From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis
Abstract In this study, we report the first total hemisynthesis of trans-himachalol sesquiterpene, a stereoisomer of the natural cis-himachalol isolated from Cedrus atlantica essential oils, from himachalenes mixture in five steps. Reactions conditions were optimized and structures of the obtained c...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2023-10-01
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| Series: | Scientific Reports |
| Online Access: | https://doi.org/10.1038/s41598-023-44652-z |
| _version_ | 1797452607448416256 |
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| author | A. Faris Y. Edder I. Louchachha I. Ait Lahcen K. Azzaoui B. Hammouti M. Merzouki A. Challioui B. Boualy A. Karim G. Hanbali S. Jodeh |
| author_facet | A. Faris Y. Edder I. Louchachha I. Ait Lahcen K. Azzaoui B. Hammouti M. Merzouki A. Challioui B. Boualy A. Karim G. Hanbali S. Jodeh |
| author_sort | A. Faris |
| collection | DOAJ |
| description | Abstract In this study, we report the first total hemisynthesis of trans-himachalol sesquiterpene, a stereoisomer of the natural cis-himachalol isolated from Cedrus atlantica essential oils, from himachalenes mixture in five steps. Reactions conditions were optimized and structures of the obtained compounds were confirmed by IR, mass spectra, 1H, and 13C NMR. The synthesized compounds were investigated for potential activities on various isolated smooth muscles and against different neurotransmitters using molecular docking. The results show that the synthesized compounds display high affinities towards the active site of the protein 7B2W and the compounds exhibit promising activities on various isolated smooth muscles and against different neurotransmitters. |
| first_indexed | 2024-03-09T15:11:05Z |
| format | Article |
| id | doaj.art-b31ca6718afa4bfb8f09f2db721f65c5 |
| institution | Directory Open Access Journal |
| issn | 2045-2322 |
| language | English |
| last_indexed | 2024-03-09T15:11:05Z |
| publishDate | 2023-10-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj.art-b31ca6718afa4bfb8f09f2db721f65c52023-11-26T13:22:59ZengNature PortfolioScientific Reports2045-23222023-10-0113112010.1038/s41598-023-44652-zFrom himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysisA. Faris0Y. Edder1I. Louchachha2I. Ait Lahcen3K. Azzaoui4B. Hammouti5M. Merzouki6A. Challioui7B. Boualy8A. Karim9G. Hanbali10S. Jodeh11Equipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadEquipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadEquipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadEquipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadLaboratory of Engineering, Electrochemistry, Modeling and Environment, Faculty of Sciences, Sidi Mohamed Ben Abdellah UniversityEuro-Mediterranean University of FesLaboratoire de Chimie Appliquée et Environnement - Equipe Chimie Organique Macromoléculaire et Phytochimie, Faculté des Sciences, Université Mohammed IerLaboratoire de Chimie Appliquée et Environnement - Equipe Chimie Organique Macromoléculaire et Phytochimie, Faculté des Sciences, Université Mohammed IerEnvironmental Sciences and Applied Materials Research Team, Multidisciplinary Research and Innovation Laboratory, Polydisciplinary Faculty of Khouribga, Sultan Moulay Slimane University of Beni MellalEquipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadEquipe de Chimie de Coordination et Catalyse, Département de Chimie, Faculté des Sciences Semlalia, Université Cadi AyyadDepartment of Chemistry, An-Najah National UniversityAbstract In this study, we report the first total hemisynthesis of trans-himachalol sesquiterpene, a stereoisomer of the natural cis-himachalol isolated from Cedrus atlantica essential oils, from himachalenes mixture in five steps. Reactions conditions were optimized and structures of the obtained compounds were confirmed by IR, mass spectra, 1H, and 13C NMR. The synthesized compounds were investigated for potential activities on various isolated smooth muscles and against different neurotransmitters using molecular docking. The results show that the synthesized compounds display high affinities towards the active site of the protein 7B2W and the compounds exhibit promising activities on various isolated smooth muscles and against different neurotransmitters.https://doi.org/10.1038/s41598-023-44652-z |
| spellingShingle | A. Faris Y. Edder I. Louchachha I. Ait Lahcen K. Azzaoui B. Hammouti M. Merzouki A. Challioui B. Boualy A. Karim G. Hanbali S. Jodeh From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis Scientific Reports |
| title | From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis |
| title_full | From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis |
| title_fullStr | From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis |
| title_full_unstemmed | From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis |
| title_short | From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis |
| title_sort | from himachalenes to trans himachalol unveiling bioactivity through hemisynthesis and molecular docking analysis |
| url | https://doi.org/10.1038/s41598-023-44652-z |
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