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1.
Int J Mol Sci ; 25(5)2024 Mar 01.
Article in English | MEDLINE | ID: mdl-38474103

ABSTRACT

Maize ranks as the second most widely produced crop globally, yielding approximately 1.2 billion tons, with corn cob being its primary byproduct, constituting 18 kg per 100 kg of corn. Agricultural corn production generates bioactive polysaccharide-rich byproducts, including xylan (Xyl). In this study, we used the redox method to modify corn cob xylan with gallic acid, aiming to enhance its antioxidant and protective capacity against oxidative stress. The conjugation process resulted in a new molecule termed conjugated xylan-gallic acid (Xyl-GA), exhibiting notable improvements in various antioxidant parameters, including total antioxidant capacity (1.4-fold increase), reducing power (1.2-fold increase), hydroxyl radical scavenging (1.6-fold increase), and cupric chelation (27.5-fold increase) when compared with unmodified Xyl. At a concentration of 1 mg/mL, Xyl-GA demonstrated no cytotoxicity, significantly increased fibroblast cell viability (approximately 80%), and effectively mitigated intracellular ROS levels (reduced by 100%) following oxidative damage induced by H2O2. Furthermore, Xyl-GA exhibited non-toxicity toward zebrafish embryos, offered protection against H2O2-induced stress, and reduced the rate of cells undergoing apoptosis resulting from H2O2 exposure. In conclusion, our findings suggest that Xyl-GA possesses potential therapeutic value in addressing oxidative stress-related disturbances. Further investigations are warranted to elucidate the molecular structure of this novel compound and establish correlations with its pharmacological activities.


Subject(s)
Antioxidants , Gallic Acid , Animals , Antioxidants/pharmacology , Gallic Acid/pharmacology , Xylans/pharmacology , Zea mays/metabolism , Hydrogen Peroxide/pharmacology , Zebrafish/metabolism , Oxidative Stress
2.
Mar Drugs ; 17(9)2019 Aug 28.
Article in English | MEDLINE | ID: mdl-31466337

ABSTRACT

Some antioxidant compounds decrease the amount of intracellular reactive oxygen species (ROS) and consequently reduce the deleterious effects of ROS in osteoblasts. Thus, these compounds fight against osteoporosis. Brown seaweeds are a rich source of antioxidant fucose-containing sulfated polysaccharides (fucans and fucoidans). We obtained six fucoidans (FRFs)-F0.3, F0.5, F0.7, F1.0, F1.5, and F2.1-from Dictyota mertensii by proteolytic digestion followed by sequential acetone precipitation. Except for F0.3, all FRFs showed antioxidant activity in different in vitro tests. In pre- osteoblast-like cells (MC3T3-L1) exposed to H2O2-oxidative stress, caspase-3 and caspase-9 were activated, resulting in apoptosis of the cells. We also observed a decrease in superoxide dismutase (SOD) and alkaline phosphatase (ALP) activity. The antioxidant FRFs protected the cells from the oxidative damage caused by H2O2, decreasing intracellular ROS and caspase activation, and increasing SOD activity. The most effective protection against damage was provided by F0.7, F1.5, and F2.1. At 0.5 mg/mL, these FRFs also suppressed the H2O2-mediated inhibition of ALP activity. The data indicated that FRFs F0.7, F1.5, and F2.1 from D. mertensii were antioxidants that protected bone tissue from oxidative stress and could represent possible adjuvants for the treatment of bone fragility through counteracting oxidative phenomena.


Subject(s)
Free Radical Scavengers/pharmacology , Phaeophyceae/chemistry , Polysaccharides/pharmacology , Seaweed/chemistry , 3T3 Cells , Animals , Apoptosis/drug effects , Cell Differentiation/drug effects , Free Radical Scavengers/isolation & purification , Free Radical Scavengers/therapeutic use , Humans , Hydrogen Peroxide/toxicity , Mice , Osteoblasts/drug effects , Osteoblasts/physiology , Osteoporosis/drug therapy , Oxidation-Reduction/drug effects , Oxidative Stress/drug effects , Polysaccharides/isolation & purification , Polysaccharides/therapeutic use
3.
Mar Drugs ; 16(4)2018 Apr 20.
Article in English | MEDLINE | ID: mdl-29677120

ABSTRACT

Seaweed is a rich source of bioactive sulfated polysaccharides. We obtained six sulfated polysaccharide-rich fractions (UF-0.3, UF-0.5, UF-0.6, UF-0.7, UF-1.0, and UF-2.0) from the green seaweed Udotea flabellum (UF) by proteolytic digestion followed by sequential acetone precipitation. Biochemical analysis of these fractions showed that they were enriched with sulfated galactans. The viability and proliferative capacity of 3T3 fibroblasts exposed to FeSO4 (2 µM), CuSO4 (1 µM) or ascorbate (2 mM) was not affected. However, these cells were exposed to oxidative stress in the presence of FeSO4 or CuSO4 and ascorbate, which caused the activation of caspase-3 and caspase-9, resulting in apoptosis of the cells. We also observed increased lipid peroxidation, evaluated by the detection of malondialdehyde and decreased glutathione and superoxide dismutase levels. Treating the cells with the ultrafiltrate fractions (UF) fractions protected the cells from the oxidative damage caused by the two salts and ascorbate. The most effective protection against the oxidative damage caused by iron was provided by UF-0.7 (1.0 mg/mL); on treatment with UF-0.7, cell viability was 55%. In the case of copper, cell viability on treatment with UF-0.7 was ~80%, but the most effective fraction in this model was UF-2.0, with cell viability of more than 90%. The fractions, mainly UF-0.7 and UF-2.0, showed low iron chelating activity, but high copper chelating activity and total antioxidant capacity (TAC). These results suggested that some of their protective mechanisms stem from these properties.


Subject(s)
Oxidative Stress/drug effects , Polysaccharides/pharmacology , Protective Agents/pharmacology , Seaweed/chemistry , Sulfates/pharmacology , 3T3 Cells , Animals , Antioxidants/metabolism , Apoptosis/drug effects , Caspase 3/metabolism , Caspase 9/metabolism , Cell Line , Cell Survival/drug effects , Chlorophyta/chemistry , Fibroblasts/drug effects , Fibroblasts/metabolism , Lipid Peroxidation/drug effects , Malondialdehyde/metabolism , Mice , Oxidation-Reduction/drug effects , Superoxide Dismutase/metabolism
4.
Int J Biol Macromol ; 111: 1067-1075, 2018 May.
Article in English | MEDLINE | ID: mdl-29366897

ABSTRACT

A low-molecular-weight (LMW) heterofucan (designated fucan B) was obtained from the brown seaweed, Spatoglossum schröederi, and its activity as an inhibitor of capillary-like tube formation by endothelial cells (ECs) was analyzed. Chemical, infrared and electrophoretic analyses confirmed the identity of fucan B. In contrast to other LMW fucans, fucan B (0.012-0.1 mg/mL) inhibited ECs capillary-like tube formation in a concentration-dependent manner. In addition, fucan B (0.01-0.05 mg/mL) did not affect ECs proliferation. Fucan B also inhibited ECs migration on a fibronectin-coated surface, but not on laminin- or collagen-coated surfaces. Biotinylated fucan B was used as a probe to identify its localization. Confocal microscopy experiments revealed that biotinylated fucan did not bind to the cell surface, but rather only to fibronectin. Our findings suggest that fucan B inhibits ECs capillary-like tube formation and migration by binding directly to fibronectin and blocking fibronectin sites recognized by cell surface ligands. However, further studies are needed to evaluate the in vivo effects of fucan B.


Subject(s)
Anticoagulants/chemistry , Endothelial Cells/drug effects , Fibronectins/metabolism , Polysaccharides/chemistry , Animals , Anticoagulants/pharmacology , Aorta/cytology , Aorta/drug effects , Cell Movement/drug effects , Cell Proliferation/drug effects , Cells, Cultured/drug effects , Cricetinae , Fibronectins/chemistry , Humans , Molecular Weight , Phaeophyceae/chemistry , Polysaccharides/metabolism , Polysaccharides/pharmacology , Protein Binding/drug effects , Seaweed/chemistry
5.
Carbohydr Polym ; 98(1): 224-32, 2013 Oct 15.
Article in English | MEDLINE | ID: mdl-23987339

ABSTRACT

Fucan is a term used to denominate sulfated L-fucose rich polysaccharides. Here, a heterofucan, named fucan B, was extracted from the Spatoglossum schröederi seaweed. This 21.5 kDa galactofucan inhibited CHO-K1 proliferation and migration when fibronectin was the substrate. Fucan B derivatives revealed that such effects depend on their degree of sulfation. Fucan B did not induce cell death, but promoted G1 cell cycle arrest. Western blotting and flow cytometry analysis suggest that fucan B binds to fibronectin and activates integrin, mainly integrin α5ß1, which induces FAK/RAS/MEK/ERK activation. FAK activation inhibits CHO-K1 migration on fibronectin and ERK blocks cell cycle progression. This study indicates that fucan B could be applied in developing new antitumor drugs.


Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cell Movement/drug effects , Polysaccharides/chemistry , Polysaccharides/pharmacology , Animals , Antineoplastic Agents/metabolism , CHO Cells , Cell Cycle/drug effects , Cell Proliferation/drug effects , Cricetinae , Cricetulus , Drug Discovery , Enzyme Activation/drug effects , Fibronectins/metabolism , Fucose/chemistry , Mitogen-Activated Protein Kinases/metabolism , Polysaccharides/metabolism
6.
Mar Drugs ; 9(1): 124-38, 2011 Jan 24.
Article in English | MEDLINE | ID: mdl-21339951

ABSTRACT

Fucan is a term used to denominate a family of sulfated polysaccharides rich in sulfated l-fucose. We extracted six fucans from Canistrocarpus cervicornis by proteolytic digestion followed by sequential acetone precipitation. These heterofucans are composed mainly of fucose, glucuronic acid, galactose and sulfate. No polysaccharide was capable of prolonging prothrombin time (PT) at the concentration assayed. However, all polysaccharides prolonged activated partial thromboplastin time (aPTT). Four sulfated polysaccharides (CC-0.3/CC-0.5/CC-0.7/CC-1.0) doubled aPTT with only 0.1 mg/mL of plasma, only 1.25-fold less than Clexane, a commercial low molecular weight heparin. Heterofucans exhibited total antioxidant capacity, low hydroxyl radical scavenging activity, good superoxide radical scavenging efficiency (except CC-1.0), and excellent ferrous chelating ability (except CC-0.3). These results clearly indicate the beneficial effect of C. cervicornis polysaccharides as anticoagulants and antioxidants. Further purification steps and additional studies on structural features as well as in vivo experiments are needed to test the viability of their use as therapeutic agents.


Subject(s)
Anticoagulants/isolation & purification , Anticoagulants/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Polysaccharides/isolation & purification , Polysaccharides/pharmacology , Seaweed/chemistry , Anticoagulants/chemistry , Antioxidants/chemistry , Drug Discovery , Enoxaparin/pharmacology , Free Radical Scavengers/chemistry , Free Radical Scavengers/isolation & purification , Free Radical Scavengers/pharmacology , Fucose/analysis , Galactose/analysis , Glucuronic Acid/analysis , Heparin, Low-Molecular-Weight/pharmacology , Humans , Iron Chelating Agents/chemistry , Iron Chelating Agents/isolation & purification , Iron Chelating Agents/pharmacology , Oceans and Seas , Partial Thromboplastin Time , Phaeophyceae/chemistry , Polysaccharides/chemistry , Sulfates/analysis
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