From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis

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...

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Autores principales: Faris, A., Edder, Y., Louchachha, I., Lahcen, I. Ait, Azzaoui, K., Hammouti, B., Merzouki, M., Challioui, A., Boualy, B., Karim, A., Hanbali, G., Jodeh, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10582069/
https://www.ncbi.nlm.nih.gov/pubmed/37848506
http://dx.doi.org/10.1038/s41598-023-44652-z
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author Faris, A.
Edder, Y.
Louchachha, I.
Lahcen, I. Ait
Azzaoui, K.
Hammouti, B.
Merzouki, M.
Challioui, A.
Boualy, B.
Karim, A.
Hanbali, G.
Jodeh, S.
author_facet Faris, A.
Edder, Y.
Louchachha, I.
Lahcen, I. Ait
Azzaoui, K.
Hammouti, B.
Merzouki, M.
Challioui, A.
Boualy, B.
Karim, A.
Hanbali, G.
Jodeh, S.
author_sort Faris, A.
collection PubMed
description 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, (1)H, and (13)C 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.
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spelling pubmed-105820692023-10-19 From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis Faris, A. Edder, Y. Louchachha, I. Lahcen, I. Ait Azzaoui, K. Hammouti, B. Merzouki, M. Challioui, A. Boualy, B. Karim, A. Hanbali, G. Jodeh, S. Sci Rep Article 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, (1)H, and (13)C 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. Nature Publishing Group UK 2023-10-17 /pmc/articles/PMC10582069/ /pubmed/37848506 http://dx.doi.org/10.1038/s41598-023-44652-z Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Faris, A.
Edder, Y.
Louchachha, I.
Lahcen, I. Ait
Azzaoui, K.
Hammouti, B.
Merzouki, M.
Challioui, A.
Boualy, B.
Karim, A.
Hanbali, G.
Jodeh, S.
From himachalenes to trans-himachalol: unveiling bioactivity through hemisynthesis and molecular docking analysis
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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10582069/
https://www.ncbi.nlm.nih.gov/pubmed/37848506
http://dx.doi.org/10.1038/s41598-023-44652-z
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