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Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai
One new phenylpropanoid, turformosin A (1), and one new triterpene, turformosinic acid (2), together with 16 known compounds, were isolated from the stems of Turpinia formosana Nakai. All structures were elucidated on the basis of spectroscopic analysis, including 1D- and 2D-NMR techniques and MS an...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268649/ https://www.ncbi.nlm.nih.gov/pubmed/22334062 http://dx.doi.org/10.3390/molecules17021837 |
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author | Huang, Hui-Chi Chiou, Chun-Tang Hsiao, Ping-Chun Liaw, Chia-Ching Zhang, Li-Jie Chang, Chao-Lin Chen, Ih-Sheng Chen, Wen-Chi Lee, Kuo-Hsiung Kuo, Yao-Haur |
author_facet | Huang, Hui-Chi Chiou, Chun-Tang Hsiao, Ping-Chun Liaw, Chia-Ching Zhang, Li-Jie Chang, Chao-Lin Chen, Ih-Sheng Chen, Wen-Chi Lee, Kuo-Hsiung Kuo, Yao-Haur |
author_sort | Huang, Hui-Chi |
collection | PubMed |
description | One new phenylpropanoid, turformosin A (1), and one new triterpene, turformosinic acid (2), together with 16 known compounds, were isolated from the stems of Turpinia formosana Nakai. All structures were elucidated on the basis of spectroscopic analysis, including 1D- and 2D-NMR techniques and MS analysis. Selected isolated compounds were evaluated for in vitro cytotoxicity against four human cancer cell lines and antioxidant scavenging effects on DPPH. (−)-(7′S,8′S)-threo-carolignan X (3) exhibited cytotoxicity against Hep2, WiDr, Daoy, and MCF-7 cell lines with ED(50) values of 3.60, 4.45, 6.07, and 13.7 μg/mL, respectively. Turformosin A (1), (−)-(7′S,8′S)-threo-carolignan X (3), methoxyhydroquinone-4-β-D-glucopyranoside (5), and methoxy-hydroquinone-1-β-D-glucopyranoside (6), exhibited similar anti-oxidative activity. Hep2 cells treated with 10 μg/mL of 3 showed elevation of sub-G1 population (from 20% at 8 h to 60% at 48 h), and activation of caspase-9/caspase-3/PARP cascade. Compound 3 induced intrinsic apoptotic pathway in Hep2 cells with dose and time dependence (10 μg/mL for 8 h). |
format | Online Article Text |
id | pubmed-6268649 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62686492018-12-10 Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai Huang, Hui-Chi Chiou, Chun-Tang Hsiao, Ping-Chun Liaw, Chia-Ching Zhang, Li-Jie Chang, Chao-Lin Chen, Ih-Sheng Chen, Wen-Chi Lee, Kuo-Hsiung Kuo, Yao-Haur Molecules Article One new phenylpropanoid, turformosin A (1), and one new triterpene, turformosinic acid (2), together with 16 known compounds, were isolated from the stems of Turpinia formosana Nakai. All structures were elucidated on the basis of spectroscopic analysis, including 1D- and 2D-NMR techniques and MS analysis. Selected isolated compounds were evaluated for in vitro cytotoxicity against four human cancer cell lines and antioxidant scavenging effects on DPPH. (−)-(7′S,8′S)-threo-carolignan X (3) exhibited cytotoxicity against Hep2, WiDr, Daoy, and MCF-7 cell lines with ED(50) values of 3.60, 4.45, 6.07, and 13.7 μg/mL, respectively. Turformosin A (1), (−)-(7′S,8′S)-threo-carolignan X (3), methoxyhydroquinone-4-β-D-glucopyranoside (5), and methoxy-hydroquinone-1-β-D-glucopyranoside (6), exhibited similar anti-oxidative activity. Hep2 cells treated with 10 μg/mL of 3 showed elevation of sub-G1 population (from 20% at 8 h to 60% at 48 h), and activation of caspase-9/caspase-3/PARP cascade. Compound 3 induced intrinsic apoptotic pathway in Hep2 cells with dose and time dependence (10 μg/mL for 8 h). MDPI 2012-02-14 /pmc/articles/PMC6268649/ /pubmed/22334062 http://dx.doi.org/10.3390/molecules17021837 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Huang, Hui-Chi Chiou, Chun-Tang Hsiao, Ping-Chun Liaw, Chia-Ching Zhang, Li-Jie Chang, Chao-Lin Chen, Ih-Sheng Chen, Wen-Chi Lee, Kuo-Hsiung Kuo, Yao-Haur Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title | Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title_full | Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title_fullStr | Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title_full_unstemmed | Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title_short | Cytotoxic Phenylpropanoids and a New Triterpene, Turformosinic Acid, from Turpinia formosana Nakai |
title_sort | cytotoxic phenylpropanoids and a new triterpene, turformosinic acid, from turpinia formosana nakai |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268649/ https://www.ncbi.nlm.nih.gov/pubmed/22334062 http://dx.doi.org/10.3390/molecules17021837 |
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