A revised structure for fucoidan may explain some of its biological activities.

Patankar, Manish S.; Oehninger, Sergio; Barnett, Tracy; Williams, R. L.; Clark, Gary F.

doi:10.1016/s0021-9258(20)80609-7

Cited by 466 publications

(87 citation statements)

References 46 publications

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“…Nonsulfated fucofuranosyl and partially 2-sulfated fucopyranosyl units are present as branches. It is interesting to note that terminal fucofuranosyl units were detected previously in some other fucoidans [32,73,82]. The galactan moiety is more heterogeneous, with predominant D-galactopyranose units linked on C-3 and C-6, and sulfation mostly on C-4, even in terminal non-reducing units.…”

Section: B Backbone Of Alternating 3-and 4-linked α-Lfucopyranose Residuesmentioning

confidence: 64%

“…The most sulfated fraction was analyzed by partial acid hydrolysis and NMR spectroscopy, and its predominant repeating structure was established as [→3)-α-L-Fucp-2-S-(1→4)-α-L-Fucp-2,3-di-S-(1→] n [72]. The same structural element was recognized by the authors also in the fucoidan from Fucus vesiculosus, in contrast to the previous structural evidence [73]. A very similar structure was established for the fucoidan from Pelvetia canaliculata by enzymolysis studies [62] (see above).…”

Section: B Backbone Of Alternating 3-and 4-linked α-Lfucopyranose Residuesmentioning

confidence: 68%

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Structural Analysis of Fucoidans

Bilan

Усов

2008

Natural Product Communications

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Sulfated polysaccharides of brown algae ("fucoidans") constitute a wide variety of biopolymers from simple sulfated fucans up to complex heteropolysaccharides composed of several neutral monosaccharides, uronic acid and sulfate. The increased interest in this class of polysaccharides is explained by their high and versatile biological activities, and hence, by their possible use in new drug design. Structural analysis of several fucoidans demonstrates that their biological properties are determined not only by charge density, but also by fine chemical structure, although distinct correlations between structure and biological activity cannot be formulated at present. The aim of this review is to describe the methods of structural analysis currently used in fucoidan chemistry, and to discuss some new information on the structures of fucoidans presented in recent publications.

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Section: B Backbone Of Alternating 3-and 4-linked α-Lfucopyranose Residuesmentioning

confidence: 64%

Section: B Backbone Of Alternating 3-and 4-linked α-Lfucopyranose Residuesmentioning

confidence: 68%

Structural Analysis of Fucoidans

Bilan

Усов

2008

Natural Product Communications

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“…Sulfated polysaccharides (SP) are widely distributed in nature, being found at high content in marine algae and express biological activities of potential applicability. SP found in red algae (Rodophyta) present galactose as the most representative sugar, while SP encountered in green algae (Chlorophyta) contain D-mannose and galactose [1] and those present in brown algae (Phaeophyta) are composed of α-L-fucose as its major monomer, being classified as galactans, arabinogalactan and fucans [2,3], respectively. The role of polysaccharides of brown algae in inflammatory processes has been already demonstrated.…”

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confidence: 99%

A Novel Antinociceptive Sulphated Polysaccharide of the Brown Marine Alga Spatoglossum Schroederi

Farias

Lima

Rodrigues

et al. 2011

Natural Product Communications

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Sulfated polysaccharides (SP) of brown algae (Phaeophyta) are composed mainly of α-L-fucose, being classified as fucans, with recognized role in inflammation but not in nociception, which was already described for SP obtained from red algae. Here the SP of the brown marine alga S. schroederi (named Ss-SP) was isolated and assayed for the antinociceptive effect. Ss-SP was isolated by DEAE-cellulose, analyzed by agarose gel electrophoresis and evaluated in nociception models (Formalin, Hot plate, Von Frey) using Swiss mice (20-25g). Anion exchange chromatography provided four major fractions being F1 (Ss-SP) that of highest metachromatic activity and sugar content. Ss-SP inhibited both phases of the formalin test. In the first phase the paw licking (55.2±8.07s) was reduced by 45% (30.5±6.51s) and 40% (32.85±8.66s) at 0.1 and 1 mg/kg, respectively. In the second phase, Ss-SP was also inhibitory about 39%, but only at 1 mg/kg (83.0±15.70s) compared to formalin (136.8±10.27s). This inhibitory effect suggests a mixed mechanism similar to morphine, which was not confirmed in the hot plate test, a model of pain associated with central neurotransmission. However, Ss-SP reduced the animal reaction in response to stimulation withVon Frey filament at the 2nd and 3rd h (20.8±6.86% versus carrageenan: 47.9±5.83%; 33.3±7.71% versus carrageenan: 62.5±9.83%). Accordingly, the paw edema induced by carrageenan (0.08±0.01g) was potently reduced in 45.35% by Ss-SP pre-treatment (0.02±0.003g), corroborating the anti-inflammatory activity demonstrated for brown seaweed polysaccharides. In conclusion our data revealed for the first time the antinociceptive effect of Ss-SP which could be used as a new source of analgesic substances.

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“…Indeed, some of the substances extracted from marine algae have shown to affect fertilization. The fucoidans, for instance, inhibit the penetration of the male gametes into the human eggs (Oehninger et al, 1991;Patankar et al, 1993). Nonetheless, the octadecapentanoic acid, a polyunsaturated fatty acid uncommon in algae, has not demonstrated any capacity of derailing the gametes of the sea urchin Paracentrotus lividus in the fertilization processes, yet it has proved to inhibit the embryonic development in the first cleavage (Fériel et al, 2000).…”

Section: Discussionmentioning

confidence: 99%

Effects of the secondary metabolites from Canistrocarpus cervicornis (Dictyotales, Phaeophyceae) on fertilization and early development of the sea urchin Lytechinus variegatus

Ortiz-Ramírez

Aparecida-Vallim

Negrão-Cavalcanti

et al. 2017

Lat. Am. J. Aquat. Res.

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Marine organisms are rich sources of natural products that, among other activities, help to maintain the species equilibrium. Samples of the marine brown alga Canistrocarpus cervicornis (Kützing) De Paula & De Clerck were collected in Búzios, Rio de Janeiro, Brazil, in June 2006. The extract was obtained in CH2Cl2 and subjected to fractionation by chromatographic methods in order to isolate and purify the compound (4R, 7R, 14S)-4α, 7α-diacethoxy-14-hydroxydolastane-1(15), 8-dien. Then, the effects of the extract and the dolastane diterpene on zygotes and gametes of the sea urchin Lytechinus variegatus were evaluated. The exposure of male and female gametes to the C. cervicornis extract promoted, respectively, a reduction of 10-30% in fertilization and a 20 to 70% decrease in the number of eggs. Furthermore, the exposure of zygotes to the extract inhibited their development up to 86.7 ± 1.6% (at a concentration of 250 µg mL-1), as well as generating abnormalities in 39-50% of zygotes. The results of the dolastane diterpene showed no evidence of inhibition in the zygotes’ development, thought it was proved to induce anomalies. At higher concentrations (25 and 50 µg mL-1), it was possible to observe cell lyses.

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A revised structure for fucoidan may explain some of its biological activities.

Cited by 466 publications

References 46 publications

Structural Analysis of Fucoidans

Structural Analysis of Fucoidans

A Novel Antinociceptive Sulphated Polysaccharide of the Brown Marine Alga Spatoglossum Schroederi

Effects of the secondary metabolites from Canistrocarpus cervicornis (Dictyotales, Phaeophyceae) on fertilization and early development of the sea urchin Lytechinus variegatus

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