Pharmacological prospection and structural characterization of two purified sulfated and pyruvylated homogalactans from green algae Codium isthmocladum
Autor: | Diego Araujo Sabry, Helena B. Nader, Sara Lima Cordeiro, Guilherme L. Sassaki, Cynthia Haynara Ferreira Silva, Hugo Alexandre Oliveira Rocha, Eduardo H.C. Farias |
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Rok vydání: | 2019 |
Předmět: |
Antioxidant
Polymers and Plastics medicine.medical_treatment 02 engineering and technology Sulfuric Acid Esters 010402 general chemistry Galactans 01 natural sciences Antioxidants chemistry.chemical_compound Sulfation Chlorophyta Cell Line Tumor Materials Chemistry medicine Humans Sulfate Pyruvates Sugar Cell Proliferation Molecular mass biology Organic Chemistry Anticoagulants Nuclear magnetic resonance spectroscopy Seaweed 021001 nanoscience & nanotechnology biology.organism_classification 0104 chemical sciences Carbohydrate Sequence chemistry Biochemistry Galactose Green algae 0210 nano-technology |
Zdroj: | Carbohydrate Polymers. 222:115010 |
ISSN: | 0144-8617 |
Popis: | Two sulfated polysaccharides (SPs), F2 and F3, isolated from Codium isthmocladum were found to contain galactose, sulfate, and pyruvate. The apparent molecular weights of F2 and F3 were determined to be 62 and 61 kDa, respectively. NMR spectroscopy combined with chemical analysis showed that F2 and F3 have the same structural features. However, F3 showed higher sulfate/sugar ratio (1/2.6) than F2 (1/4). F2 and F3 are essentially (1 → 3)-β-D-galactans with some branching at C6. Pyruvylation occurs at O3 and O4, forming 3,4-O-(1-carboxyethylidene)-β-D-Galp residues; some of these pyruvylated residues contain sulfate groups at C6. Some non-branching residues contain sulfate at C4. None of the SPs exhibited antioxidant activity. MTT results indicated that 1 mg/mL of both SPs about 40% of PANC-1 cell viability. At 10 μg/mL, F2 and F3 had 1.7-fold longer clotting times compared to that of Clexane® at the same concentration. The higher sulfate content of F3 is not a determining factor for pharmacological activities of galactans, considering that both F2 and F3 exerted the effects. |
Databáze: | OpenAIRE |
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