期刊
MARINE DRUGS
卷 10, 期 4, 页码 918-931出版社
MDPI
DOI: 10.3390/md10040918
关键词
Osmundaria obtusiloba; red alga; glycolipids; sulfoquinovosyldiacylglycerol; anti-herpes simplex activity
资金
- Fundacao Araucaria
- FINEP (PRONEX-CARBOIDRATOS, PADCT II/ SBIO)
- CAPES (Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior)
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)
- FAPERJ (Fundacao de Amparo a Pesquisa do Estado do Rio de Janeiro)
- Universidade Federal do Rio de Janeiro (UFRJ)
Glycolipids were extracted from the red alga Osmundaria obtusiloba from Southeastern Brazilian coast. The acetone insoluble material was extracted with chloroform/methanol and the lipids, enriched in glycolipids, were fractionated on a silica gel column eluted with chloroform, acetone and then methanol. Three major orcinol-positive bands were found in the acetone and methanol fractions, being detected by thin layer chromatography. The structures of the corresponding glycolipids were elucidated by ESI-MS and H-1/C-13 NMR analysis, on the basis of their tandem-MS behavior and HSQC, TOCSY fingerprints. For the first time, the structure of sulfoquinovosyldiacylglycerol from the red alga Osmundaria obtusiloba was characterized. This molecule exhibited potent antiviral activity against HSV-1 and HSV-2 with EC50 values of 42 mu g/mL to HSV-1 and 12 mu g/mL to HSV-2, respectively. Two other glycolipids, mono- and digalactosyldiacylglycerol, were also found in the alga, being characterized by ESI-MS/MS. The structural elucidation of algae glycolipids is a first step for a better understanding of the relation between these structures and their biological activities.
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