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1.
Mar Drugs ; 17(6)2019 Jun 01.
Article in English | MEDLINE | ID: mdl-31159355

ABSTRACT

Urolithiasis affects approximately 10% of the world population and is strongly associated with calcium oxalate (CaOx) crystals. Currently, there is no efficient compound that can be used to prevent this disease. However, seaweeds' sulfated polysaccharides (SPs) can change the CaOx crystals surface's charge and thus modify the crystallization dynamics, due to the interaction of the negative charges of these polymers with the crystal surface during their synthesis. We observed that the SPs of Caulerpa cupressoides modified the morphology, size and surface charge of CaOx crystals. Thus, these crystals became similar to those found in healthy persons. In the presence of SPs, dihydrate CaOx crystals showed rounded or dumbbell morphology. Infrared analysis, fluorescence microscopy, flow cytometry (FITC-conjugated SPs) and atomic composition analysis (EDS) allowed us to propose the mode of action between the Caulerpa's SPs and the CaOx crystals. This study is the first step in understanding the interactions between SPs, which are promising molecules for the treatment of urolithiasis, and CaOx crystals, which are the main cause of kidney stones.


Subject(s)
Antioxidants/pharmacology , Calcium Oxalate/chemistry , Caulerpa/chemistry , Polysaccharides/pharmacology , Humans , In Vitro Techniques , Kidney Calculi/chemistry , Kidney Calculi/drug therapy , Polysaccharides/chemistry , Polysaccharides/therapeutic use , Surface Properties/drug effects , Urolithiasis/drug therapy
2.
Mar Drugs ; 17(2)2019 Feb 09.
Article in English | MEDLINE | ID: mdl-30744130

ABSTRACT

Green seaweeds are rich sources of sulfated polysaccharides (SPs) with potential biomedical and nutraceutical applications. The aim of this work was to evaluate the immunostimulatory activity of SPs from the seaweed, Caulerpa cupressoides var. flabellata on murine RAW 264.7 macrophages. SPs were evaluated for their ability to modify cell viability and to stimulate the production of inflammatory mediators, such as nitric oxide (NO), intracellular reactive oxygen species (ROS), and cytokines. Additionally, their effect on inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX-2) gene expression was investigated. The results showed that SPs were not cytotoxic and were able to increase in the production of NO, ROS and the cytokines, tumor necrosis factor alpha (TNF-α) and interleukin 6 (IL-6). It was also observed that treatment with SPs increased iNOS and COX-2 gene expression. Together, these results indicate that C. cupressoides var. flabellata SPs have strong immunostimulatory activity, with potential biomedical applications.


Subject(s)
Adjuvants, Immunologic/pharmacology , Caulerpa/chemistry , Polysaccharides/pharmacology , Adjuvants, Immunologic/chemistry , Adjuvants, Immunologic/isolation & purification , Animals , Cell Survival/drug effects , Cyclooxygenase 2/metabolism , Interleukin-6/metabolism , Macrophages/drug effects , Macrophages/immunology , Mice , NG-Nitroarginine Methyl Ester/pharmacology , Nitric Oxide/metabolism , Nitric Oxide Synthase/metabolism , Polysaccharides/chemistry , Polysaccharides/isolation & purification , RAW 264.7 Cells , Reactive Oxygen Species/metabolism , Tumor Necrosis Factor-alpha/metabolism
3.
Mar Drugs ; 17(1)2018 Dec 21.
Article in English | MEDLINE | ID: mdl-30577590

ABSTRACT

In this study, sulfated polysaccharide-rich extracts were isolated from 22 tropical seaweeds (4 red, 11 brown, and 7 green) found in northeastern Brazil, and evaluated for the role of anticoagulant agents. Fifteen of the extracts showed anticoagulant activity, including all the extracts from green seaweeds. Udotea flabellum (a green seaweed) extract was the most potent, requiring an amount of only 3 µg to double the plasma coagulation time in the activated partial thromboplastin time test. A similar result was obtained with 1 µg of heparin. Two sulfated homogalactans with anticoagulant activity, F-I (130 kDa) and F-II (75 kDa), were isolated from this extract using several bio-guided purification steps. Their anticoagulant activity, as well as properties related to antitumor activity (anti-proliferative, anti-adhesive, and anti-migratory), were accessed. Their anticoagulant activities were close to that of heparin. We found that F-I and F-II (0.5⁻10 µg/mL) were not able to directly inhibit thrombin. In the presence of anti-thrombin, F-I (0.5 µg/mL) was more effective than heparin (0.5 µg/mL) in inhibiting thrombin, while F-II showed similar effects as heparin. F-I and F-II also inhibited B16-F10 (murine melanoma cells) adhesion, migration, and proliferation on a fibronectin-coated surface, but not on laminin- or collagen I-coated surfaces. Except for the antiproliferative activity, the other effects of F-I and F-II were eliminated upon their desulfation (~50%), indicating that the degree of sulfation is not as important for F-I and F-II anti-proliferative activity as the sulfation position. Taken together, the results provide strong evidence for the potential utility of sulfated galactans from U. flabellum, making these compounds an interesting option for future investigations that aim to design new anticoagulant/antitumor agents.


Subject(s)
Anticoagulants/pharmacology , Antineoplastic Agents/pharmacology , Chlorophyta/chemistry , Plant Extracts/pharmacology , Seaweed/chemistry , Animals , Anticoagulants/chemistry , Anticoagulants/isolation & purification , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Brazil , Cell Adhesion/drug effects , Cell Line, Tumor , Cell Movement/drug effects , Cell Proliferation/drug effects , Drug Screening Assays, Antitumor , Galactans/chemistry , Galactans/isolation & purification , Galactans/pharmacology , Heparin/pharmacology , Mice , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Sulfates/chemistry , Sulfates/isolation & purification , Sulfates/pharmacology , Thrombin/antagonists & inhibitors
4.
Molecules ; 22(6)2017 Jun 12.
Article in English | MEDLINE | ID: mdl-28604636

ABSTRACT

Baccharis trimera (Less.) DC (gorse) is a plant popularly used for the treatment of obesity. In this study, we prepared three B. trimera extracts aqueous extract (AE), decoction (AE-D), and methanol extract (ME) and investigated their antioxidant effects in six different tests and their anti-adipogenic effect in 3T3-L1 cells. The extracts showed a dose-dependent antioxidant activity in all tests. AE was the most potent antioxidant in copper and ferric ion chelation assays, whereas AE-D was the most potent in superoxide and hydroxyl radical scavenging assays, reducing power assay, and total antioxidant capacity analysis. Only ME showed a cytotoxic effect against 3T3-L1 cells. Lipid accumulation decreased in 3T3-L1 adipocytes in the presence of AE and AE-D extracts (0.5 to 1.0 mg/mL). In addition, the extracts dramatically attenuated the levels of adipogenic transcriptional factors, including CCAAT enhancer-binding protein α (C/EBPα), CCAAT enhancer-binding protein ß (C/EBPß), and gamma receptors by peroxisome proliferators (PPARγ), during adipogenesis. AE-D (1.0 mg/mL) caused an approximately 90% reduction in the levels of these molecules. We propose that B. trimera has an anti-adipogenic effect and could be used in the development of functional foods.


Subject(s)
CCAAT-Enhancer-Binding Protein-beta/genetics , CCAAT-Enhancer-Binding Proteins/genetics , Obesity/drug therapy , PPAR gamma/genetics , Plant Extracts/administration & dosage , 3T3-L1 Cells , Adipocytes/drug effects , Adipocytes/metabolism , Adipogenesis/drug effects , Animals , Antioxidants/chemistry , Baccharis/chemistry , Cell Differentiation/drug effects , Gene Expression Regulation/drug effects , Mice , Obesity/genetics , Obesity/pathology , Plant Extracts/chemistry
5.
Molecules ; 20(4): 6573-91, 2015 Apr 13.
Article in English | MEDLINE | ID: mdl-25871374

ABSTRACT

Carcinoma of the uterine cervix is the second most common female tumor worldwide, surpassed only by breast cancer. Natural products from seaweeds evidencing apoptotic activity have attracted a great deal of attention as new leads for alternative and complementary preventive or therapeutic anticancer agents. Here, methanol extracts from 13 species of tropical seaweeds (Rhodophytas, Phaeophyta and Chlorophyta) collected from the Northeast of Brazil were assessed as apoptosis-inducing agents on human cervical adenocarcinoma (HeLa). All extracts showed different levels of cytotoxicity against HeLa cells; the most potent were obtained from the brown alga Dictyota cilliolata (MEDC) and Dictyota menstrualis (MEDM). In addition, MEDC and MEDM also inhibits SiHa (cervix carcinoma) cell proliferation. Studies with these two extracts using flow cytometry and fluorescence microscopy showed that HeLa cells exposed to MEDM and MEDC exhibit morphological and biochemical changes that characterize apoptosis as shown by loss of cell viability, chromatin condensation, phosphatidylserine externalization, and sub-G1 cell cycle phase accumulation, also MEDC induces cell cycle arrest in cell cycle phase S. Moreover, the activation of caspases 3 and 9 by these extracts suggests a mitochondria-dependent apoptosis route. However, other routes cannot be ruled out. Together, these results point out the methanol extracts of the brown algae D. mentrualis and D. cilliolata as potential sources of molecules with antitumor activity.


Subject(s)
Apoptosis/drug effects , Plant Extracts/pharmacology , Seaweed/chemistry , Caspase 3/metabolism , Caspase 9 , Cell Cycle Checkpoints/drug effects , Enzyme Activation/drug effects , Female , Flow Cytometry , HeLa Cells , Humans , Plant Extracts/chemistry , Uterine Cervical Neoplasms
6.
Int J Mol Sci ; 13(1): 409-26, 2012.
Article in English | MEDLINE | ID: mdl-22312261

ABSTRACT

Xylan is one of most abundant polymer after cellulose. However, its potential has yet to be completely recognized. Corn cobs contain a considerable reservoir of xylan. The aim of this work was to study some of the biological activities of xylan obtained from corn cobs after alkaline extraction enhanced by ultrasonication. Physical chemistry and infrared analyses showed 130 kDa heteroxylan containing mainly xylose:arabinose: galactose:glucose (5.0:1.5:2.0:1.2). Xylan obtained exhibited total antioxidant activity corresponding to 48.5 mg of ascorbic acid equivalent/g of xylan. Furthermore, xylan displayed high ferric chelating activity (70%) at 2 mg/mL. Xylan also showed anticoagulant activity in aPTT test. In antimicrobial assay, the polysaccharide significantly inhibited bacterial growth of Klebsiella pneumoniae. In a test with normal and tumor human cells, after 72 h, only HeLa tumor cell proliferation was inhibited (p < 0.05) in a dose-dependent manner by xylan, reaching saturation at around 2 mg/mL, whereas 3T3 normal cell proliferation was not affected. The results suggest that it has potential clinical applications as antioxidant, anticoagulant, antimicrobial and antiproliferative compounds.


Subject(s)
Anti-Infective Agents/chemistry , Anticoagulants/chemistry , Antioxidants/chemistry , Xylans/chemistry , Zea mays/chemistry , 3T3 Cells , Animals , Anti-Infective Agents/pharmacology , Anticoagulants/metabolism , Antioxidants/metabolism , Biofilms/drug effects , Cell Line, Tumor , Cell Proliferation/drug effects , HeLa Cells , Humans , Klebsiella pneumoniae/drug effects , Klebsiella pneumoniae/physiology , Mice , Partial Thromboplastin Time , Plant Extracts/chemistry , Plant Extracts/pharmacology , Staphylococcus epidermidis/drug effects , Staphylococcus epidermidis/physiology , Superoxides/chemistry , Thromboplastin/chemistry , Thromboplastin/metabolism , Xylans/pharmacology , Zea mays/metabolism
7.
Mar Drugs ; 9(6): 952-966, 2011.
Article in English | MEDLINE | ID: mdl-21747741

ABSTRACT

Fucan is a term used to denominate a type of polysaccharide which contains substantial percentages of l-fucose and sulfate ester groups. We obtained five heterofucans from Sargassum filipendula by proteolytic digestion followed by sequential acetone precipitation. These heterofucans are composed mainly of fucose, glucose, glucuronic acid, galactose and sulfate. These fucans did not show anticoagulant activity in PT and aPTT tests. Their antioxidant activity was evaluated using the follow tests; total antioxidant capacity, scavenging hydroxyl and superoxide radicals, reducing power and ferrous ion [Fe(II)] chelating. All heterofucans displayed considerable activity, especially SF-1.0v which showed the most significant antioxidant potential with 90.7 ascorbic acid equivalents in a total antioxidant capacity test and similar activity when compared with vitamin C in a reducing power assay. The fucan antiproliferative activity was performed with HeLa, PC3 and HepG2 cells using MTT test. In all tested conditions the heterofucans exhibited a dose-dependent effect. The strongest inhibition was observed in HeLa cells, where SF-1.0 and SF-1.5 exhibited considerable activity with an IC50 value of 15.69 and 13.83 µM, respectively. These results clearly indicate the beneficial effect of S. filipendula polysaccharides as antiproliferative and antioxidant. 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)
Antioxidants/chemistry , Cell Proliferation/drug effects , Polysaccharides/chemistry , Polysaccharides/pharmacology , Sargassum/chemistry , Seaweed/chemistry , Anticoagulants/chemistry , Antioxidants/pharmacology , Cell Line, Tumor , Dose-Response Relationship, Drug , Fucose/chemistry , Galactose/chemistry , Glucose/chemistry , Glucuronic Acid/chemistry , HeLa Cells , Hep G2 Cells , Humans , Partial Thromboplastin Time/methods , Sulfates/chemistry
8.
Int J Mol Sci ; 12(5): 3352-65, 2011.
Article in English | MEDLINE | ID: mdl-21686189

ABSTRACT

In the present study, six families of sulfated polysaccharides were obtained from seaweed Dictyopteris delicatula by proteolytic digestion, followed by acetone fractionation and molecular sieving on Sephadex G-100. Chemical analyses demonstrated that all polysaccharides contain heterofucans composed mainly of fucose, xylose, glucose, galactose, uronic acid, and sulfate. The fucans F0.5v and F0.7v at 1.0 mg/mL showed high ferric chelating activity (∼45%), whereas fucans F1.3v (0.5 mg/mL) showed considerable reducing power, about 53.2% of the activity of vitamin C. The fucan F1.5v presented the most prominent anticoagulant activity. The best antiproliferative activity was found with fucans F1.3v and F0.7v. However, F1.3v activity was much higher than F0.7v inhibiting almost 100% of HeLa cell proliferation. These fucans have been selected for further studies on structural characterization as well as in vivo experiments, which are already in progress.


Subject(s)
Anticoagulants , Antineoplastic Agents, Phytogenic , Antioxidants , Plant Extracts , Seaweed/chemistry , Anticoagulants/chemistry , Anticoagulants/isolation & purification , Anticoagulants/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Furans/chemistry , Furans/isolation & purification , Furans/pharmacology , HeLa Cells , Humans , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/pharmacology
9.
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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