Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols
A series of novel substituted 1-<i>O</i>-alkylglycerols (AKGs) containing methoxy (<b>8</b>), <i>gem</i>-difluoro (<b>9</b>), azide (<b>10</b>) and hydroxy (<b>11</b>) group at 12 position in the alkyl chain were synthesized fro...
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| Format: | Article |
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MDPI AG
2020-02-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/18/2/113 |
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| author | René Momha Victor Kuete Jean-Marie Pagès Dieudonné Emmanuel Pegnyemb Paul Mosset |
| author_facet | René Momha Victor Kuete Jean-Marie Pagès Dieudonné Emmanuel Pegnyemb Paul Mosset |
| author_sort | René Momha |
| collection | DOAJ |
| description | A series of novel substituted 1-<i>O</i>-alkylglycerols (AKGs) containing methoxy (<b>8</b>), <i>gem</i>-difluoro (<b>9</b>), azide (<b>10</b>) and hydroxy (<b>11</b>) group at 12 position in the alkyl chain were synthesized from commercially available ricinoleic acid (<b>12</b>). The structures of these new synthesized AKGs were established by NMR experiments as well as from the HRMS and elementary analysis data. The antimicrobial activities of the studied AKGs <b>8</b>–<b>11</b> were evaluated, respectively, and all compounds exhibited antimicrobial activity to different extents alone and also when combined with some commonly used antibiotics (gentamicin, tetracycline, ciprofloxacin and ampicillin). AKG <b>11</b> was viewed as a lead compound for this series as it exhibited significantly higher antimicrobial activity than compounds <b>8</b>–<b>10</b>. |
| first_indexed | 2024-03-09T06:18:38Z |
| format | Article |
| id | doaj.art-3e8808b7be314a3c9bdb4e04dfde0c62 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T06:18:38Z |
| publishDate | 2020-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-3e8808b7be314a3c9bdb4e04dfde0c622023-12-03T11:50:01ZengMDPI AGMarine Drugs1660-33972020-02-0118211310.3390/md18020113md18020113Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerolsRené Momha0Victor Kuete1Jean-Marie Pagès2Dieudonné Emmanuel Pegnyemb3Paul Mosset4Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR 6226, F-35000 Rennes, FranceUniversity of Dschang, Faculty of Science, Department of Biochemistry, P.O. Box 67 Dschang, CameroonUMR_MD1, U-1261, Aix-Marseille Univ, INSERM, IRBA. Membranes et Cibles Thérapeutiques, Faculté de Pharmacie, 13385 Marseille cedex 05, FranceDépartement de ChimieOrganique, Faculté des Sciences, Université de Yaoundé I, BP 812 Yaoundé, CamerounUniv Rennes, CNRS, ISCR (Institut des Sciences Chimiquesde Rennes), UMR 6226, F-35000 Rennes, FranceA series of novel substituted 1-<i>O</i>-alkylglycerols (AKGs) containing methoxy (<b>8</b>), <i>gem</i>-difluoro (<b>9</b>), azide (<b>10</b>) and hydroxy (<b>11</b>) group at 12 position in the alkyl chain were synthesized from commercially available ricinoleic acid (<b>12</b>). The structures of these new synthesized AKGs were established by NMR experiments as well as from the HRMS and elementary analysis data. The antimicrobial activities of the studied AKGs <b>8</b>–<b>11</b> were evaluated, respectively, and all compounds exhibited antimicrobial activity to different extents alone and also when combined with some commonly used antibiotics (gentamicin, tetracycline, ciprofloxacin and ampicillin). AKG <b>11</b> was viewed as a lead compound for this series as it exhibited significantly higher antimicrobial activity than compounds <b>8</b>–<b>10</b>.https://www.mdpi.com/1660-3397/18/2/113alkylglycerol (AKG)ricinoleic acid (RA)antimicrobial activitystructure–activity relationship (SAR) studiesantibiotics (gentamicintetracycline |
| spellingShingle | René Momha Victor Kuete Jean-Marie Pagès Dieudonné Emmanuel Pegnyemb Paul Mosset Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols Marine Drugs alkylglycerol (AKG) ricinoleic acid (RA) antimicrobial activity structure–activity relationship (SAR) studies antibiotics (gentamicin tetracycline |
| title | Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols |
| title_full | Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols |
| title_fullStr | Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols |
| title_full_unstemmed | Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols |
| title_short | Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-<em>O</em>-alkylglycerols |
| title_sort | synthesis and biological evaluation of four new ricinoleic acid derived 1 em o em alkylglycerols |
| topic | alkylglycerol (AKG) ricinoleic acid (RA) antimicrobial activity structure–activity relationship (SAR) studies antibiotics (gentamicin tetracycline |
| url | https://www.mdpi.com/1660-3397/18/2/113 |
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