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β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction

Herein, we report the first access of β-elemene derivatives through the SeO(2)-mediated oxidation reaction. Several new compounds were isolated through such a one-step reaction, and their structures were elucidated using various 2D-NMR techniques. This method provides easy access to multiple oxidati...

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Detalles Bibliográficos
Autores principales: He, Xingrui, Zhuo, Xiao-Tao, Gao, Yuan, Bai, Renren, Ye, Xiang-Yang, Xie, Tian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7277271/
https://www.ncbi.nlm.nih.gov/pubmed/32537215
http://dx.doi.org/10.1098/rsos.200038
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author He, Xingrui
Zhuo, Xiao-Tao
Gao, Yuan
Bai, Renren
Ye, Xiang-Yang
Xie, Tian
author_facet He, Xingrui
Zhuo, Xiao-Tao
Gao, Yuan
Bai, Renren
Ye, Xiang-Yang
Xie, Tian
author_sort He, Xingrui
collection PubMed
description Herein, we report the first access of β-elemene derivatives through the SeO(2)-mediated oxidation reaction. Several new compounds were isolated through such a one-step reaction, and their structures were elucidated using various 2D-NMR techniques. This method provides easy access to multiple oxidative β-elemene derivatives in one single step and represents the first modifications on cyclohexyl ring of β-elemene. It is expected to open up the opportunity for future derivatization on cyclohexyl ring of β-elemene. The new compounds obtained above showed better anti-proliferation activities than β-elemene itself on several cancer cell lines. Among them, compound 17 shows the best activity in antiproliferation assays of A549 and U-87MG cell lines.
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spelling pubmed-72772712020-06-11 β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction He, Xingrui Zhuo, Xiao-Tao Gao, Yuan Bai, Renren Ye, Xiang-Yang Xie, Tian R Soc Open Sci Chemistry Herein, we report the first access of β-elemene derivatives through the SeO(2)-mediated oxidation reaction. Several new compounds were isolated through such a one-step reaction, and their structures were elucidated using various 2D-NMR techniques. This method provides easy access to multiple oxidative β-elemene derivatives in one single step and represents the first modifications on cyclohexyl ring of β-elemene. It is expected to open up the opportunity for future derivatization on cyclohexyl ring of β-elemene. The new compounds obtained above showed better anti-proliferation activities than β-elemene itself on several cancer cell lines. Among them, compound 17 shows the best activity in antiproliferation assays of A549 and U-87MG cell lines. The Royal Society 2020-05-13 /pmc/articles/PMC7277271/ /pubmed/32537215 http://dx.doi.org/10.1098/rsos.200038 Text en © 2020 The Authors. http://creativecommons.org/licenses/by/4.0/ http://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/4.0/Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
He, Xingrui
Zhuo, Xiao-Tao
Gao, Yuan
Bai, Renren
Ye, Xiang-Yang
Xie, Tian
β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title_full β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title_fullStr β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title_full_unstemmed β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title_short β-Elemene derivatives produced from SeO(2)-mediated oxidation reaction
title_sort β-elemene derivatives produced from seo(2)-mediated oxidation reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7277271/
https://www.ncbi.nlm.nih.gov/pubmed/32537215
http://dx.doi.org/10.1098/rsos.200038
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