Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1783385409760264192 |
---|---|
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. |
format | Online Article Text |
id | pubmed-6321302 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT hubinyuan novelterpenoidswithpotentcytotoxicactivitiesfromresinacommiphora AT qindapeng novelterpenoidswithpotentcytotoxicactivitiesfromresinacommiphora AT wangshaoxiang novelterpenoidswithpotentcytotoxicactivitiesfromresinacommiphora AT qijingjing novelterpenoidswithpotentcytotoxicactivitiesfromresinacommiphora AT chengyongxian novelterpenoidswithpotentcytotoxicactivitiesfromresinacommiphora |