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Glossogin, a novel phenylpropanoid from Glossogyne tenuifolia, induced apoptosis in A549 lung cancer cells
Glossogyne tenuifolia has been shown to exhibit good antioxidant and anticancer activity. In this study, a new phenylpropanoid compound, glossogin (1′-acetoxy-4- O-isovalyryleugenol), was isolated from ethyl acetate extract of G. tenuifolia by using column chromatography and HPLC. Its chemical struc...
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Published in: | Food and chemical toxicology 2008-12, Vol.46 (12), p.3785-3791 |
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description | Glossogyne tenuifolia has been shown to exhibit good antioxidant and anticancer activity. In this study, a new phenylpropanoid compound, glossogin (1′-acetoxy-4-
O-isovalyryleugenol), was isolated from ethyl acetate extract of
G. tenuifolia by using column chromatography and HPLC. Its chemical structure was determined by
1H and
13C NMR, MS and IR spectroscopic evidence. This compound showed the cytotoxicity against A549 human lung cancer cell line and it induced the progressing apoptosis on A549 cells. This apoptosis was verified as A549 cells were arrested at the sub-G
1 phase. The apoptosis was accompanied by release of cytochrome C and activation of caspase-9 and -3. It was also associated with the decrease in Bcl-2 and Bcl-xL protein levels, and the increase in Bad protein expression. Data analysis suggests glossogin exerted significant apoptotic effect on A549 cells through the mitochondrial pathway. Hence, our findings showed that glossogin exhibited potential anticancer activity against lung cancer through proliferating inhibition and apoptosis induction of cancer cells. |
doi_str_mv | 10.1016/j.fct.2008.09.068 |
format | article |
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O-isovalyryleugenol), was isolated from ethyl acetate extract of
G. tenuifolia by using column chromatography and HPLC. Its chemical structure was determined by
1H and
13C NMR, MS and IR spectroscopic evidence. This compound showed the cytotoxicity against A549 human lung cancer cell line and it induced the progressing apoptosis on A549 cells. This apoptosis was verified as A549 cells were arrested at the sub-G
1 phase. The apoptosis was accompanied by release of cytochrome C and activation of caspase-9 and -3. It was also associated with the decrease in Bcl-2 and Bcl-xL protein levels, and the increase in Bad protein expression. Data analysis suggests glossogin exerted significant apoptotic effect on A549 cells through the mitochondrial pathway. Hence, our findings showed that glossogin exhibited potential anticancer activity against lung cancer through proliferating inhibition and apoptosis induction of cancer cells.</description><identifier>ISSN: 0278-6915</identifier><identifier>EISSN: 1873-6351</identifier><identifier>DOI: 10.1016/j.fct.2008.09.068</identifier><identifier>PMID: 18976690</identifier><identifier>CODEN: FCTOD7</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>A549 lung cancer cell ; anticarcinogenic activity ; Antineoplastic Agents, Phytogenic ; antioxidant activity ; antioxidants ; Apoptosis ; Apoptosis - drug effects ; Asteraceae - chemistry ; Biological and medical sciences ; Blotting, Western ; Caspases - metabolism ; Cell Cycle - drug effects ; Cell Line, Tumor ; Cell Proliferation - drug effects ; Cell Survival - drug effects ; chemoprevention ; cytochrome c ; Cytochromes c - metabolism ; Cytotoxicity ; Drug Screening Assays, Antitumor ; Enzyme Activation - drug effects ; Flow Cytometry ; free radical scavengers ; Glossogin ; Glossogyne tenuifolia ; herbs ; Humans ; lung neoplasms ; Lung Neoplasms - drug therapy ; Lung Neoplasms - pathology ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Medical sciences ; medicinal plants ; Mitochondria - drug effects ; perennials ; plant extracts ; Pneumology ; Spectrophotometry, Infrared ; structure-activity relationships ; Toxicology ; Tumors of the respiratory system and mediastinum</subject><ispartof>Food and chemical toxicology, 2008-12, Vol.46 (12), p.3785-3791</ispartof><rights>2008</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c502t-e13a326b9549b86e98650fbe49ce4fa30bb8f803c2d9b976f63f482b5090bd0d3</citedby><cites>FETCH-LOGICAL-c502t-e13a326b9549b86e98650fbe49ce4fa30bb8f803c2d9b976f63f482b5090bd0d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20919096$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18976690$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hsu, Hsia-Fen</creatorcontrib><creatorcontrib>Houng, Jer-Yiing</creatorcontrib><creatorcontrib>Kuo, Chih-Feng</creatorcontrib><creatorcontrib>Tsao, Nina</creatorcontrib><creatorcontrib>Wu, Yang-Chang</creatorcontrib><title>Glossogin, a novel phenylpropanoid from Glossogyne tenuifolia, induced apoptosis in A549 lung cancer cells</title><title>Food and chemical toxicology</title><addtitle>Food Chem Toxicol</addtitle><description>Glossogyne tenuifolia has been shown to exhibit good antioxidant and anticancer activity. In this study, a new phenylpropanoid compound, glossogin (1′-acetoxy-4-
O-isovalyryleugenol), was isolated from ethyl acetate extract of
G. tenuifolia by using column chromatography and HPLC. Its chemical structure was determined by
1H and
13C NMR, MS and IR spectroscopic evidence. This compound showed the cytotoxicity against A549 human lung cancer cell line and it induced the progressing apoptosis on A549 cells. This apoptosis was verified as A549 cells were arrested at the sub-G
1 phase. The apoptosis was accompanied by release of cytochrome C and activation of caspase-9 and -3. It was also associated with the decrease in Bcl-2 and Bcl-xL protein levels, and the increase in Bad protein expression. Data analysis suggests glossogin exerted significant apoptotic effect on A549 cells through the mitochondrial pathway. Hence, our findings showed that glossogin exhibited potential anticancer activity against lung cancer through proliferating inhibition and apoptosis induction of cancer cells.</description><subject>A549 lung cancer cell</subject><subject>anticarcinogenic activity</subject><subject>Antineoplastic Agents, Phytogenic</subject><subject>antioxidant activity</subject><subject>antioxidants</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Asteraceae - chemistry</subject><subject>Biological and medical sciences</subject><subject>Blotting, Western</subject><subject>Caspases - metabolism</subject><subject>Cell Cycle - drug effects</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>Cell Survival - drug effects</subject><subject>chemoprevention</subject><subject>cytochrome c</subject><subject>Cytochromes c - metabolism</subject><subject>Cytotoxicity</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Enzyme Activation - drug effects</subject><subject>Flow Cytometry</subject><subject>free radical scavengers</subject><subject>Glossogin</subject><subject>Glossogyne tenuifolia</subject><subject>herbs</subject><subject>Humans</subject><subject>lung neoplasms</subject><subject>Lung Neoplasms - drug therapy</subject><subject>Lung Neoplasms - pathology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>Mitochondria - drug effects</subject><subject>perennials</subject><subject>plant extracts</subject><subject>Pneumology</subject><subject>Spectrophotometry, Infrared</subject><subject>structure-activity relationships</subject><subject>Toxicology</subject><subject>Tumors of the respiratory system and mediastinum</subject><issn>0278-6915</issn><issn>1873-6351</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNqFkc1u1DAURi0EotPCA7ABb-iqCdfxxLHFqqqgIFViAV1bjnM9eJSxg51UmrfHo4lgBytL1rl_5yPkDYOaARMf9rWzc90AyBpUDUI-IxsmO14J3rLnZANNJyuhWHtBLnPeA0DHOvGSXDCpOiEUbMj-fow5x50PN9TQEJ9wpNNPDMdxSnEyIfqBuhQPdOWOAemMYfEujt7cUB-GxeJAzRSnOWafyw-9bbeKjkvYUWuCxUQtjmN-RV44M2Z8vb5X5PHzpx93X6qHb_df724fKttCM1fIuOGN6FVp0kuBSooWXI9bZXHrDIe-l04Ct82g-nKGE9xtZdO3oKAfYOBX5Prct1zwa8E864PPpw1MwLhkLZRkRYz8L8hUp9qisoDsDNpUJCR0ekr-YNJRM9CnJPRelyT0KQkNSpckSs3btfnSH3D4W7GqL8D7FTDZmtGlosrnP1wDiilQonDvzpwzUZtdKszj9wYYL3Oh43Aa9fFMYLH65DHpbD0W8YNPWNYaov_Hor8BTIav5g</recordid><startdate>20081201</startdate><enddate>20081201</enddate><creator>Hsu, Hsia-Fen</creator><creator>Houng, Jer-Yiing</creator><creator>Kuo, Chih-Feng</creator><creator>Tsao, Nina</creator><creator>Wu, Yang-Chang</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U7</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>20081201</creationdate><title>Glossogin, a novel phenylpropanoid from Glossogyne tenuifolia, induced apoptosis in A549 lung cancer cells</title><author>Hsu, Hsia-Fen ; Houng, Jer-Yiing ; Kuo, Chih-Feng ; Tsao, Nina ; Wu, Yang-Chang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c502t-e13a326b9549b86e98650fbe49ce4fa30bb8f803c2d9b976f63f482b5090bd0d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>A549 lung cancer cell</topic><topic>anticarcinogenic activity</topic><topic>Antineoplastic Agents, Phytogenic</topic><topic>antioxidant activity</topic><topic>antioxidants</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Asteraceae - chemistry</topic><topic>Biological and medical sciences</topic><topic>Blotting, Western</topic><topic>Caspases - metabolism</topic><topic>Cell Cycle - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>Cell Survival - drug effects</topic><topic>chemoprevention</topic><topic>cytochrome c</topic><topic>Cytochromes c - metabolism</topic><topic>Cytotoxicity</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Enzyme Activation - drug effects</topic><topic>Flow Cytometry</topic><topic>free radical scavengers</topic><topic>Glossogin</topic><topic>Glossogyne tenuifolia</topic><topic>herbs</topic><topic>Humans</topic><topic>lung neoplasms</topic><topic>Lung Neoplasms - drug therapy</topic><topic>Lung Neoplasms - pathology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>Mitochondria - drug effects</topic><topic>perennials</topic><topic>plant extracts</topic><topic>Pneumology</topic><topic>Spectrophotometry, Infrared</topic><topic>structure-activity relationships</topic><topic>Toxicology</topic><topic>Tumors of the respiratory system and mediastinum</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hsu, Hsia-Fen</creatorcontrib><creatorcontrib>Houng, Jer-Yiing</creatorcontrib><creatorcontrib>Kuo, Chih-Feng</creatorcontrib><creatorcontrib>Tsao, Nina</creatorcontrib><creatorcontrib>Wu, Yang-Chang</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Toxicology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Food and chemical toxicology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hsu, Hsia-Fen</au><au>Houng, Jer-Yiing</au><au>Kuo, Chih-Feng</au><au>Tsao, Nina</au><au>Wu, Yang-Chang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Glossogin, a novel phenylpropanoid from Glossogyne tenuifolia, induced apoptosis in A549 lung cancer cells</atitle><jtitle>Food and chemical toxicology</jtitle><addtitle>Food Chem Toxicol</addtitle><date>2008-12-01</date><risdate>2008</risdate><volume>46</volume><issue>12</issue><spage>3785</spage><epage>3791</epage><pages>3785-3791</pages><issn>0278-6915</issn><eissn>1873-6351</eissn><coden>FCTOD7</coden><abstract>Glossogyne tenuifolia has been shown to exhibit good antioxidant and anticancer activity. In this study, a new phenylpropanoid compound, glossogin (1′-acetoxy-4-
O-isovalyryleugenol), was isolated from ethyl acetate extract of
G. tenuifolia by using column chromatography and HPLC. Its chemical structure was determined by
1H and
13C NMR, MS and IR spectroscopic evidence. This compound showed the cytotoxicity against A549 human lung cancer cell line and it induced the progressing apoptosis on A549 cells. This apoptosis was verified as A549 cells were arrested at the sub-G
1 phase. The apoptosis was accompanied by release of cytochrome C and activation of caspase-9 and -3. It was also associated with the decrease in Bcl-2 and Bcl-xL protein levels, and the increase in Bad protein expression. Data analysis suggests glossogin exerted significant apoptotic effect on A549 cells through the mitochondrial pathway. Hence, our findings showed that glossogin exhibited potential anticancer activity against lung cancer through proliferating inhibition and apoptosis induction of cancer cells.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>18976690</pmid><doi>10.1016/j.fct.2008.09.068</doi><tpages>7</tpages></addata></record> |
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subjects | A549 lung cancer cell anticarcinogenic activity Antineoplastic Agents, Phytogenic antioxidant activity antioxidants Apoptosis Apoptosis - drug effects Asteraceae - chemistry Biological and medical sciences Blotting, Western Caspases - metabolism Cell Cycle - drug effects Cell Line, Tumor Cell Proliferation - drug effects Cell Survival - drug effects chemoprevention cytochrome c Cytochromes c - metabolism Cytotoxicity Drug Screening Assays, Antitumor Enzyme Activation - drug effects Flow Cytometry free radical scavengers Glossogin Glossogyne tenuifolia herbs Humans lung neoplasms Lung Neoplasms - drug therapy Lung Neoplasms - pathology Magnetic Resonance Spectroscopy Mass Spectrometry Medical sciences medicinal plants Mitochondria - drug effects perennials plant extracts Pneumology Spectrophotometry, Infrared structure-activity relationships Toxicology Tumors of the respiratory system and mediastinum |
title | Glossogin, a novel phenylpropanoid from Glossogyne tenuifolia, induced apoptosis in A549 lung cancer cells |
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