Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast
Glycolipids were extracted from the red alga <em>Osmundaria obtusiloba </em>from<em> </em>Southeastern Brazilian coast. The acetone insoluble material was extracted with chloroform/methanol and the lipids, enriched in glycolipids, were fraction...
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| Format: | Article |
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MDPI AG
2012-04-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/10/4/918 |
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| author | Eliana Barreto-Bergter Maria Teresa Villela Romanos Guilherme L. Sassaki Lauro M. de Souza |
| author_facet | Eliana Barreto-Bergter Maria Teresa Villela Romanos Guilherme L. Sassaki Lauro M. de Souza |
| author_sort | Eliana Barreto-Bergter |
| collection | DOAJ |
| description | Glycolipids were extracted from the red alga <em>Osmundaria obtusiloba </em>from<em> </em>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 <sup>1</sup>H/<sup>13</sup>C 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 <em>Osmundaria obtusiloba</em> was characterized. This molecule exhibited potent antiviral activity against HSV-1 and HSV-2 with EC<sub>50</sub> values of 42 µg/mL to HSV-1 and 12 µg/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. |
| first_indexed | 2024-04-14T06:39:22Z |
| format | Article |
| id | doaj.art-a4f262d600c74b90953db43089ae643b |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T06:39:22Z |
| publishDate | 2012-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-a4f262d600c74b90953db43089ae643b2022-12-22T02:07:23ZengMDPI AGMarine Drugs1660-33972012-04-01104918931Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian CoastEliana Barreto-BergterMaria Teresa Villela RomanosGuilherme L. SassakiLauro M. de SouzaGlycolipids were extracted from the red alga <em>Osmundaria obtusiloba </em>from<em> </em>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 <sup>1</sup>H/<sup>13</sup>C 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 <em>Osmundaria obtusiloba</em> was characterized. This molecule exhibited potent antiviral activity against HSV-1 and HSV-2 with EC<sub>50</sub> values of 42 µg/mL to HSV-1 and 12 µg/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.http://www.mdpi.com/1660-3397/10/4/918<em>Osmundaria</em> <em>obtusiloba</em>red algaglycolipidssulfoquinovosyldiacylglycerolanti-herpes simplex activity |
| spellingShingle | Eliana Barreto-Bergter Maria Teresa Villela Romanos Guilherme L. Sassaki Lauro M. de Souza Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast Marine Drugs <em>Osmundaria</em> <em>obtusiloba</em> red alga glycolipids sulfoquinovosyldiacylglycerol anti-herpes simplex activity |
| title | Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast |
| title_full | Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast |
| title_fullStr | Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast |
| title_full_unstemmed | Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast |
| title_short | Structural Characterization and Anti-HSV-1 and HSV-2 Activity of Glycolipids from the Marine Algae <em>Osmundaria obtusiloba</em> Isolated from Southeastern Brazilian Coast |
| title_sort | structural characterization and anti hsv 1 and hsv 2 activity of glycolipids from the marine algae lt em gt osmundaria obtusiloba lt em gt isolated from southeastern brazilian coast |
| topic | <em>Osmundaria</em> <em>obtusiloba</em> red alga glycolipids sulfoquinovosyldiacylglycerol anti-herpes simplex activity |
| url | http://www.mdpi.com/1660-3397/10/4/918 |
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