Sterols of some chilean algae

The distribution of sterols in 14 Chilean Rhodophyceae and in Lessonia sp. (Phaeophyceae) has been examined. Cholesterol is present in all the red algae examined. Golidium filicinum contains, in addition desmosterol and 24-methylene-cholesterol. Cholest-7-en-3-β-ol was found in Cryptonemia angustate and Neoagardhiella gaudichaudii. Fucosterol and 24-methylenecholesterol were found in Lessonia sp.     

Profiling of cellulose content in Indian seaweed species

Cellulose contents were estimated in 12 seaweed samples belonging to different families e.g. red, brown and green, growing in Indian waters. Each cellulose sample was fractionated to yield alpha (α) and beta (β) celluloses. Characterization was done using various analytical tools and results were validated by comparison with those of the cellulose obtained from Whatman filter paper No. 4. The greatest yields of cellulose (crude), α- and β-cellulose were obtained from Gelidiella acerosa (13.65%), Chamaedoris auriculata (9.0%) and G. acerosa (3.10%). G. acerosa was also found to contain relatively high amount of α-cellulose (8.19%). The lowest cellulose contents were recorded from Kappaphycus alvarezii (2.00%) and Sarconema scinaioides (2.1%), while the latter contained the lowest α-, and β-celluloses (1.0% and 0.30%, respectively). It appears that agarophytic and alginophytic algae contain high cellulose and α-cellulose contents, while the carrageenophyte contains low cellulose. The brown algae, in general contain high cellulose as well as α- and β-celluloses.     

Distribution of chlorosulpholipids in algae

About 30 species of algae, chosen from a wide range of algal classes and orders, have been examined to see whether the chlorosulpholipids are widely distributed in this division of the plant kingdom. Most of the fresh-water species examined contained chlorosulpholipids, although only Ochromonas danica and O. malhamensis contained large quantities. The chlorosulpholipids of O. malhamensis were predominantly of the tetracosane series, the parent compound of which was tetracosane-1, 14-diol disulphate. No chlorosulpholipids were detected in any of the marine species examined.     

Steroids,fatty acids and ceramide from the mushroom Stropharia rugosoannulata Farlow apud Murrill

Stropharia rugosoannulata Farlow apud Murrill is an edible mushroom. Phytochemical investigation of the sporophore of Stropharia rugosoannulata resulted in isolation and identification of 16 compounds, including steroids (1-6), steroidal saponins (7), fatty acids (8–10), alkanes (11), ceramides (12), esters (13), pyrimidines (14), vitamins (15) and flavonoids (16). The structure elucidation of isolated compounds was achieved on the basis of NMR and mass spectral data. Compounds 4–16 were isolated for the first time from this genus and their chemotaxonomic significance was discussed. The isolation of steroids (4–5) and ceramides (12) might be used as chemotaxonomic markers for the genus of Stropharia.     

Fatty acids of sponges from the Sea of Okhotsk

The fatty acid (FA) composition of Demospongiae species from the Sea of Okhotsk was studied. Fifteen sponge species were investigated for the first time, and the previously studied species Desmacella rosea and Myxilla incrustans were reexamined for their FA composition. Gas chromatography-mass spectrometry revealed 150 different fatty acids, of which 15 have not been identified in sponge lipids previously. The relative content of saturated FAs varied from 7.6 in Melonachora kobjakovae to 29.6% in Amphilectus digitata, with an average of 14.6% of total FAs. The relative content of monoenic FAs ranged from 12.8 in T. dirhaphis to 27.0% in Polymastia sp., with an average of 20.6% of total FAs. Non-methylen-interrupted, primarily unsaturated Δ5,9-FAs contributed a significantly to the amount of polyunsaturated fatty acids of sponges; this being a distinguishing feature of the FA composition of the investigated group of organisms.     

Fatty acids filamentous green algae

Fatty acid analyses of several filamentous green algae were conducted using gas-liquid chromatography. Two bryophytes were also examined. Qualitatively, the genera of algae studied were divided into two groups: (A) algae that have significant amounts of polyunsaturated C₂₀ fatty acids and (B) algae that lack or only have very small amounts of the C₂₀ acids. On the basis of fatty acid content, the algae of Group A more closely resemble the bryophytes than do the algae of Group B. Culture age was shown to cause quantitative but not qualitative variations in fatty acid content. It is evident from this study that extrapolation to land plants, from studies on the fatty acid content of the green algae, should include the filamentous forms.     

Sterols and Fatty Acids of the Harmful Dinoflagellate Cochlodinium polykrikoides

Sterol and fatty acid compositions were determined for Cochlodinium polykrikoides, a toxic, bloom‐forming dinoflagellate of global significance. The major sterols were dinosterol (40% of total sterols), dihydrodinosterol (32%), and the rare 4α‐methyl Δ⁸⁽¹⁴⁾ sterol, amphisterol (23%). A minor sterol, 4α‐methylergost‐24(28)‐enol was also detected (5.0%). The fatty acids had a high proportion of PUFAs (47%), consisting mainly of EPA (20%) and the relatively uncommon octadecapentaenoic acid (18 : 5, 22%). While unlikely to be responsible for toxicity to fish, these lipids may contribute to the deleterious effects of this alga to invertebrates.     

Fatty acid composition of ten marine algae from australian waters

Detailed fatty acid analyses are reported for ten benthic algae from Australian waters of which the data for Cladophora fascicularis (Chlorophyta); Polysiphonia pungens, Porphyra sp., Centroceras clavatum (Rhodophyta); Hormosira banksii, Ralfsia sp., and Dictyota dichomota (Phaeophyta) are presented for the first time. The analyses report the exact molecular structure of component acids which is essential for taxonomic and food chain studies. The acid 16:4ω3 could be taxonomically distinguishing for species of the Chlorophyta. The occurrence of cis-vaccenic acid (18:1ω7) in the algae reported here suggests a distribution in marine benthic algae which is wider than hitherto realised, with particular taxonomic importance for Chlorophyta species in which it occurs in high levels. Corallina officinalis was found to contain the non-methylene interrupted acids 20:2 and 22:2.     

Chemical constituents from the rhizome of Menispermum dauricum DC. and their chemotaxonomic significance

The phytochemical investigations on the rhizome of Menispermum dauricum DC. led to the isolation of 18 compounds, including eleven alkaloids (1–11), four amides (12–15) and three fatty acids (16–18). All chemical structures were established on the basis of NMR (¹H NMR and ¹³C NMR) spectroscopic data. Meanwhile, compounds 5–6, 9–10 and 13–18 are reported for the first time from Menispermum genus, as well as the rhizome of Menispermum dauricum DC. Notably, this is the first study to report compounds 10, 15–18 from the family Menispermaceae. These compounds laid the foundation for the chemical classification of this species.     

Flavonoids and phenolic acids from the roots of Sophora tonkinensis Gagnep

Phytochemical study on the roots of Sophora tonkinensis Gagnep. led to the isolation of fifteen compounds, including eleven flavonoids (1–11) and four phenolic acids (12–15). The structures of these compounds were elucidated based on NMR and HR-ESIMS analysis, further supported by comparison with previous literatures. Among them, compounds 2, 3, 4, 6, 9, 12 and 13 were firstly discovered from S. tonkinensis, compound 8 was firstly discovered from the genus Sophora. Furthermore, the chemotaxonomic significance of the obtained compounds was discussed in detail.     

Which are fatty acids of the green alga Chlorella?

Fatty acid composition of three species of Chlorella were studied under conditions of photoautotrophic and heterotrophic cultivation, nitrogen starvation, and outdoor in a photobioreactor. The composition 14:0, 16:0, 16:1, 16:2, 16:3, 18:0, 18:1, 18:2, α-18:3 is confirmed for Chlorella. Fatty acids with 20 carbon atoms and four or five double bonds are considered not originating from Chlorella. Other exceptions of this composition are interpreted as mixed algal culture, bacterial contamination or impurities.     

The first total synthesis of the marine fatty acid (+/-)-9-methoxypentadecanoic acid: a synthetic route towards mid-chain methoxylated fatty acids

The marine fatty acid (+/-)-9-methoxypentadecanoic acid was synthesized for the first time in seven steps (7.8% overall yield) starting from commercially available 9-decen-1-ol. The key step in the synthesis was the coupling of pentylmagnesium bromide with 1-benzyloxy-9,10-epoxydecane under 1,5-cyclooctadiene copper (I) chloride catalysis. Nuclear magnetic resonance data are provided for the first time for this type of methoxylated fatty acids and the synthetic approach utilized is of general applicability since it can be used in the synthesis of other mid-chain methoxylated fatty acids. This synthetic methodology should afford sufficient quantities of these fatty acids for biological evaluation. The spectral data obtained for the title compound will also be helpful in subsequent characterizations of other mid-chain methoxylated fatty acids using nuclear magnetic resonance spectroscopy.     

Fatty Acid Patterns of Seeds of Some Salvia Species from Iran – A Chemotaxonomic Approach

In this study, the seed oil content and fatty acid (FA) profile of 21 populations from 16 wild Salvia species of Iran were analyzed by GC. Patterns of chemical variations of the oils among species were identified via numerical analyses and also the taxonomic status of the infrageneric grouping was outlined in the genus. Salvia species were scored based on the contents of main FAs using principal coordinate analysis (PCO). The results showed that the total oil content in the seeds varied significantly, and ranged from 6.68 to 38.53% dry weight. α‐Linolenic (18:3ω3, 1.69 – 53.56%), linoleic (18:2ω6, 13.04 – 60.64%), oleic (18:1ω9, 6.15 – 27.06%), palmitic (16:0, 3.77 – 9.27%), and stearic (18:0, 1.78 – 3.05%) acid were identified as five major FAs in the oils. The amount of ω‐3 and ω‐6 FAs ranged between 1.90 – 53.80% and 13.46 – 60.83% of total FAs in the seed oils, respectively. The results confirmed that FA profiles were distinctive among the species and that they can be used as chemotaxonomic markers. The discrimination of Salvia species according to their botanical classification at intersectional level was supported. In general, seed oils of Salvia species were rich sources of polyunsaturated FAs, except in linoleic and α‐linolenic acid, and may be valuable for food and pharmaceutical industries.     

Amino acids,sugars and sterols of some Mediterranean brown algae

Free amino acids, amino sulfonic acids, sugars and sterols have been examined and quantitatively determined in 10 brown seaweeds. Acidic amino acids and their amides are the main components of the amino acid fraction. Cysteinolic acid, taurine and its N-methyl derivatives have been identified in most of the species examined. In all the algae, mannitol is present, sometimes in very large amounts. The sterol fractions of all the species contain fucosterol, cholesterol and 24-methylenecholesterol; minute amounts of 22-dehydrocholesterol and 24-methylcholesta-5, 22-dien-3β-ol have also been frequently detected.     

Increase of lipid yields from some algae by acid extraction

The amounts of total lipids extracted from some but not all the algae examined were increased significantly by adding HCl to the usual chloroform—methanol extraction mixture. The Yield of phospholipid fraction relative to the glycolipids and neutral lipids increased significantly with acid extraction. Acid extraction also increased the yield of phosphatidyl serine, fatty acids, chlorophyll (or its derivatives) and several unknown compounds.     

Seasonal variations in the production of antifungal substances by some dictyotales (brown algae) from the french mediterranean coast

Hexane extracts of some algae belonging to the Dictyotales collected over a 12 month period were tested for their antifungal activity using human pathogenic fungi (yeasts, moulds and dermatophytes) and phytopathogenic fungi responsible for diseases in Mediterranean plants and trees. The three algal species tested (Dictyota dichotoma, Dictyota dichotoma var. implexa, Dilophus spiralis) exhibited a wide spectrum of antifungal activity which varied during the seasons.     

Amino acids and low-molecular-weight carbohydrates of some marine red algae

Amino acids and low-MW carbohydrates of 18 red algae have been analyzed. Several non-protein amino acids have been identified, including pyrrolidine-2,5-dicarboxylic acid (3c) and N-methylmethionine sulfoxide (5), new natural products, and 13 known compounds, citrulline, β-alanine, γ-aminobutyric acid, baikiain (1), pipecolic acid (2), domoic acid (3a), kainic acid (3b), azetidine-2-carboxylic acid (4), methionine sulfoxide taurine, N-methyltaurine, N,N-dimethyltaurine and N,N,N-trimethyltaurine. Sugars present were mainly floridoside, isofloridoside and mannoglyceric acid. Details of the structural elucidation of new compounds are also given.