New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea
The chemical diversity of the approximately 1,200 natural products isolated from red algae of the genus <i>Laurencia</i>, in combination with the wide range of their biological activities, have placed species of <i>Laurencia</i> in the spotlight of marine chemists’ attention...
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MDPI AG
2022-03-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/6/1866 |
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| author | Maria Harizani Dafni-Ioanna Diakaki Stamatios Perdikaris Vassilios Roussis Efstathia Ioannou |
| author_facet | Maria Harizani Dafni-Ioanna Diakaki Stamatios Perdikaris Vassilios Roussis Efstathia Ioannou |
| author_sort | Maria Harizani |
| collection | DOAJ |
| description | The chemical diversity of the approximately 1,200 natural products isolated from red algae of the genus <i>Laurencia</i>, in combination with the wide range of their biological activities, have placed species of <i>Laurencia</i> in the spotlight of marine chemists’ attention for over 60 years. The chemical investigation of the organic (CH<sub>2</sub>Cl<sub>2</sub>/MeOH) extracts of <i>Laurencia microcladia</i> and <i>Laurencia obtusa</i>, both collected off the coasts of Tinos island in the Aegean Sea, resulted in the isolation of 32 secondary metabolites, including 23 C<sub>15</sub> acetogenins (<b>1</b>–<b>23</b>), 7 sesquiterpenes (<b>24</b>–<b>30</b>) and 2 diterpenes (<b>31</b> and <b>32</b>). Among them, six new C<sub>15</sub> acetogenins, namely 10-acetyl-sagonenyne (<b>2</b>), <i>cis</i>-sagonenyne (<b>3</b>), <i>trans</i>-thuwalenyne C (<b>4</b>), tinosallene A (<b>11</b>), tinosallene B (<b>12</b>) and obtusallene XI (<b>17</b>), were identified and their structures were elucidated by extensive analysis of their spectroscopic data. Compounds <b>1</b>–<b>3</b>, <b>5</b>–<b>11</b>, <b>13</b> and <b>15</b>–<b>32</b> were evaluated for their antibacterial activity against <i>Staphylococcus aureus</i> and <i>Escherichia coli</i>. |
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| format | Article |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T13:10:48Z |
| publishDate | 2022-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-9d2ded14ae774e45b7d2d40372323a582023-11-30T21:42:26ZengMDPI AGMolecules1420-30492022-03-01276186610.3390/molecules27061866New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean SeaMaria Harizani0Dafni-Ioanna Diakaki1Stamatios Perdikaris2Vassilios Roussis3Efstathia Ioannou4Section of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceThe chemical diversity of the approximately 1,200 natural products isolated from red algae of the genus <i>Laurencia</i>, in combination with the wide range of their biological activities, have placed species of <i>Laurencia</i> in the spotlight of marine chemists’ attention for over 60 years. The chemical investigation of the organic (CH<sub>2</sub>Cl<sub>2</sub>/MeOH) extracts of <i>Laurencia microcladia</i> and <i>Laurencia obtusa</i>, both collected off the coasts of Tinos island in the Aegean Sea, resulted in the isolation of 32 secondary metabolites, including 23 C<sub>15</sub> acetogenins (<b>1</b>–<b>23</b>), 7 sesquiterpenes (<b>24</b>–<b>30</b>) and 2 diterpenes (<b>31</b> and <b>32</b>). Among them, six new C<sub>15</sub> acetogenins, namely 10-acetyl-sagonenyne (<b>2</b>), <i>cis</i>-sagonenyne (<b>3</b>), <i>trans</i>-thuwalenyne C (<b>4</b>), tinosallene A (<b>11</b>), tinosallene B (<b>12</b>) and obtusallene XI (<b>17</b>), were identified and their structures were elucidated by extensive analysis of their spectroscopic data. Compounds <b>1</b>–<b>3</b>, <b>5</b>–<b>11</b>, <b>13</b> and <b>15</b>–<b>32</b> were evaluated for their antibacterial activity against <i>Staphylococcus aureus</i> and <i>Escherichia coli</i>.https://www.mdpi.com/1420-3049/27/6/1866<i>Laurencia microcladia</i><i>Laurencia obtusa</i>red algaeC<sub>15</sub> acetogeninsisolationstructure elucidation |
| spellingShingle | Maria Harizani Dafni-Ioanna Diakaki Stamatios Perdikaris Vassilios Roussis Efstathia Ioannou New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea Molecules <i>Laurencia microcladia</i> <i>Laurencia obtusa</i> red algae C<sub>15</sub> acetogenins isolation structure elucidation |
| title | New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea |
| title_full | New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea |
| title_fullStr | New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea |
| title_full_unstemmed | New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea |
| title_short | New C<sub>15</sub> Acetogenins from Two Species of <i>Laurencia</i> from the Aegean Sea |
| title_sort | new c sub 15 sub acetogenins from two species of i laurencia i from the aegean sea |
| topic | <i>Laurencia microcladia</i> <i>Laurencia obtusa</i> red algae C<sub>15</sub> acetogenins isolation structure elucidation |
| url | https://www.mdpi.com/1420-3049/27/6/1866 |
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