betadex and sulfuric-acid

In this paper, acid-catalyzed conversion of nine sugars (xylose, glucose, fructose, galactose, sucrose, maltose, lactose, raffinose, and β-cyclodextrin) with different sizes, steric structures and functionalities were investigated and impacts of the varied sugars on structures of resulting polymers were focused. Under similar reaction conditions, the yields of the carbon materials (insoluble polymers) formed followed the order: xylose  »  lactose > galactose > β-cyclodextrin > maltose > sucrose > fructose > glucose > raffinose. Increasing temperature enhanced transformation of soluble oligomers into insoluble ones. Morphologies of the carbon materials were closely related to sugar structures. Diameters of carbon materials (microsphere form) obtained from the disaccharides and oligosaccharides were larger than that of monosaccharides. Furthermore, the microspheres from oligosaccharides had a higher affinity to each other, resulting from continued polymerization as some reactive functionalities were retained in carbon materials. In addition, graphite structure was formed in the carbon materials, even at 160 °C.

Topics: beta-Cyclodextrins; Catalysis; Hydrolysis; Microspheres; Molecular Structure; Monosaccharides; Oligosaccharides; Polymers; Solubility; Sulfuric Acids; Temperature

The purpose of this work is to develop poly(vinyl alcohol) (PVA) hydrogels incorporating large amounts of beta-cyclodextrin (beta-CD) in order to improve ocular drug loading and to sustain drug release. First, the mono-methacrylated-beta-CD monomer (MA-beta-CD) and the methacrylated-PVA macromer (PVAMA), with a substitution degree of 7%, are synthesized and characterized. Then, the poly(methacrylated-PVA-co-mono-methacrylated-beta-cyclodextrin) (pPVA-beta-CD) hydrogels are prepared by UV-induced polymerization of MA-beta-CD and PVAMA. The highest amount of beta-CD incorporated into the hydrogels is 30 wt%. The hydrogels are further characterized by transmittance, FT-IR, equilibrium swelling ratio (ESR), tensile tests and protein deposition. The results show that pPVA-beta-CD hydrogels possess good transmittance, while the incorporation of beta-CD in the hydrogels improves the tensile strength and decreases the ESR and protein deposition. Finally, puerarin and acetazolamide are used as models to evaluate the drug loading and in vitro release behavior of the pPVA-beta-CD hydrogels. The results indicate that the amount of drug loaded into the pPVA-beta-CD hydrogels progressively increases, while the release rate decreases with increasing beta-CD content. In particular, incorporation of beta-CD efficiently decreases the initial burst release of acetazolamide, while the release, which is almost linear, is sustained for 15 days. The pPVA-beta-CD hydrogels have potential applications as biomedical devices for sustained release of ocular drugs.

Topics: Acetazolamide; Adsorption; Animals; beta-Cyclodextrins; Cattle; Delayed-Action Preparations; Drug Carriers; Electron Spin Resonance Spectroscopy; Eye Diseases; Hydrogels; Isoflavones; Mechanical Phenomena; Methacrylates; Pharmaceutical Preparations; Phenol; Photochemical Processes; Polyvinyl Alcohol; Serum Albumin, Bovine; Spectroscopy, Fourier Transform Infrared; Sulfuric Acids; Ultraviolet Rays

Inexpensive and readily available sulfonic acids, p-toluenesulfonic acid, and sulfuric acid are versatile and efficient catalysts for the peracetylation of a broad spectrum of carbohydrate substrates in good yield and in a practical time frame. Three appealing features in sulfonic acid-catalyzed acetylation of free sugars were explored including (1) suppression of furanosyl acetate formation for D-galactose and L-fucose; (2) high yielding chemoselective acetylation of sialic acid under appropriate conditions; and (3) peracetylation of amino sugars with different amino protecting functions. Simple one-pot two step acetylation-thioglycosidation methods for the expeditious synthesis of p-tolyl per-O-acetyl thioglycosides were also delineated.

Topics: Acetylation; Benzenesulfonates; beta-Cyclodextrins; Carbohydrates; Catalysis; Disaccharides; Magnetic Resonance Spectroscopy; Molecular Structure; Monosaccharides; Sulfonic Acids; Sulfuric Acids; Thioglycosides; Trisaccharides