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Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora

A novel sesquiterpene dimer, spirocommiphorfuran A (1); two new cadinane sesquiterpenoids, commiphorenes A (2) and B (3); along with three known terpenoids (4–6), were isolated from Resina Commiphora. The structures of these new compounds were characterized by NMR, HRESIMS, quantum chemical computat...

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Autores principales: Hu, Bin-Yuan, Qin, Da-Peng, Wang, Shao-Xiang, Qi, Jing-Jing, Cheng, Yong-Xian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6321302/
https://www.ncbi.nlm.nih.gov/pubmed/30544580
http://dx.doi.org/10.3390/molecules23123239
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author Hu, Bin-Yuan
Qin, Da-Peng
Wang, Shao-Xiang
Qi, Jing-Jing
Cheng, Yong-Xian
author_facet Hu, Bin-Yuan
Qin, Da-Peng
Wang, Shao-Xiang
Qi, Jing-Jing
Cheng, Yong-Xian
author_sort Hu, Bin-Yuan
collection PubMed
description A novel sesquiterpene dimer, spirocommiphorfuran A (1); two new cadinane sesquiterpenoids, commiphorenes A (2) and B (3); along with three known terpenoids (4–6), were isolated from Resina Commiphora. The structures of these new compounds were characterized by NMR, HRESIMS, quantum chemical computation, and X-ray diffraction analysis. Compound 1 features a 7-oxabicyclo[2.2.1]heptane-2-ene core, representing the first example of germacrane-type sesquiterpene dimer fused via a spiro ring system. Compound 2 is a novel sesquiterpene with a completely new carbon skeleton, which is characteristic of an additional carbon attaching to the cadinane backbone via a carbon–carbon bond. Additionally, compounds 2 and 4 exert acceptable cytotoxicity toward normal cells and high selectivity in cancer cells, especially in HepG2 cells.
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spelling pubmed-63213022019-01-14 Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora Hu, Bin-Yuan Qin, Da-Peng Wang, Shao-Xiang Qi, Jing-Jing Cheng, Yong-Xian Molecules Article A novel sesquiterpene dimer, spirocommiphorfuran A (1); two new cadinane sesquiterpenoids, commiphorenes A (2) and B (3); along with three known terpenoids (4–6), were isolated from Resina Commiphora. The structures of these new compounds were characterized by NMR, HRESIMS, quantum chemical computation, and X-ray diffraction analysis. Compound 1 features a 7-oxabicyclo[2.2.1]heptane-2-ene core, representing the first example of germacrane-type sesquiterpene dimer fused via a spiro ring system. Compound 2 is a novel sesquiterpene with a completely new carbon skeleton, which is characteristic of an additional carbon attaching to the cadinane backbone via a carbon–carbon bond. Additionally, compounds 2 and 4 exert acceptable cytotoxicity toward normal cells and high selectivity in cancer cells, especially in HepG2 cells. MDPI 2018-12-07 /pmc/articles/PMC6321302/ /pubmed/30544580 http://dx.doi.org/10.3390/molecules23123239 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Hu, Bin-Yuan
Qin, Da-Peng
Wang, Shao-Xiang
Qi, Jing-Jing
Cheng, Yong-Xian
Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title_full Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title_fullStr Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title_full_unstemmed Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title_short Novel Terpenoids with Potent Cytotoxic Activities from Resina Commiphora
title_sort novel terpenoids with potent cytotoxic activities from resina commiphora
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6321302/
https://www.ncbi.nlm.nih.gov/pubmed/30544580
http://dx.doi.org/10.3390/molecules23123239
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