Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i>
The bioactivity-guided purification of the culture broth of the shipworm endosymbiont <i>Teredinibacter turnerae</i> strain 991H.S.0a.06 yielded a new fatty acid, turneroic acid (<b>1</b>), and two previously described oxylipins (<b>2</b>–<b>3</b>). Tu...
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-12-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/18/12/656 |
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| author | Noel M. Lacerna Cydee Marie V. Ramones Jose Miguel D. Robes Myra Ruth D. Picart Jortan O. Tun Bailey W. Miller Margo G. Haygood Eric W. Schmidt Lilibeth A. Salvador-Reyes Gisela P. Concepcion |
| author_facet | Noel M. Lacerna Cydee Marie V. Ramones Jose Miguel D. Robes Myra Ruth D. Picart Jortan O. Tun Bailey W. Miller Margo G. Haygood Eric W. Schmidt Lilibeth A. Salvador-Reyes Gisela P. Concepcion |
| author_sort | Noel M. Lacerna |
| collection | DOAJ |
| description | The bioactivity-guided purification of the culture broth of the shipworm endosymbiont <i>Teredinibacter turnerae</i> strain 991H.S.0a.06 yielded a new fatty acid, turneroic acid (<b>1</b>), and two previously described oxylipins (<b>2</b>–<b>3</b>). Turneroic acid (<b>1</b>) is an 18-carbon fatty acid decorated by a hydroxy group and an epoxide ring. Compounds <b>1</b>–<b>3</b> inhibited bacterial biofilm formation in <i>Staphylococcus epidermidis</i>, while only <b>3</b> showed antimicrobial activity against planktonic <i>S</i>. <i>epidermidis</i>. Comparison of the bioactivity of <b>1</b>–<b>3</b> with structurally related compounds indicated the importance of the epoxide moiety for selective and potent biofilm inhibition. |
| first_indexed | 2024-03-10T13:54:13Z |
| format | Article |
| id | doaj.art-5f3a4a1169cf4c03bc9fafad9267c04f |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-10T13:54:13Z |
| publishDate | 2020-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-5f3a4a1169cf4c03bc9fafad9267c04f2023-11-21T01:45:29ZengMDPI AGMarine Drugs1660-33972020-12-01181265610.3390/md18120656Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i>Noel M. Lacerna0Cydee Marie V. Ramones1Jose Miguel D. Robes2Myra Ruth D. Picart3Jortan O. Tun4Bailey W. Miller5Margo G. Haygood6Eric W. Schmidt7Lilibeth A. Salvador-Reyes8Gisela P. Concepcion9The Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesDepartment of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USADepartment of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USADepartment of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USAThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, PhilippinesThe bioactivity-guided purification of the culture broth of the shipworm endosymbiont <i>Teredinibacter turnerae</i> strain 991H.S.0a.06 yielded a new fatty acid, turneroic acid (<b>1</b>), and two previously described oxylipins (<b>2</b>–<b>3</b>). Turneroic acid (<b>1</b>) is an 18-carbon fatty acid decorated by a hydroxy group and an epoxide ring. Compounds <b>1</b>–<b>3</b> inhibited bacterial biofilm formation in <i>Staphylococcus epidermidis</i>, while only <b>3</b> showed antimicrobial activity against planktonic <i>S</i>. <i>epidermidis</i>. Comparison of the bioactivity of <b>1</b>–<b>3</b> with structurally related compounds indicated the importance of the epoxide moiety for selective and potent biofilm inhibition.https://www.mdpi.com/1660-3397/18/12/656anti-biofilmoxylipinsStaphylococcus epidermidisLyrodusshipwormTeredinibacter turnerae |
| spellingShingle | Noel M. Lacerna Cydee Marie V. Ramones Jose Miguel D. Robes Myra Ruth D. Picart Jortan O. Tun Bailey W. Miller Margo G. Haygood Eric W. Schmidt Lilibeth A. Salvador-Reyes Gisela P. Concepcion Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> Marine Drugs anti-biofilm oxylipins Staphylococcus epidermidis Lyrodus shipworm Teredinibacter turnerae |
| title | Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> |
| title_full | Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> |
| title_fullStr | Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> |
| title_full_unstemmed | Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> |
| title_short | Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont <i>Teredinibacter turnerae</i> |
| title_sort | inhibition of biofilm formation by modified oxylipins from the shipworm symbiont i teredinibacter turnerae i |
| topic | anti-biofilm oxylipins Staphylococcus epidermidis Lyrodus shipworm Teredinibacter turnerae |
| url | https://www.mdpi.com/1660-3397/18/12/656 |
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