Sulfoquinovosyldiacylglycerins from Scaphechinus mirabilis

Logvinov, S. V.; Денисенко, В. А.; Dmitrenok, Pavel S.; Moiseenko, O. P.

doi:10.1007/s10600-012-0198-0

Cited by 4 publications

(4 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The principal ion present in fractions F4I86 and F4II90 corresponds to the structure of a SQDG esterified by two palmitic acids (C16:0). Such observation is consistent with previous studies that already identified palmitic acid as the most abundant fatty acid present in marine sulfonoglycolipids [ 18 , 22 , 28 , 29 , 30 , 31 , 32 , 33 , 34 ]. Indeed, palmitic acid is present in all the SQDGs identified in fraction F4II90, and is part of the structure of five of the six SQDGs identified in fraction F4I86.…”

Section: Resultssupporting

confidence: 93%

Antiviral Sulfoquinovosyldiacylglycerols (SQDGs) from the Brazilian Brown Seaweed Sargassum vulgare

et al. 2013

View full text Add to dashboard Cite

Total lipids from the Brazilian brown seaweed Sargassum vulgare were extracted with chloroform/methanol 2:1 and 1:2 (v/v) at room temperature. After performing Folch partition of the crude lipid extract, the lipids recovered from the Folch lower layer were fractionated on a silica gel column eluted with chloroform, acetone and methanol. The fraction eluted with methanol, presented a strong orcinol-positive band characteristic of the presence of sulfatides when examined by TLC. This fraction was then purified by two successive silica gel column chromatography giving rise to fractions F4I86 and F4II90 that exhibited strong activity against herpes simplex virus type 1 and 2. The chemical structures present in both fractions were elucidated by ESI-MS and 1H/13C NMR analysis HSQC fingerprints based on their tandem–MS behavior as sulfoquinovosildiacylglycerols (SQDGs). The main SQDG present in both fractions and responsible for the anti-herpes activity observed was identified as 1,2-di-O-palmitoyl-3-O-(6-sulfo-α-d-quinovopyranosyl)-glycerol.

show abstract

Section: Resultssupporting

confidence: 93%

Antiviral Sulfoquinovosyldiacylglycerols (SQDGs) from the Brazilian Brown Seaweed Sargassum vulgare

et al. 2013

View full text Add to dashboard Cite

show abstract

“…1). In addition, our NMR data of lipid 3 are in accordance with the literature for SQDG (Sassaki et al 2001, Logvinov et al 2012).…”

Section: Resultssupporting

confidence: 90%

Examination of the structures of several glycerolipids from marine macroalgae by NMR and GC‐MS

Logvinov

Gerasimenko

Esipov

et al. 2015

Journal of Phycology

View full text Add to dashboard Cite

Several classes of glycerolipids were isolated from the total lipids of the algae Saccharina cichorioides, Eualaria fistulosa, Fucus evanescens, Sargassum pallidum, Silvetia babingtonii (Ochrophyta, Phaeophyceae), Tichocarpus crinitus, and Neorhodomela larix (Rhodophyta, Florideophyceae). The structures of these lipids were examined by nuclear magnetic resonance (NMR) spectroscopy, including 1D ((1) H and (13) C) and 2D (COSY, HSQC and HMBC) experiments. All of the investigated algae included common galactolipids and sulfonoglycolipids as the major glycolipids. Minor glycolipids isolated from S. cichorioides, T. crinitus, and N. laris were identified as lyso-galactolipids with a polar group consisted of the galactose. Comparison of the (1) H NMR data of minor nonpolar lipids isolated from the extracts of the brown algae S. pallidum and F. evanescens with the (1) H NMR data of other lipids allowed them to be identified as diacylglycerols. The structures of betaine lipids isolated from brown algae were confirmed by NMR for the first time. The fatty acid compositions of the isolated lipids were determined by gas chromatography-mass spectrometry.

show abstract

“…The molecular species of SQDG containing two unsaturated acyl groups (for example, 18:1/18:1, 18:1/18:2, 18:2/18:2, 18:2/18:3) were also found. The compositions of the SQDG molecular species have been described in different phyla, for example, a soil bacterium [48], cyanobacteria [49,50], microalgae, seaweeds [51], Arabidopsis leaves [45], and sea urchin [52]. These molecular species were characterized by the high degree of saturation of FAs and contained one or two saturated acyl groups.…”

Section: Discussionmentioning

confidence: 99%

Lipid Isolation Process and Study on Some Molecular Species of Polar Lipid Isolated from Seed of Madhuca ellitica

et al. 2019

View full text Add to dashboard Cite

This study attempted the lipid extraction process from the seeds of Madhuca ellitica, a lipid-rich plant, and conducted a lipidomic analysis on molecular species of the obtained product. Total lipids of the crude seeds were found to contain 11.2% of polar lipids. The major fatty acids (FAs) of the polar lipids were palmitic (16:0), stearic (18:0), oleic (18:1n-9), and linoleic (18:2n-6) acids, which amounted to 28.5, 12.5, 44.8, and 13.2% of total FAs, respectively. The content and chemical structures of individual molecular species of phosphatidylglycerol (PG), phosphatidylethanolamine (PE), phosphatidylcholine (PC), phosphatidylinositol (PI), phosphatidic acid (PA), and sulfoquinovosyldiacylglycerol (SQDG) were determined by HPLC with a tandem high-resolution mass spectrometry (HRMS). The major molecular species were 18:1/18:2 PE, 16:0/18:1 PC, 18:1/18:2 PC, 16:0/18:2 PG, 16:0/18:1 PG, 16:1/18:1 PI, 16:0/18:1 PI, 18:0/18:2 PI, 16:0/18:1 PA, 18:1/18:2 PA, 16:0/18:1 SQDG, and 18:0/18:1 SQDG. The application of a tandem HRMS allows us to determine the content of each isomer in pairs of the monoisotopic molecular species, for example, 18:0/18:2 and 18:1/18:1. The evaluation of the seed polar lipid profile will be helpful for developing the potential of this tree for nutritive and industrial uses.

show abstract

Sulfoquinovosyldiacylglycerins from Scaphechinus mirabilis

Cited by 4 publications

References 20 publications

Antiviral Sulfoquinovosyldiacylglycerols (SQDGs) from the Brazilian Brown Seaweed Sargassum vulgare

Antiviral Sulfoquinovosyldiacylglycerols (SQDGs) from the Brazilian Brown Seaweed Sargassum vulgare

Examination of the structures of several glycerolipids from marine macroalgae by NMR and GC‐MS

Lipid Isolation Process and Study on Some Molecular Species of Polar Lipid Isolated from Seed of Madhuca ellitica

Contact Info

Product

Resources

About