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

Overview
Journal Mar Drugs
Publisher MDPI
Specialties Biology
Pharmacology
Date 2013 Nov 29
PMID 24284427
Citations 21
Authors
Affiliations
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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.

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References
1.
Neyts J, Snoeck R, Schols D, Balzarini J, Esko J, Van Schepdael A . Sulfated polymers inhibit the interaction of human cytomegalovirus with cell surface heparan sulfate. Virology. 1992; 189(1):48-58. DOI: 10.1016/0042-6822(92)90680-n. View

2.
Barreto-Bergter E, Sassaki G, de Souza L . Structural analysis of fungal cerebrosides. Front Microbiol. 2011; 2:239. PMC: 3230030. DOI: 10.3389/fmicb.2011.00239. View

3.
Vo T, Ngo D, Van Ta Q, Kim S . Marine organisms as a therapeutic source against herpes simplex virus infection. Eur J Pharm Sci. 2011; 44(1-2):11-20. DOI: 10.1016/j.ejps.2011.07.005. View

4.
Kabara J, Swieczkowski D, Conley A, TRUANT J . Fatty acids and derivatives as antimicrobial agents. Antimicrob Agents Chemother. 1972; 2(1):23-8. PMC: 444260. DOI: 10.1128/AAC.2.1.23. View

5.
Sassaki G, Gorin P, Tischer C, Iacomini M . Sulfonoglycolipids from the lichenized basidiomycete Dictyonema glabratum: isolation, NMR, and ESI-MS approaches. Glycobiology. 2001; 11(4):345-51. DOI: 10.1093/glycob/11.4.345. View