Lipids isolated from the cultivated red alga Chondrus crispus inhibit nitric oxide production

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DOIResolve DOI: http://doi.org/10.1007/s10811-013-0174-5
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TypeArticle
Journal titleJournal of Applied Phycology
ISSN0921-8971
Volume26
Issue3
Pages15651571; # of pages: 7
SubjectCultivated Chondrus crispus; Nitric oxide; icosapentaenoic acid; Arachidonic acid; Lutein; Galactolipid; Monogalactosyldiacylglycerol; Digalactosyldiacylglycerol
AbstractA MeOH extract of cultivated Chondrus crispus showed dose-dependent nitric oxide (NO) inhibition of lipopolysaccharide-induced NO production in macrophage RAW264.7 cells. NO inhibition-guided fractionation of the extract led to identification of eicosapentaenoic acid (EPA, 1), arachidonic acid (AA, 2), lutein (3), and eight galactolipids as active components. Based on spectral analysis, the isolated galactolipids were identified as (2S)-1,2-bis-O-eicosapentaenoyl-3-O-β-d-galactopyranosylglycerol (4), (2S)-1-O-eicosapentaenoyl-2-O-arachidonoyl-3-O-β-d-galactopyranosylglycerol (5), (2S)-1-O-(6Z,9Z,12Z,15Z-octadecatetranoyl)-2-O-palmitoyl-3-O-β-d-galactopyranosylglycerol (6), (2S)-1-O-eicosapentaenoyl-2-O-palmitoyl-3-O-β-d-galactopyranosylglycerol (7), (2S)-1,2-bis-O-arachidonoyl-3-O-β-d-galactopyranosylglycerol (8), (2S)-1-O-arachidonoyl-2-O-palmitoyl-3-O-β-d-galactopyranosylglycerol (9), (2S)-1-O-eicosapentaenoyl-2-O-palmitoyl-3-O-(β-d-galactopyranosyl-6-1α-d-galactopyranosyl)-glycerol (10), and (2S)-1-O-arachidonoyl-2-O-palmitoyl-3-O-(β-d-galactopyranosyl-6-1α-d-galactopyranosyl)-glycerol (11). All the isolated compounds showed significant NO inhibitory activity. This is the first report of the isolation and identification of individual galactolipids from C. crispus. Moreover, (2S)-1,2-bis-O-arachidonoyl -3-O-β-d-galactopyranosylglycerol (8) is a novel compound.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC); Aquatic and Crop Resource Development
Peer reviewedYes
NRC numberNRC-ACRD-55477
NPARC number21272241
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Record identifierd6cce568-39f3-47de-8ba4-9b29d61113a5
Record created2014-07-23
Record modified2016-05-09
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