Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist
An unprecedented phosphatidylmonogalactosyldiacylglycerol pool (PGDG, <b>1</b>) rich in polyunsaturated fatty acids was isolated from the marine diatoms <i>Thalassiosira weissflogii</i>. Here we report for the first time the NMR characterization of this rare lipid from marine...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-02-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/17/2/103 |
| _version_ | 1818001314176565248 |
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| author | Emiliano Manzo Carmela Gallo Rossella Sartorius Genoveffa Nuzzo Angela Sardo Piergiuseppe De Berardinis Angelo Fontana Adele Cutignano |
| author_facet | Emiliano Manzo Carmela Gallo Rossella Sartorius Genoveffa Nuzzo Angela Sardo Piergiuseppe De Berardinis Angelo Fontana Adele Cutignano |
| author_sort | Emiliano Manzo |
| collection | DOAJ |
| description | An unprecedented phosphatidylmonogalactosyldiacylglycerol pool (PGDG, <b>1</b>) rich in polyunsaturated fatty acids was isolated from the marine diatoms <i>Thalassiosira weissflogii</i>. Here we report for the first time the NMR characterization of this rare lipid from marine organisms along with a synthetic strategy for the preparation of a PGDG analog (<b>2</b>). PGDG <b>1</b> exhibited immunostimulatory activity in human dendritic cells (DCs) and the synthetic PGDG <b>2</b> was prepared to explore its mechanism of action. A Toll-like receptor-4 (TLR-4) agonistic activity was evidenced in human and murine DCs underlying the antigen-specific T-cell activation of this class of molecules. |
| first_indexed | 2024-04-14T03:32:51Z |
| format | Article |
| id | doaj.art-4fae14ec6a98439b8d0b57f7cb5238b5 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T03:32:51Z |
| publishDate | 2019-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-4fae14ec6a98439b8d0b57f7cb5238b52022-12-22T02:14:53ZengMDPI AGMarine Drugs1660-33972019-02-0117210310.3390/md17020103md17020103Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 AgonistEmiliano Manzo0Carmela Gallo1Rossella Sartorius2Genoveffa Nuzzo3Angela Sardo4Piergiuseppe De Berardinis5Angelo Fontana6Adele Cutignano7CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyCNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyCNR-Institute of Protein Biochemistry, via Pietro Castellino, 111, 80131 Napoli, ItalyCNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyCNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyCNR-Institute of Protein Biochemistry, via Pietro Castellino, 111, 80131 Napoli, ItalyCNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyCNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34, 80078 Pozzuoli (Napoli), ItalyAn unprecedented phosphatidylmonogalactosyldiacylglycerol pool (PGDG, <b>1</b>) rich in polyunsaturated fatty acids was isolated from the marine diatoms <i>Thalassiosira weissflogii</i>. Here we report for the first time the NMR characterization of this rare lipid from marine organisms along with a synthetic strategy for the preparation of a PGDG analog (<b>2</b>). PGDG <b>1</b> exhibited immunostimulatory activity in human dendritic cells (DCs) and the synthetic PGDG <b>2</b> was prepared to explore its mechanism of action. A Toll-like receptor-4 (TLR-4) agonistic activity was evidenced in human and murine DCs underlying the antigen-specific T-cell activation of this class of molecules.https://www.mdpi.com/1660-3397/17/2/103marine diatom<i>Thalassiosira weissflogii</i>phosphogalactolipidsToll-like receptor 4dendritic cellsimmunostimulatory lipidphosphoglycolipid synthesis |
| spellingShingle | Emiliano Manzo Carmela Gallo Rossella Sartorius Genoveffa Nuzzo Angela Sardo Piergiuseppe De Berardinis Angelo Fontana Adele Cutignano Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist Marine Drugs marine diatom <i>Thalassiosira weissflogii</i> phosphogalactolipids Toll-like receptor 4 dendritic cells immunostimulatory lipid phosphoglycolipid synthesis |
| title | Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist |
| title_full | Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist |
| title_fullStr | Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist |
| title_full_unstemmed | Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist |
| title_short | Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom <i>Thalassiosira weissflogii</i>: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist |
| title_sort | immunostimulatory phosphatidylmonogalactosyldiacylglycerols pgdg from the marine diatom i thalassiosira weissflogii i inspiration for a novel synthetic toll like receptor 4 agonist |
| topic | marine diatom <i>Thalassiosira weissflogii</i> phosphogalactolipids Toll-like receptor 4 dendritic cells immunostimulatory lipid phosphoglycolipid synthesis |
| url | https://www.mdpi.com/1660-3397/17/2/103 |
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