A study of fucoidan from the brown seaweed Chorda filum

Fucoidan fractions from the brown seaweed Chorda filum were studied using solvolytic desulfation.Methylation analysis and NMR spectroscopy were applied for native and desulfated polysaccharides.Homefucan sulfate from C.filum was shown to contain poly-a-(1-3)-fucopyranoside backbone with a high degree of branching,mainly of a-(1-2)-linked single units.Some fucopyranose residues are sulfated at O-4(mainly) and O-2 positions.Some a-(1-3)-linked fucose residues were shown by NMR to be 2-O-acetylated.The 1H and 13C NMR spectra of desulfated,deaceylated fucan were complerely assigned.THe spectral data obtained correspond to a quasiregular polysaccharide structure with a branched hexasaccharide repeating unit.Other fucoidan frations from C.filum have more complex carbohydrate composition and give rather complex methvlation patterns.

A fucoidan fraction from Ascophyllum nodosum

A fucoidan fraction was purified from the brown alga Ascophyllum nodosum. The polysaccharide contained -fucose and sulfate as the only constituents. Combination of methylation analysis, Smith degradation, FTIR and NMR spectroscopy on the native and the de-sulfated polymers demonstrated that the fucoidan consisted of a highly branched core region with primarily α-(1→3)-linked fucosyl residues and a few α-(1→4) linkages. Branch points were at position 2 of the →3-linked internal residues. The side chains consisted of single and multi-unit fucosyl residues. The combined analytical data suggested also a complex sulfation pattern with substitution principally at position 2 and/or position 4. Such diversity in the structural features of this fucoidan may be of importance for its various biological properties.

Fucoidan protects against dopaminergic neuron death in vivo and in vitro

Parkinson's disease is a neurodegenerative disorder of uncertain pathogenesis characterized by a loss of dopaminergic neurons in substantia nigra pars compacta, and can be modeled by the neurotoxin 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP). Oxidative stress may contribute to MPTP- and Parkinson's disease-related neurodegeneration. Fucoidan is a sulfated polysaccharide extracted from brown seaweeds which possesses a wide variety of biological activities including potent antioxidative effects. Here we investigated the effect of fucoidan treatment on locomoter activities of animals, striatal dopamine and its metabolites and survival of nigral dopaminergic neurons in MPTP-induced animal model of Parkinsonism in C57/BL mice in vivo and on the neuronal damage induced by 1-methyl-4-phenylpyridinium (MPP+) in vitro, and to study the possible mechanisms. When administered prior to MPTP, fucoidan reduced behavioral deficits, increased striatal dopamine and its metabolites levels, reduced cell death, and led to a marked increase in tyrosine hydroxylase expression relative to mice treated with MPTP alone. Furthermore, we found that fucoidan inhibited MPTP-induced lipid peroxidation and reduction of antioxidant enzyme activity. In addition, pre-treatment with fucoidan significantly protected against MPP+-induced damage in MN9D cells. Taken together, these findings suggest that fucoidan has protective effect in MPTP-induced neurotoxicity in this model of Parkinson's disease via its antioxidative activity. (C) 2009 Elsevier B.V. All rights reserved.

Synthesized different derivatives of low molecular fucoidan extracted from Laminaria japonica and their potential antioxidant activity in vitro

Six low molecular fucoidan (DFPS) derivatives were synthesized successfully, and their potential antioxidant activities were investigated employing various established in vitro systems. All DFPS derivatives possessed considerable antioxidant activity, and had stronger antioxidant ability than DFPS in certain tests. The benzoylated DFPS (PHDF) showed strongest scavenging activity on superoxide, hydroxyl and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical, however, DFPS exhibited greatest reducing power. Available data suggested that substituted groups of DFPS played an important role on antioxidant activity, and the mechanism on influence the antioxidant activity of samples of substituted group was indicated. (C) 2009 Elsevier B.V. All rights reserved.

Synthesized oversulphated, acetylated and benzoylated derivatives of fucoidan extracted from Laminaria japonica and their potential antioxidant activity in vitro

Three sulphated polysaccharide derivatives (oversulphated, acetylated and benzoylated fucoidan) were successfully synthesized, and their antioxidant activities were investigated employing various established in vitro systems. A novel catalyst N-bromosuccinimide (NBS) was used in acetylation and benzoylation reaction, and the degree of acetylation was evaluated using IR and NMR spectra. Both fucoidan derivatives possessed considerable antioxidant activity, and had stronger antioxidant ability than fucoidan in certain tests. The benzoylated fucoidan showed strongest superoxide and hydroxyl radical scavenging activity, however, the acetylated fucoidan exhibited strongest activity on scavenging DPPH radical and reducing power. Available data obtained with in vitro models suggested that substituted groups of fucoidan played an important role on antioxidant activity. The mechanism on the antioxidant activity of sulphonyl, acetyl and benzoyl group is different. (C) 2008 Elsevier Ltd. All rights reserved.

Synthesized phosphorylated and aminated derivatives of fucoidan and their potential antioxidant activity in vitro

Three sulfated polysaccharide derivatives (phosphorylated and aminated fucoidan) were synthesized, and their potential antioxidant activities were investigated employing various established in vitro systems. Two methods were used in phosphorylation fucoidan: polyphosphoric acid and POCl3 method. Aminated fucoidan was prepared using the epichlorohydrin and ammonia water. All fucoidan derivatives possessed considerable antioxidant activity, and exhibited stronger antioxidant ability than fucoidan in certain tests. The phosphorylated fucoidan showed stronger hydroxyl radical and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and reducing power. The mechanism on influence the antioxidant activity of samples of phosphate and amino group was indicated. (C) 2008 Elsevier B.V. All rights reserved.

Analysis of the monosaccharide composition of fucoidan by precolumn derivation HPLC

We developed an HPLC method for analysis of the monosaccharide composition of fucoidans. The fucoidan was hydrolyzed into monosaccharides with 2 mol/L trifluoroacetic acid. Using ribose as the internal standard, the monosaccharide derivatives, obtained with 1-Phenyl-3-methyl-5-pyrazolone (PMP), were separated by reverse-phase HPLC using a gradient elution process, and monitored by ultraviolet detection at 245 nm. In the concentration range of 0.1-2.0 mmol/L, the peak area of each monosaccharide had a good linear relationship with its concentration (r(2)> 0.998). The average recoveries of mannose, rhamnose, glucuronic acid, glucose, galactose, xylose, and fucose were 86.2%, 95.1%, 62.5%, 102.0%, 94.8%, 66.6%, and 105.1%, respectively. This method was accurate and had good reproducibility and could be used to determine the monosaccharide contents of fucoidans.

Toxicological evaluation of fucoidan extracted from Laminaria japonica in Wistar rats

Fucoidans, the sulfated polysacchrides extracted from brown algae, have been extensively studied for their diverse biological activities. However, there is no detailed report investigating the toxicity of fucoidan. In this study, the acute and subchronic (6 months) toxicity of varying levels of fucoidan extracted from Laminaria japonica was investigated in Wistar rats after oral administration. The results showed that no significant toxicological changes were observed when 300 mg/kg body weight per day fucoidan was administered to rats. But when the dose was increased to 900 and 2500 mg/kg body weight per day, the clotting time was significantly prolonged. Besides this, no other signs of toxicity were observed. Based on these results, it can be concluded that the no adverse effect level of fucoidan from L. japonica is 300 mg/kg body weight per day. (C) 2004 Elsevier Ltd. All rights reserved.

Fucoidan inhibits the development of proteinuria in active Heymann nephritis

Fucoidan, the sulphated polysaccharide extracted from brown seaweed, has various biological activities. The effect of fucoidan on the formation of proteinuria and renal functions in active Heymann nephritis was investigated in this study. Active Heymann nephritis was induced by administering brush border protein of rat proximal uriniferous tubules (FX1A). Fucoidan was administered by oral intubation to Heymann nephritis rats at three doses (50, 100 and 200 mg/kg) once daily for 4 weeks. The elevated urinary protein excretion and plasma creatinine due to the induction of Heymann nephritis were significantly reduced by fucoidan at doses of 100 and 200 mg/kg. The results indicated that fucoidan has a renoprotective effect on active Heymann nephritis and is a promising therapeutic agent for nephritis. Copyright (c) 2005 John Wiley F Sons, Ltd.

Chemical species of iodine in some seaweeds II. Iodine-bound biological macromolecules

The distribution of iodine in various biological macromolecules in Sargassum kjellmanianum was studied using neutron activation analysis combined with chemical and biochemical separation techniques. The results indicate that iodine is mainly bound with protein, part of iodine with pigment and polyphenol, and little with polysaccharides, such as algin, fucoidan and cellulose. This result is significant for the mechanism of enriching iodine of algae and utilization of alga iodine.

注射用低分子量褐藻多糖硫酸酯的制备及理化性质研究

褐藻多糖硫酸酯（Fucoidan Polysaccharide of Sulfated, FPS）是褐藻细胞间的一类硫酸化多糖，组成复杂，在不同褐藻中变化很大，典型的结构是岩藻多糖硫酸酯，也有由甘露糖、半乳糖、糖醛酸、木糖、葡萄糖、褐藻糖等多种单糖组成的结构复杂的杂多糖。研究发现FPS具有抗凝血、降血脂、抗肿瘤和抗HIV的作用，成为当今天然药物主攻的重点之一。由中国科学院海洋研究所所主持研究的海洋新药——褐藻多糖硫酸酯，用于临床治疗肾病综合症和中、早期肾衰具有很好的疗效。本论文研究的注射用褐藻多糖硫酸酯是用过氧化氢-抗坏血酸（1：1）体系降解所得的低分子量FPS，并用琼脂糖凝胶（DEAE）色谱柱进行分级制得，在治疗肾脏疾病方面，具有意想不到的良好效果。 本论文模拟植物生长发育过程中的氧化还原反应，分别用抗坏血酸-过氧化氢和Fe2+-过氧化氢-抗坏血酸两种体系降解FPS。各降解试剂的比例和浓度是影响降解效果的主要因素。分别用抗坏血酸-过氧化氢体系和Fe2+-过氧化氢-抗坏血酸体系降解所得样品的硫酸根、褐藻糖和糖醛酸含量与原料多糖无明显差别，红外光谱与原料多糖一致，表明多糖在降解过程中化学组成和结构并未发生改变。而所得样品多分散指数在1.49-1.77之间，表明用此法能获得分子量分布范围较窄的低分子量多糖。 本论文建立了柱前衍生化高效液相色谱法分析褐藻多糖硫酸酯中的单糖组成，将多糖样品用2 mol•L-1三氟乙酸降解成单糖后，以核糖为内标，用1-苯基-3-甲基-5-吡唑啉酮（PMP）进行柱前衍生化，优化分析条件，采用反相高效液相色谱，245nm紫外检测和使用梯度洗脱，分离测定各单糖。方法学验证实验，在浓度0.10 mmol•L-1～2.0 mmol•L-1各单糖衍生物都有良好的线性关系（r2≥0.999）；除葡萄糖醛酸外，各单糖衍生物都有很好的重现性和稳定性；甘露糖、鼠李糖、葡萄糖醛酸、葡萄糖、半乳糖、木糖、褐藻糖平均加样回收率分别为86.2%，95.1%，62.5%，102.0%，94.8%，66.6%，105.1%。此法可以用于FPS中褐藻糖、半乳糖、葡萄糖主要单糖进行含量测定。 本论文对注射用褐藻多糖硫酸酯的理化性质进行研究，包括性状、鉴别、检查和含量测定,同时做了原料药的强制降解实验，为原料药质量标准的制定和制 剂研究提供了依据。

复方治疗慢性肾衰海洋新药的初步研究

该论文在褐藻多糖硫酸酯已有研究工作的基础上,参考中药治肾病领域有关文献,结合中医药理论,组方成治疗慢性肾衰复方海洋新药-复方褐藻多糖硫酸酯,并进行了复方褐藻多糖硫酸酯的部分药学、初步药效学和急性毒性试验的研究.

Antioxidant activity of sulfated polysaccharide fractions extracted from Laminaria japonica

Fucoidan, a group of sulfated heteropolysaccharide, was extracted from Laminaria japonica, an important economic alga species in China. Three sulfated polysaccharide fractions (F1, F2, and F3) were successfully isolated through anion-exchange column chromatography and had their antioxidant activities investigated employing various established in vitro systems, including superoxide and hydroxyl radical scavenging activity, chelating ability, and reducing power. Chemical analysis suggested that F1 and F3 were heteropolysaccharide in which galactose was the major component, while F2 was a typical fucoidan. All fractions possessed considerable antioxidant activity, and F1, F2 and F3 had stronger antioxidant ability than fucoidan in certain tests. The correlation between the sulfate content and scavenging superoxide radical ability was positive. Available data obtained with in vitro models suggested that the ratio of sulfate content/fucose was an effective indicator to antioxidant activity of the samples. (C) 2007 Elsevier B.V. All rights reserved.