Grafting of steroids to hyaluronan towards the design of delivery systems for antioxidants: The role of hydrophobic core
Jazyk angličtina Země Velká Británie, Anglie Médium print-electronic
Typ dokumentu časopisecké články
PubMed
29773394
DOI
10.1016/j.carbpol.2018.04.021
PII: S0144-8617(18)30394-1
Knihovny.cz E-zdroje
- Klíčová slova
- Amphiphilic polymers, Antioxidants, Cholesterol (PubChem CID 5997), Cholic Acid (PubChem CID 221493), Coenzyme Q10 (PubChem CID: 5281915), Curcumin (PubChem CID: 101736865), Desoxycholic acid (PubChem CID 222528), Encapsulation, Hyaluronic acid, Sodium hyaluronate (PubChem CID: 53447380), Vitamin E (PubChem CID 14985),
- MeSH
- antioxidancia chemie farmakologie MeSH
- buňky NIH 3T3 MeSH
- hydrofobní a hydrofilní interakce MeSH
- kyselina hyaluronová chemie farmakologie MeSH
- lékové transportní systémy * MeSH
- molekulární konformace MeSH
- myši MeSH
- proliferace buněk účinky léků MeSH
- racionální návrh léčiv * MeSH
- steroidy chemie farmakologie MeSH
- viabilita buněk účinky léků MeSH
- vztah mezi dávkou a účinkem léčiva MeSH
- vztahy mezi strukturou a aktivitou MeSH
- zvířata MeSH
- Check Tag
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- antioxidancia MeSH
- kyselina hyaluronová MeSH
- steroidy MeSH
In this work, amphiphilic hyaluronic acid (HA) was synthesized by the chemical bonding of steroids. Particularly, succinyl cholesterol (SCH), cholic acid (CA), deoxycholic acid (DOCA), and 18β-glycyrrhetinic acid (GA) were activated by benzoyl chloride towards the esterification reaction of HA in water. The degree of substitution can be controlled by varying the feed ratio of mixed anhydride to HA and up to 25% (mol/mol) can be obtained. Due to mild reaction conditions, no degradation of the polysaccharide was observed. The prepared amphiphilic polymers were characterized by NMR, infrared spectroscopy (FT-IR) and SEC/MALLS, as well as turbidity and size of the aggregates. The developed system is proposed for the delivery of hydrophobic drugs; for this purpose, curcumin, vitamin E and coenzyme Q10 were used as hydrophobic models; these molecules were loaded into the conjugates with high efficiency. The loading capacity was a function of degree of substitution. Furthermore, the biocompatibility of the derivatives and the cellular uptake of the delivery system enabled us to demonstrate the potential of the prepared delivery systems.
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