3,3′,4,5,5′-pentahydroxy- trans-stilbene, a resveratrol derivative, induces apoptosis in colorectal carcinoma cells via oxidative stress
Resveratrol exhibits anti-tumor properties against different types of cancer. In this study, several polyhydroxylated resveratrol derivatives were prepared with the aim of discovering new leading compounds with clinical potential for human colon cancer chemotherapy. Among these compounds, 3,3′,4,5,5...
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| Veröffentlicht in: | European journal of pharmacology 2010-07, Vol.637 (1), p.55-61 |
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| container_title | European journal of pharmacology |
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| creator | Li, Haitao Wu, William Ka Kei Zheng, Zongping Che, Chun Tao Li, Zhi Jie Xu, Dan Dan Wong, Clover Ching Man Ye, Cai Guo Sung, Joseph Jao Yiu Cho, Chi Hin Wang, Mingfu |
| description | Resveratrol exhibits anti-tumor properties against different types of cancer. In this study, several polyhydroxylated resveratrol derivatives were prepared with the aim of discovering new leading compounds with clinical potential for human colon cancer chemotherapy. Among these compounds, 3,3′,4,5,5′-pentahydroxy-
trans-stilbene (PHS) displayed the most potent cytotoxicity and triggered apoptosis in HT-29 cells as evidenced by increased poly(ADP-ribose) polymerase (PARP) cleavage, elevated levels of cytoplasmic nucleosomes and DNA fragmentation. Further mechanistic analysis revealed that PHS-induced apoptosis was caspase-dependent and mediated by its pro-oxidative action through up-regulation of reactive oxidative species generation and depletion of intracellular glutathione. |
| doi_str_mv | 10.1016/j.ejphar.2010.04.009 |
| format | Article |
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trans-stilbene (PHS) displayed the most potent cytotoxicity and triggered apoptosis in HT-29 cells as evidenced by increased poly(ADP-ribose) polymerase (PARP) cleavage, elevated levels of cytoplasmic nucleosomes and DNA fragmentation. Further mechanistic analysis revealed that PHS-induced apoptosis was caspase-dependent and mediated by its pro-oxidative action through up-regulation of reactive oxidative species generation and depletion of intracellular glutathione.</description><identifier>ISSN: 0014-2999</identifier><identifier>EISSN: 1879-0712</identifier><identifier>DOI: 10.1016/j.ejphar.2010.04.009</identifier><identifier>PMID: 20399769</identifier><identifier>CODEN: EJPHAZ</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Apoptosis ; Apoptosis - drug effects ; Biological and medical sciences ; Blotting, Western ; Colon cancer ; Colorectal Neoplasms - metabolism ; Colorectal Neoplasms - pathology ; Cytoplasm - metabolism ; DNA Fragmentation - drug effects ; Enzyme-Linked Immunosorbent Assay ; Gastroenterology. Liver. Pancreas. Abdomen ; Glutathione - metabolism ; HT29 Cells ; Humans ; Hydroxylated resveratrol derivative ; Medical sciences ; Nucleosomes - metabolism ; Oxidative stress ; Oxidative Stress - drug effects ; Pharmacology. Drug treatments ; Poly(ADP-ribose) Polymerases - metabolism ; Stilbenes - chemistry ; Stilbenes - pharmacology ; Stomach. Duodenum. Small intestine. Colon. Rectum. Anus ; Tumor Cells, Cultured ; Tumors ; Up-Regulation - drug effects</subject><ispartof>European journal of pharmacology, 2010-07, Vol.637 (1), p.55-61</ispartof><rights>2010 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright 2010 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-357d9d600ed000d60da0237ffbfdd9fa640004a0a3d8fffe2bc5e954489a3f263</citedby><cites>FETCH-LOGICAL-c391t-357d9d600ed000d60da0237ffbfdd9fa640004a0a3d8fffe2bc5e954489a3f263</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0014299910002980$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22861715$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20399769$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Haitao</creatorcontrib><creatorcontrib>Wu, William Ka Kei</creatorcontrib><creatorcontrib>Zheng, Zongping</creatorcontrib><creatorcontrib>Che, Chun Tao</creatorcontrib><creatorcontrib>Li, Zhi Jie</creatorcontrib><creatorcontrib>Xu, Dan Dan</creatorcontrib><creatorcontrib>Wong, Clover Ching Man</creatorcontrib><creatorcontrib>Ye, Cai Guo</creatorcontrib><creatorcontrib>Sung, Joseph Jao Yiu</creatorcontrib><creatorcontrib>Cho, Chi Hin</creatorcontrib><creatorcontrib>Wang, Mingfu</creatorcontrib><title>3,3′,4,5,5′-pentahydroxy- trans-stilbene, a resveratrol derivative, induces apoptosis in colorectal carcinoma cells via oxidative stress</title><title>European journal of pharmacology</title><addtitle>Eur J Pharmacol</addtitle><description>Resveratrol exhibits anti-tumor properties against different types of cancer. In this study, several polyhydroxylated resveratrol derivatives were prepared with the aim of discovering new leading compounds with clinical potential for human colon cancer chemotherapy. Among these compounds, 3,3′,4,5,5′-pentahydroxy-
trans-stilbene (PHS) displayed the most potent cytotoxicity and triggered apoptosis in HT-29 cells as evidenced by increased poly(ADP-ribose) polymerase (PARP) cleavage, elevated levels of cytoplasmic nucleosomes and DNA fragmentation. Further mechanistic analysis revealed that PHS-induced apoptosis was caspase-dependent and mediated by its pro-oxidative action through up-regulation of reactive oxidative species generation and depletion of intracellular glutathione.</description><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Biological and medical sciences</subject><subject>Blotting, Western</subject><subject>Colon cancer</subject><subject>Colorectal Neoplasms - metabolism</subject><subject>Colorectal Neoplasms - pathology</subject><subject>Cytoplasm - metabolism</subject><subject>DNA Fragmentation - drug effects</subject><subject>Enzyme-Linked Immunosorbent Assay</subject><subject>Gastroenterology. Liver. Pancreas. Abdomen</subject><subject>Glutathione - metabolism</subject><subject>HT29 Cells</subject><subject>Humans</subject><subject>Hydroxylated resveratrol derivative</subject><subject>Medical sciences</subject><subject>Nucleosomes - metabolism</subject><subject>Oxidative stress</subject><subject>Oxidative Stress - drug effects</subject><subject>Pharmacology. Drug treatments</subject><subject>Poly(ADP-ribose) Polymerases - metabolism</subject><subject>Stilbenes - chemistry</subject><subject>Stilbenes - pharmacology</subject><subject>Stomach. Duodenum. Small intestine. Colon. Rectum. Anus</subject><subject>Tumor Cells, Cultured</subject><subject>Tumors</subject><subject>Up-Regulation - drug effects</subject><issn>0014-2999</issn><issn>1879-0712</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kU2OEzEQhS0EYsLADRDyBrHpDv7r7niDNBoxgDQSG1hbFbuscdRpN7YTTXYcgNNwJE4yDgmwY-VS-Xvl8nuEvORsyRnv326WuJnvIC0Fqy2mlozpR2TBV4Nu2cDFY7JgjKtWaK0vyLOcN4yxTovuKbkQTGo99HpBfshG_vr-s1FN13S1aGecCtwdXIr3h5aWBFNucwnjGidsKNCEeY8JSoojdZjCHkrY15swuZ3FTGGOc4k55NqhNo4xoS0wUgvJhilugVocx0z3AWi8D-63nOZS5-bn5ImHMeOL83lJvt68_3L9sb39_OHT9dVta6XmpZXd4LTrGUNXv1QLB0zIwfu1d0576FVtK2Ag3cp7j2JtO9SdUisN0oteXpI3p7lzit92mIvZhnxcCyaMu2wGKbnoFFeVVCfSpphzQm_mFLaQDoYzc4zBbMwpBnOMwTBlagxV9ur8wG69RfdX9Mf3Crw-A5AtjL7abEP-x4lVzwfeVe7dicNqxz5gMtkGnCy6cPTVuBj-v8kDqlqsBg</recordid><startdate>20100710</startdate><enddate>20100710</enddate><creator>Li, Haitao</creator><creator>Wu, William Ka Kei</creator><creator>Zheng, Zongping</creator><creator>Che, Chun Tao</creator><creator>Li, Zhi Jie</creator><creator>Xu, Dan Dan</creator><creator>Wong, Clover Ching Man</creator><creator>Ye, Cai Guo</creator><creator>Sung, Joseph Jao Yiu</creator><creator>Cho, Chi Hin</creator><creator>Wang, Mingfu</creator><general>Elsevier B.V</general><general>Elsevier</general><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>7X8</scope></search><sort><creationdate>20100710</creationdate><title>3,3′,4,5,5′-pentahydroxy- trans-stilbene, a resveratrol derivative, induces apoptosis in colorectal carcinoma cells via oxidative stress</title><author>Li, Haitao ; Wu, William Ka Kei ; Zheng, Zongping ; Che, Chun Tao ; Li, Zhi Jie ; Xu, Dan Dan ; Wong, Clover Ching Man ; Ye, Cai Guo ; Sung, Joseph Jao Yiu ; Cho, Chi Hin ; Wang, Mingfu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-357d9d600ed000d60da0237ffbfdd9fa640004a0a3d8fffe2bc5e954489a3f263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Biological and medical sciences</topic><topic>Blotting, Western</topic><topic>Colon cancer</topic><topic>Colorectal Neoplasms - metabolism</topic><topic>Colorectal Neoplasms - pathology</topic><topic>Cytoplasm - metabolism</topic><topic>DNA Fragmentation - drug effects</topic><topic>Enzyme-Linked Immunosorbent Assay</topic><topic>Gastroenterology. Liver. Pancreas. Abdomen</topic><topic>Glutathione - metabolism</topic><topic>HT29 Cells</topic><topic>Humans</topic><topic>Hydroxylated resveratrol derivative</topic><topic>Medical sciences</topic><topic>Nucleosomes - metabolism</topic><topic>Oxidative stress</topic><topic>Oxidative Stress - drug effects</topic><topic>Pharmacology. Drug treatments</topic><topic>Poly(ADP-ribose) Polymerases - metabolism</topic><topic>Stilbenes - chemistry</topic><topic>Stilbenes - pharmacology</topic><topic>Stomach. Duodenum. Small intestine. Colon. Rectum. Anus</topic><topic>Tumor Cells, Cultured</topic><topic>Tumors</topic><topic>Up-Regulation - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Haitao</creatorcontrib><creatorcontrib>Wu, William Ka Kei</creatorcontrib><creatorcontrib>Zheng, Zongping</creatorcontrib><creatorcontrib>Che, Chun Tao</creatorcontrib><creatorcontrib>Li, Zhi Jie</creatorcontrib><creatorcontrib>Xu, Dan Dan</creatorcontrib><creatorcontrib>Wong, Clover Ching Man</creatorcontrib><creatorcontrib>Ye, Cai Guo</creatorcontrib><creatorcontrib>Sung, Joseph Jao Yiu</creatorcontrib><creatorcontrib>Cho, Chi Hin</creatorcontrib><creatorcontrib>Wang, Mingfu</creatorcontrib><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>MEDLINE - Academic</collection><jtitle>European journal of pharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Haitao</au><au>Wu, William Ka Kei</au><au>Zheng, Zongping</au><au>Che, Chun Tao</au><au>Li, Zhi Jie</au><au>Xu, Dan Dan</au><au>Wong, Clover Ching Man</au><au>Ye, Cai Guo</au><au>Sung, Joseph Jao Yiu</au><au>Cho, Chi Hin</au><au>Wang, Mingfu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>3,3′,4,5,5′-pentahydroxy- trans-stilbene, a resveratrol derivative, induces apoptosis in colorectal carcinoma cells via oxidative stress</atitle><jtitle>European journal of pharmacology</jtitle><addtitle>Eur J Pharmacol</addtitle><date>2010-07-10</date><risdate>2010</risdate><volume>637</volume><issue>1</issue><spage>55</spage><epage>61</epage><pages>55-61</pages><issn>0014-2999</issn><eissn>1879-0712</eissn><coden>EJPHAZ</coden><abstract>Resveratrol exhibits anti-tumor properties against different types of cancer. In this study, several polyhydroxylated resveratrol derivatives were prepared with the aim of discovering new leading compounds with clinical potential for human colon cancer chemotherapy. Among these compounds, 3,3′,4,5,5′-pentahydroxy-
trans-stilbene (PHS) displayed the most potent cytotoxicity and triggered apoptosis in HT-29 cells as evidenced by increased poly(ADP-ribose) polymerase (PARP) cleavage, elevated levels of cytoplasmic nucleosomes and DNA fragmentation. Further mechanistic analysis revealed that PHS-induced apoptosis was caspase-dependent and mediated by its pro-oxidative action through up-regulation of reactive oxidative species generation and depletion of intracellular glutathione.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>20399769</pmid><doi>10.1016/j.ejphar.2010.04.009</doi><tpages>7</tpages></addata></record> |
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| ispartof | European journal of pharmacology, 2010-07, Vol.637 (1), p.55-61 |
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| subjects | Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Apoptosis Apoptosis - drug effects Biological and medical sciences Blotting, Western Colon cancer Colorectal Neoplasms - metabolism Colorectal Neoplasms - pathology Cytoplasm - metabolism DNA Fragmentation - drug effects Enzyme-Linked Immunosorbent Assay Gastroenterology. Liver. Pancreas. Abdomen Glutathione - metabolism HT29 Cells Humans Hydroxylated resveratrol derivative Medical sciences Nucleosomes - metabolism Oxidative stress Oxidative Stress - drug effects Pharmacology. Drug treatments Poly(ADP-ribose) Polymerases - metabolism Stilbenes - chemistry Stilbenes - pharmacology Stomach. Duodenum. Small intestine. Colon. Rectum. Anus Tumor Cells, Cultured Tumors Up-Regulation - drug effects |
| title | 3,3′,4,5,5′-pentahydroxy- trans-stilbene, a resveratrol derivative, induces apoptosis in colorectal carcinoma cells via oxidative stress |
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