width of the HA unit α swelling coefficient λ wavelength of light in vacuum ρ(HA) density of HA ρ(OSA-HA) density of OSA-HA θ scattering angle
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