Galactolipids from the temperate red marine alga Gracilariopsis lemaneiformis

Jiang, Zhi D.; Gerwick, William H.

doi:10.1016/0031-9422(90)80096-y

Cited by 31 publications

(21 citation statements)

References 22 publications

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“…As an alternative source, lipid‐bound 7,8‐di‐HETE might be released by another lipid‐hydrolysing activity. The fact that the related red alga G. lemaneiformis contains the vicinal dihydroxylated 12,13‐di‐HETE bound to galactolipids,17 prompted us to search for galactolipid‐bound 7,8‐di‐HETE in G. chilensis . Hydroxylated galactolipids could be obtained following an established derivatisation and purification protocol 17.…”

Section: Resultsmentioning

confidence: 99%

Phospholipases and Galactolipases Trigger Oxylipin‐Mediated Wound‐Activated Defence in the Red Alga Gracilaria chilensis against Epiphytes

et al. 2006

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We investigated the wound response of the commercially important red alga, Gracilaria chilensis, in order to obtain insight into its interaction with epiphytic pests. After wounding, the host releases free fatty acids as well as the hydroxylated eicosanoids, 8R-hydroxy eicosatetraenoic acid (8-HETE) and 7S,8R-dihydroxy eicosatetraenoic acid (7,8-di-HETE). While the release of free arachidonic acid and subsequent formation of 8-HETE is controlled by phospholipase A, 7,8-di-HETE production is independent of this lipase. This dihydroxylated fatty acid might be directly released from galactolipids. Physiologically relevant concentrations of oxylipins reduced spore settlement of Acrochaetium sp. (Rhodophyta, Acrochaetiaceae) and suppressed the development of hapteria in Ceramium rubrum (Rhodophyta, Ceramiaceae) when these model epiphytes were exposed to artificial surfaces that contained 8-HETE or 7,8-di-HETE. Thus, the immediate release of oxylipins can be seen as G. chilensis defence against epiphytes.

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Section: Resultsmentioning

confidence: 99%

Phospholipases and Galactolipases Trigger Oxylipin‐Mediated Wound‐Activated Defence in the Red Alga Gracilaria chilensis against Epiphytes

et al. 2006

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“…Fewer interactions between DGalDAG and the silanol groups would occur if the polarity of the polar headgroup could be decreased, thus improving the resolution between molecular species. 1 H nuclear magnetic resonance (NMR) spectroscopic data of DGalDAG have been reported in a number of studies (9)(10)(11)(12). However, the signals from many of the protons in the glycerol and galactosyl moieties appear in a narrow range of the spectrum, resulting in overlapping signals.…”

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confidence: 99%

Nuclear magnetic resonance spectroscopy and reversed‐phase high‐performance liquid chromatography of peracetylated digalactosyldiacylglycerols

Bergqvist

Holmbäck

2000

J Americ Oil Chem Soc

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A simple method for the peracetylation of digalactosyldiacylglycerols is described. The peracetylated compounds were isolated by thin-layer chromatography and subjected to nuclear magnetic resonance spectroscopy for structure elucidation. The proton signals at acetylated sites are shifted downfield compared to the nonderivatized compounds, resulting in improved resolution. The peracetylated compounds were also subjected to molecular species analysis by reversedphase high-performance liquid chromatogrphy. The chromatography behavior of the peracetylated compounds was similar to that of triacylglycerols, displaying narrow and symmetrical peaks yielding a highly resolved molecular species profile.

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“…From Gracilariopsis lemaneiformis galactolipids containing icosanoid moieties were described (50). From the same algal species, 12-lipoxygenase activity, involved in the biosynthesis of these arachidonic acid metabolites, was demonstrated (82).…”

Section: Charaminmentioning

confidence: 98%

“…Phytochemical investigations of red algae have resulted in the identification of a predominance of halogenated metabolites, which are mainly of terpenoid, acetogenic or aromatic origin (72). Marine red algae have also been recognized as a source of structurally varied icosanoic acid derivatives (45)(46)(47)(48)(49)(50). Biological activities discovered for red algal metabolites include antimicrobial, cytotoxic, anti-inflammatory and antiviral effects, as well as inhibition of canine Na + /K + ATPase, human lymphocyte 5-lipoxygenase and human neutrophil degranulation (48).…”

Section: Charaminmentioning

confidence: 99%

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Algal Secondary Metabolites and Their Pharmaceutical Potential

König

Wright

1993

ACS Symposium Series

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Algae are a rich and varied source of pharmacologically active natural products. In this paper the biological properties of natural products derived from algae of the divisions Chlorophyta, Rhodophyta, Phaeophyta and Cyanophyta are discussed. The compounds described belong to a wide range of structural classes, e.g., alkaloids, aromatic compounds, macrolides, peptides and terpenes, all of which exhibit some biological activity.This paper provides an overview of the literature relating to algae of the divisions Chlorophyta, Rhodophyta, Phaeophyta and Cyanophyta that have afforded biologically active natural products. Within each division, information is subdivided according to the structural classes in which the active compounds belong. It is considered beyond the scope of this paper to mention every algal metabolite shown to possess some biological activity. Thus, examples were chosen in such a way as to demonstrate the range of chemical structures and biological activities encountered in algae, with an emphasis on the more recent literature. Prior to this compilation, many interesting and detailed reports have been published relating either to algal metabolites (1-10) or to marine natural products in general (11, 12), but no recent report has attempted to provide an overall view of bioactive secondary metabolites from algae.

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Galactolipids from the temperate red marine alga Gracilariopsis lemaneiformis

Cited by 31 publications

References 22 publications

Phospholipases and Galactolipases Trigger Oxylipin‐Mediated Wound‐Activated Defence in the Red Alga Gracilaria chilensis against Epiphytes

Phospholipases and Galactolipases Trigger Oxylipin‐Mediated Wound‐Activated Defence in the Red Alga Gracilaria chilensis against Epiphytes

Nuclear magnetic resonance spectroscopy and reversed‐phase high‐performance liquid chromatography of peracetylated digalactosyldiacylglycerols

Algal Secondary Metabolites and Their Pharmaceutical Potential

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