title: Antiviral Sulfoquinovosyldiacylglycerols (SQDGs) from the Brazilian brown seaweed Sargassum vulgare.
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.
authors.affiliation: Department of Marine Biology, Biology Institute, Fluminense Federal University, Niterói 24210-130, RJ, Brazil. eplouguerne@hotmail.com.
authors.forename: Erwan
authors.initials: E
authors.lastname: Plouguerné
authors.forename: Lauro M
authors.initials: LM
authors.lastname: de Souza
authors.forename: Guilherme L
authors.initials: GL
authors.lastname: Sassaki
authors.forename: Jéssica Figueiredo
authors.initials: JF
authors.lastname: Cavalcanti
authors.forename: Maria Teresa
authors.initials: MT
authors.lastname: Villela Romanos
authors.forename: Bernardo A P
authors.initials: BA
authors.lastname: da Gama
authors.forename: Renato Crespo
authors.initials: RC
authors.lastname: Pereira
authors.forename: Eliana
authors.initials: E
authors.lastname: Barreto-Bergter
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry* / Q000494:pharmacology; D001938:Brazil; D002460:Cell Line; D002522:Chlorocebus aethiops; D006017:Glycolipids / Q000737:chemistry* / Q000494:pharmacology*; D018259:Herpesvirus 1, Human / Q000187:drug effects; D018258:Herpesvirus 2, Human / Q000187:drug effects; D008055:Lipids / Q000737:chemistry / Q000494:pharmacology; D044647:Sargassum / Q000737:chemistry*; D012624:Seaweed / Q000737:chemistry*; D014709:Vero Cells
chemical_list: D000998:Antiviral Agents; D006017:Glycolipids; D008055:Lipids; C496611:sulfoquinovosylacylglycerol