Carbohydrates of the brown seaweed Padina pavonia

The carbohydrate composition of the brown alga Padina pavonia was investigated. Periodate oxidation of the isolated alginic acid showed that only 0     

Sulphated heteropolysaccharides from Padina pavonia

Extraction with hydrochloric acid (pH 2.5) of the brown alga Padina pavonia afforded water-soluble and water-insoluble polysaccharides comprising D-glucuronic acid, L-fucose, D-xylose, D-mannose, D-glucose and D- galactose residues. The water-soluble polysaccharide was fractionated by using ethanol, and cetylpyridinium chloride and by chromatography on DEAE-cellulose. A neutral laminaran-like glucan, a sulphated heteropolysaccharide composed of the aforementioned sugars and a protein moiety were obtained. The isolated heteropolysaccharide showed high anticoagulation activity.     

Some structural features of a new sulphated heteropolysaccharide from Padina pavonia

An acid-extractable, water-soluble, polysaccharide sulphate, isolated from Padina pavonia, comprised variable proportions of glucuronic acid, galactose, glucose, mannose, xylose, and fucose in addition to a protein moiety. Partial acid hydrolysis and autohydrolysis of the free acid polysaccharide yielded several oligosaccharides. Evidence from periodate oxidation studies indicated that the inner polysaccharide portion is composed of (1 → 4)-linked β-D-glucuronic acid, (1 → 4)-linked β-D-mannose and (1 → 4)-linked β-D-glucose residues. The heteropolymeric partially sulphated exterior portion is attached to the inner part and comprises various ratios of (1 → 4)-linked β-D-galactose, β-D-galactose-3-sulphate residues, (1 → 4)-linked β-D-glucose residues, (1 → 2)-linked α-L-fucose 4-sulphate residues and (1 → 3)-linked β-D-xylose residues.     

Carbohydrates of Padina tetrastromatica

Extraction with hydrochloric acid (pH 2.5) of the brown alga Padina tetrastromatica afforded water-soluble and water-insoluble polysaccharides. The water-soluble polysaccharide was fractionated using cetyltritmethyl ammonium bromide and chromatography on DEAE-cellulose and Sephadex G-100. A neutral laminaran like glucan and two new sulphated heteropolysaccharides comprising d-glucuronic acid, l-fucose, l-rhamnose, d-xylose, d-arabinose, d-galactose, d-glucose and half-ester sulphate were obtained. The alginic acid isolated from this brown seaweed was found to be predominantly of poly 1 → 4β-d-mannuronic acid type. The water-soluble sulphated polymer showed high anticoagulant activity.     

Sargassan: A sulphated heteropolysaccharide from Sargassum linifolium

A new sulphated heteropolysaccharide containing glucuronic acid, mannose, galactose, xylose, fucose and a protein moiety has been extracted from Sargassum linifolium. The polysaccharide extracted with HCl was richer in its carbohydrate and protein contents and contained lower amounts of ash than that extracted with oxalic acid.     

Diterpenes from Dictyota dichotoma

Two new and two known diterpenes were isolated from Dictyota dichotoma. The structures of the new diterpenes were elucidated from spectral and X-ra     

Peroxidase activity in the brown alga Laminaria digitata

Cell-free extracts of the brown alga Laminaria digitata catalyse the oxidation of o-dianisidine and of iodide, as well as the formation of iodoamino acids. The enzyme(s) requires hydrogen peroxide for these activities, which are strongly inhibited by cyanide and azide. It is suggested that the activity may be due to a haem-containing peroxidase which, in extracts, is strongly bound, possibly to alginate.     

Two minor diterpenes related to dictyodial A from the brown alga Dictyota crenulata

4β-Hydroxydictyodial A and 18,O-dihydro-4β-hydroxydictyodial A 18-acetate are two minor aldehydic diterpenes in the brown alga Dictyota crenulata. ¹H NMR and lanthanide-induced chemical shift studies indicate that the relative stereochemistry of both compounds is 2R*, 3R*, 4S*, 10S*.     

Lipids and lipid metabolism in the brown alga, Fucus serratus

The lipids of the brown alga Fucus serratus were isolated, identified and quantified. The major acyl lipids were the three glycosylglycerides, diacylgalactosylglycerol, diacyldigalactosylglycerol and diacylsulphoquinovosylglycerol. These represent over 70% of the total acyl lipids. The fatty acid compositions of the major lipids were examined and most showed rather distinctive fatty acid contents. For example, diacylgalactosylglycerol was enriched in n-3 polyunsaturated fatty acids while phosphatidylcholine and phosphatidylethanolamine had very high levels of arachidonate. Phosphatidylglycerol contained the unusual trans-Δ3-hexadecenoic acid. The labelling of lipids and fatty acids from [¹⁴C]acetate was examined and the distribution of label between individual components as a function of the incubation period and in algae collected at different times of the year is reported. Algae collected in the winter incorporated much more radioactivity into non-esterified fatty acids when compared to algae collected in the summer. All algae could label myristate, palmitate, stearate and oleate at high rates. Longer incubation times allowed the labelling of polyunsaturated fatty acids such as linoleic acid.     

Chemistry of the polysaccharides of the brown seaweed dictyopteris plagiogramma

Laminaran, fucose-containing polysaccharides (‘fucans’) and alginic acid were isolated from Dictyopteris plagiogramma.The laminaran comprised G- and M-chains (ratio 3: 1). The ‘fucans’ were present in four extracts of a four-step sequential extraction procedure and all contained slightly differing proportions of fucose, xylose, galactose, mannose, glucuronic acid residues and half-ester sulphate. Non-reducing chain ends as well as the positions of glycosidic linkages to fucose, xylose and glucuronic acid are the same as previously reported for other ‘fucans’. Galactose and mannose occur mainly as trisubstituted residues with substitution at 0-1, 0-3, 0-4 and at 0-1, 0-3, 0-6, respectively.     

Brominated phlorethols and nonhalogenated phlorotannins from the brown alga Cystophora congesta

The following phlorotannins were isolated from the brown alga Cystophora congesta and characterized as their acetates: phloroglucinol triacetate, bromodiphlorethol pentaacetate, diphlorethol pentaacetate, bromotriphlorethol-A₁-heptaacetate, bromotriphlorethol-A₂-heptaacetate, tetraphlorethol-C-nonaacetate and fucodiphlorethol-D-decaacetate. The substances bromodiphlorethol pentaacetate, bromotriphlorethol-A₁-heptaacetate and bromotriphlorethol-A₂-heptaacetate are the first brominated members of this series to be described. Triphlorethol-A- heptaacetate was isolated previously from C. congesta.     

Anti-bacterial activity of extracts from the brown seaweed Stoechospermum marginatum

The methanol extract of the brown seaweed Stoechospermum marginatum was found to inhibit the growth of Staphylococcus aureus. The active constituents were found to be a mixture of diterpenoid monoacetates having the spatane skeleton.     

Structural features of a sulphated,fucose-containing polysaccharide from the brown seaweed dictyota dichotoma

A sulphated heteropolysaccharide (～15% of the acid-extractable material) isolated from the brown alga Dictyota dichotoma contains residues of D-glucuronic acid, D-galactose, D-mannose, D-xylose, and L-fucose¹. Partial hydrolysis of the polysaccharide with acid gave one neutral and two acidic oligosaccharides. The behaviour towards periodate of the polysaccharide before and after partial hydrolysis, alkali-treatment, and methanolysis has been studied. Evidence is thereby provided that the polysaccharide is partially sulphated and composed of (1→4)-linked residues of D-glucuronic acid, D-galactose, D-mannose, and D-xylose, and (1→2)-linked L-fucose.     

Glacial refugia and recolonization pathways in the brown seaweed Fucus serratus

The last glacial maximum (20,000-18,000 years ago) dramatically affected extant distributions of virtually all northern European biota. Locations of refugia and postglacial recolonization pathways were examined in Fucus serratus (Heterokontophyta; Fucaceae) using a highly variable intergenic spacer developed from the complete mitochondrial genome of Fucus vesiculosus. Over 1,500 samples from the entire range of F. serratus were analysed using fluorescent single strand conformation polymorphism. A total of 28 mtDNA haplotypes was identified and sequenced. Three refugia were recognized based on high haplotype diversities and the presence of endemic haplotypes: southwest Ireland, the northern Brittany-Hurd Deep area of the English Channel, and the northwest Iberian Peninsula. The Irish refugium was the source for a recolonization sweep involving a single haplotype via northern Scotland and throughout Scandinavia, whereas recolonization from the Brittany-Hurd Deep refugium was more limited, probably because of unsuitable soft-bottom habitat in the Bay of Biscay and along the Belgian and Dutch coasts. The Iberian populations reflect a remnant refugium at the present-day southern boundary of the species range. A generalized skyline plot suggested exponential population expansion beginning in the mid-Pleistocene with maximal growth during the Eems interglacial 128,000-67,000 years ago, implying that the last glacial maximum mainly shaped population distributions rather than demography.     

The agar component of the red seaweed Gelidium purpurascens

Chemical composition and rheological properties of agar isolated from Gelidium purpurascens, the agar after alkaline treatment, and a commercial agar are presented. The agar and alkali-treated agar gave weaker gels, as measured with an Instron 1122, than those of commercial agar. Xylose, glucose and glucuronic acid in the agar were removed together with 86% of the nitrogen content on alkaline treatment, indicating occurrence of these residues as carbohydrate-protein complexes. Sequential extraction of the alga accounted for low yields of agar as losses incurred on ethanol precipitation. Acid treatment of the residue from exhaustive aqueous extraction of the alga liberated a further 10% agar with increased gel strengths despite increased glucose inclusion, suggesting a lack of involvement of these ‘contaminant’ carbohydrate-protein residues in helix coil formation during gelling.     

Methylation analysis of carrageenans from the seaweed Iridaea undulosa

Two carrageenans from Iridaea undulosa, isolated by precipitation of the crude polysaccharide at O.70–1.05 M and 1.55–1.65 M KCl concentrations, were studied by methylation analysis. Acid hydrolysis of the methylated derivative of the less soluble carrageenan (molar ratio galactose: 3,6-anhydrogalactose: sulphate 1.00: 0.50: 1.20) yielded major amounts of 2,6-di-O-methylgalactose (51.3 mol %), 4,6-di-O-methylgalactose (25.6%) and 4-O-methylgalactose (51.3mol%), 4,6-di-O-methylgalactose (25.6%) and 4-O-methylgalactose (13.4%). Minor quantities of 3-O-methylgalactose (4.6%) and 6-O-methylgalactose (3.2%) were found together with traces of 2,3,6- and/or 2,4,6-tri-O-methylgalactose, 2-O-methylgalactose and galactose. Oxidative acid hydrolysis produced 3,6-anhydro-2-O-methylgalactonic acid and 3,6-anhydrogalactonic acid in a molar ratio 3.5-4.0:1.0. The methylated derivative of the more soluble carrageenan (molar ratio galactose:3,6-anhydrogalactose:sulphate 1.00:0.04:1.43) gave on acid hydrolysis, 2,3,4,6-tetra-O-methylgalactose (4.6%), 2,3,6-tri-O-methylgalactose (4.2%), 2,4,6-tri-O-methylgalactose (10.7%), 4,6-di-O-methylgalactose (24.1%), 3,6-di-0-methylgalactose (8.0%), 2,3-di-O- methylgalactose (3.4%), 2,4-di-O-methylgalactose (4.6%), 2,6-di-O-methylgalactose (4.2%), 3-O-methylgalactose (19.5%),4-O-methylgalactose (9.6%),6-O-methylgalactose(3.1%),galactose (3.4%)and traces of 2-O-methylgalactose.     

Sterols of the senegalese brown alga Padina vickersiae

Contrary to all the brown algae already studied for sterol content the Senegalese Padina vickersiae contains a great amount of cholesterol, chiefly in the later stages of growth. The seasonal variation of the sterols is studied and compared to other Phaeophyceae belonging to the genus Cystoseira.     

Three further dolabellane diterpenoids from Dictyota sp.

A brown alga of the genus Dictyota has yielded three new dolabellane diterpenoids the structures of which were elucidated mainly by spectroscopic methods.     

Two new farnesylacetone derivatives from the brown alga Sargassum micracanthum

From the brown alga, Sargassum micracanthum, two new farnesylacetone derivatives were isolated and their structures elucidated from spectral analyses and chemical correlation to a known farnesylacetone derivative.