Semi-synthesis of hybrid ulvan-kappa-carrabiose polysaccharides and evaluation of their cytotoxic and anticoagulant effects
| Autor: | Diogo R.B. Ducatti, Maria Eugênia R. Duarte, Sheila M.B. Winnischofer, Franciely G. Colodi, M. M. Carvalho, Miguel D. Noseda |
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| Rok vydání: | 2021 |
| Předmět: |
Polymers and Plastics
Biocompatibility 02 engineering and technology Carrabiose Carrageenan 010402 general chemistry Polysaccharide 01 natural sciences Reductive amination Polysaccharides Materials Chemistry Humans Cytotoxic T cell Organic chemistry Peptide bond Cytotoxicity chemistry.chemical_classification Chemistry Organic Chemistry Anticoagulants Fibroblasts 021001 nanoscience & nanotechnology In vitro 0104 chemical sciences Partial Thromboplastin Time 0210 nano-technology |
| Zdroj: | Carbohydrate Polymers. 267:118161 |
| ISSN: | 0144-8617 |
| Popis: | In this study we described the synthesis of a hybrid polysaccharide harboring moieties of ulvan and kappa-carrabiose. Alkylamines (1,3-diaminopropane and 1,6-diaminohexane) were selectively inserted into β-D-GlcAp and α-L-IdoAp units in the ulvan structure via an amide bond formation producing ulvan-amide derivatives F-DAP (N% = 1.77; Mw = 208 kg mol−1) and F-DAH (N% = 1.77; Mw = 202 kg mol−1), which were reacted with kappa-carrabiose via reductive amination to produce hybrid ulvan-kappa-carrabiose polysaccharides F-DAP-Kb (N% = 1.56; Mw = 206 kg mol−1) and F-DAH-Kb (N% = 1.16; Mw = 200 kg mol−1). All the ulvan derivatives were characterized by 1H and 13C NMR spectroscopy and did not show cytotoxicity against human dermal fibroblasts (HDFa) at the concentrations of 25, 100, and 500 μg mL−1, neither anticoagulant properties at the range of 10–150 μg mL−1. Therefore, the ulvan-amide derivatives and the hybrid ulvan-kappa-carrabiose polysaccharides showed good biocompatibility in vitro, presenting as worthy candidates for tailoring scaffolds for biomedical applications. |
| Databáze: | OpenAIRE |
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