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

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Abstract: 

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 Sulfoquinovosyldiacylglycerols (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.

Author(s): 
Eliana Barreto-Bergter
Renato Crespo Pereira
Bernardo A. P. da Gama
Maria Teresa Villela Romanos
Jéssica Figueiredo Cavalcanti
Guilherme L. Sassaki
Lauro M. de Souza
Erwan Plouguerné
Keywords: 
Sargassum vulgare
glycolipids
sulfoquinovosyldiacylglycerol
anti-HSV activity
palmitic acid
Article Source: 
Marine Drugs 11(11):4628-4640
Category: 
Basic Biology
Ecological Services
Seaweed composition