Curcumin activates the aryl hydrocarbon receptor yet significantly inhibits (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiol bioactivation in oral squamous cell carcinoma cells and oral mucosa
The development of oral squamous cell carcinoma (SCC) shows a positive correlation with the carcinogen exposure that occurs during tobacco and alcohol use. The purpose of this study was to investigate whether the naturally occurring chemopreventive agent, curcumin, modulates expression and function...
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| Veröffentlicht in: | Cancer research (Chicago, Ill.) Ill.), 2002-10, Vol.62 (19), p.5451-5456 |
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| creator | RINALDI, Anthony L MORSE, Mark A FIELDS, Henry W ROTHAS, David A PING PEI RODRIGO, Kapila A RENNER, Robert J MALLERY, Susan R |
| description | The development of oral squamous cell carcinoma (SCC) shows a positive correlation with the carcinogen exposure that occurs during tobacco and alcohol use. The purpose of this study was to investigate whether the naturally occurring chemopreventive agent, curcumin, modulates expression and function of carcinogen- metabolizing enzymes in human keratinocytes isolated from oral SCC tumors. Dose-response studies demonstrated that curcumin concentrations of >or=25 micro M were cytotoxic for oral SCC cells. Curcumin increased both expression (reverse transcription-PCR analyses) and function (high-performance liquid chromatography determination of ethoxyresorufin metabolism) of cytochrome P-450 (CYP) 1A1 and/or CYP1B1. The aryl hydrocarbon receptor (AhR), which up-regulates a battery of genes associated with carcinogen metabolism, is activated by polycyclic aromatic hydrocarbons such as the tobacco-associated carcinogen benzo(a)pyrene. Electromobility shift assays demonstrated that similar to the established AhR ligand 2,3,7,8,-tetrachlorodibenzo-p-dioxin, curcumin inclusion resulted in AhR nuclear translocation and formation of the transcriptionally active AhR-aryl hydrocarbon receptor nuclear translocator complex. Cellular capacity to bioactivate the tobacco-associated carcinogen (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiodiol was determined by evaluating conversion of the carcinogenic metabolite diol epoxide to stable tetrols via high-performance liquid chromatography. Results of our metabolism studies showed that curcumin significantly inhibited CYP1A1-mediated benzo(a)pyrene diol bioactivation in both oral SCC cells and intact oral mucosa. Because CYP1A1 is one of the primary carcinogen-activating enzymes in oral mucosa, the use of curcumin as an oral cavity chemopreventive agent could have significant clinical impact via its ability to inhibit carcinogen bioactivation. |
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The purpose of this study was to investigate whether the naturally occurring chemopreventive agent, curcumin, modulates expression and function of carcinogen- metabolizing enzymes in human keratinocytes isolated from oral SCC tumors. Dose-response studies demonstrated that curcumin concentrations of >or=25 micro M were cytotoxic for oral SCC cells. Curcumin increased both expression (reverse transcription-PCR analyses) and function (high-performance liquid chromatography determination of ethoxyresorufin metabolism) of cytochrome P-450 (CYP) 1A1 and/or CYP1B1. The aryl hydrocarbon receptor (AhR), which up-regulates a battery of genes associated with carcinogen metabolism, is activated by polycyclic aromatic hydrocarbons such as the tobacco-associated carcinogen benzo(a)pyrene. Electromobility shift assays demonstrated that similar to the established AhR ligand 2,3,7,8,-tetrachlorodibenzo-p-dioxin, curcumin inclusion resulted in AhR nuclear translocation and formation of the transcriptionally active AhR-aryl hydrocarbon receptor nuclear translocator complex. Cellular capacity to bioactivate the tobacco-associated carcinogen (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiodiol was determined by evaluating conversion of the carcinogenic metabolite diol epoxide to stable tetrols via high-performance liquid chromatography. Results of our metabolism studies showed that curcumin significantly inhibited CYP1A1-mediated benzo(a)pyrene diol bioactivation in both oral SCC cells and intact oral mucosa. Because CYP1A1 is one of the primary carcinogen-activating enzymes in oral mucosa, the use of curcumin as an oral cavity chemopreventive agent could have significant clinical impact via its ability to inhibit carcinogen bioactivation.</description><identifier>ISSN: 0008-5472</identifier><identifier>EISSN: 1538-7445</identifier><identifier>PMID: 12359752</identifier><identifier>CODEN: CNREA8</identifier><language>eng</language><publisher>Philadelphia, PA: American Association for Cancer Research</publisher><subject>Adult ; Aged ; Antineoplastic Agents - pharmacology ; Aryl Hydrocarbon Hydroxylases - metabolism ; Aryl Hydrocarbon Receptor Nuclear Translocator ; Biological and medical sciences ; Biotransformation - drug effects ; Carcinogenesis, carcinogens and anticarcinogens ; Carcinogens - antagonists & inhibitors ; Carcinogens - pharmacokinetics ; Carcinoma, Squamous Cell - chemically induced ; Carcinoma, Squamous Cell - drug therapy ; Carcinoma, Squamous Cell - enzymology ; Carcinoma, Squamous Cell - metabolism ; Cell Division - drug effects ; Cell Survival - drug effects ; Curcumin - pharmacology ; Cytochrome P-450 CYP1A1 - antagonists & inhibitors ; Cytochrome P-450 CYP1A1 - metabolism ; Cytochrome P-450 CYP1B1 ; Dihydroxydihydrobenzopyrenes - antagonists & inhibitors ; Dihydroxydihydrobenzopyrenes - pharmacokinetics ; DNA-Binding Proteins ; Foods and miscellaneous ; Glutathione - metabolism ; Humans ; Keratinocytes - drug effects ; Keratinocytes - enzymology ; Keratinocytes - metabolism ; Male ; Medical sciences ; Middle Aged ; Mouth Mucosa - drug effects ; Mouth Mucosa - enzymology ; Mouth Mucosa - metabolism ; Mouth Neoplasms - chemically induced ; Mouth Neoplasms - drug therapy ; Mouth Neoplasms - enzymology ; Mouth Neoplasms - metabolism ; Oxazines - metabolism ; Receptors, Aryl Hydrocarbon - metabolism ; Transcription Factors - metabolism ; Tumor Cells, Cultured ; Tumors</subject><ispartof>Cancer research (Chicago, Ill.), 2002-10, Vol.62 (19), p.5451-5456</ispartof><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13953313$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12359752$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>RINALDI, Anthony L</creatorcontrib><creatorcontrib>MORSE, Mark A</creatorcontrib><creatorcontrib>FIELDS, Henry W</creatorcontrib><creatorcontrib>ROTHAS, David A</creatorcontrib><creatorcontrib>PING PEI</creatorcontrib><creatorcontrib>RODRIGO, Kapila A</creatorcontrib><creatorcontrib>RENNER, Robert J</creatorcontrib><creatorcontrib>MALLERY, Susan R</creatorcontrib><title>Curcumin activates the aryl hydrocarbon receptor yet significantly inhibits (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiol bioactivation in oral squamous cell carcinoma cells and oral mucosa</title><title>Cancer research (Chicago, Ill.)</title><addtitle>Cancer Res</addtitle><description>The development of oral squamous cell carcinoma (SCC) shows a positive correlation with the carcinogen exposure that occurs during tobacco and alcohol use. The purpose of this study was to investigate whether the naturally occurring chemopreventive agent, curcumin, modulates expression and function of carcinogen- metabolizing enzymes in human keratinocytes isolated from oral SCC tumors. Dose-response studies demonstrated that curcumin concentrations of >or=25 micro M were cytotoxic for oral SCC cells. Curcumin increased both expression (reverse transcription-PCR analyses) and function (high-performance liquid chromatography determination of ethoxyresorufin metabolism) of cytochrome P-450 (CYP) 1A1 and/or CYP1B1. The aryl hydrocarbon receptor (AhR), which up-regulates a battery of genes associated with carcinogen metabolism, is activated by polycyclic aromatic hydrocarbons such as the tobacco-associated carcinogen benzo(a)pyrene. Electromobility shift assays demonstrated that similar to the established AhR ligand 2,3,7,8,-tetrachlorodibenzo-p-dioxin, curcumin inclusion resulted in AhR nuclear translocation and formation of the transcriptionally active AhR-aryl hydrocarbon receptor nuclear translocator complex. Cellular capacity to bioactivate the tobacco-associated carcinogen (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiodiol was determined by evaluating conversion of the carcinogenic metabolite diol epoxide to stable tetrols via high-performance liquid chromatography. Results of our metabolism studies showed that curcumin significantly inhibited CYP1A1-mediated benzo(a)pyrene diol bioactivation in both oral SCC cells and intact oral mucosa. Because CYP1A1 is one of the primary carcinogen-activating enzymes in oral mucosa, the use of curcumin as an oral cavity chemopreventive agent could have significant clinical impact via its ability to inhibit carcinogen bioactivation.</description><subject>Adult</subject><subject>Aged</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Aryl Hydrocarbon Hydroxylases - metabolism</subject><subject>Aryl Hydrocarbon Receptor Nuclear Translocator</subject><subject>Biological and medical sciences</subject><subject>Biotransformation - drug effects</subject><subject>Carcinogenesis, carcinogens and anticarcinogens</subject><subject>Carcinogens - antagonists & inhibitors</subject><subject>Carcinogens - pharmacokinetics</subject><subject>Carcinoma, Squamous Cell - chemically induced</subject><subject>Carcinoma, Squamous Cell - drug therapy</subject><subject>Carcinoma, Squamous Cell - enzymology</subject><subject>Carcinoma, Squamous Cell - metabolism</subject><subject>Cell Division - drug effects</subject><subject>Cell Survival - drug effects</subject><subject>Curcumin - pharmacology</subject><subject>Cytochrome P-450 CYP1A1 - antagonists & inhibitors</subject><subject>Cytochrome P-450 CYP1A1 - metabolism</subject><subject>Cytochrome P-450 CYP1B1</subject><subject>Dihydroxydihydrobenzopyrenes - antagonists & inhibitors</subject><subject>Dihydroxydihydrobenzopyrenes - pharmacokinetics</subject><subject>DNA-Binding Proteins</subject><subject>Foods and miscellaneous</subject><subject>Glutathione - metabolism</subject><subject>Humans</subject><subject>Keratinocytes - drug effects</subject><subject>Keratinocytes - enzymology</subject><subject>Keratinocytes - metabolism</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Middle Aged</subject><subject>Mouth Mucosa - drug effects</subject><subject>Mouth Mucosa - enzymology</subject><subject>Mouth Mucosa - metabolism</subject><subject>Mouth Neoplasms - chemically induced</subject><subject>Mouth Neoplasms - drug therapy</subject><subject>Mouth Neoplasms - enzymology</subject><subject>Mouth Neoplasms - metabolism</subject><subject>Oxazines - metabolism</subject><subject>Receptors, Aryl Hydrocarbon - metabolism</subject><subject>Transcription Factors - metabolism</subject><subject>Tumor Cells, Cultured</subject><subject>Tumors</subject><issn>0008-5472</issn><issn>1538-7445</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkF9LwzAUxYsobk6_guRF2MBA0jZN-yjDfzAQRJ_HTXprI20yk1SoX80vZ3ETny7n8uMczjlK5lxkJZV5Lo6TOWOspCKX6Sw5C-F9koIzcZrMeJqJSop0nnyvB6-H3lgCOppPiBhIbJGAHzvSjrV3GrxylnjUuIvOkxEjCebNmsZosLEbibGtUSYGsqQrqtB-uSWsdqNHi1Q-0-jBBiqvS1qbX8fauI4o4w6JZnKf8p2HjoSPAXo3BKKx68gUrY11PfzKQMDWe6wftAtwnpw00AW8ONxF8np3-7J-oJun-8f1zYa2vCwizRmyqik5z5WsQUkBmqcgEQBZygRUrGCNQlFr1CUvEFQhyxRqLrBople2SC73vrtB9Vhvd9700z7bvxUn4OoAQNDQNVNhbcI_l1Uiy3iW_QAfRYGP</recordid><startdate>20021001</startdate><enddate>20021001</enddate><creator>RINALDI, Anthony L</creator><creator>MORSE, Mark A</creator><creator>FIELDS, Henry W</creator><creator>ROTHAS, David A</creator><creator>PING PEI</creator><creator>RODRIGO, Kapila A</creator><creator>RENNER, Robert J</creator><creator>MALLERY, Susan R</creator><general>American Association for Cancer Research</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20021001</creationdate><title>Curcumin activates the aryl hydrocarbon receptor yet significantly inhibits (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiol bioactivation in oral squamous cell carcinoma cells and oral mucosa</title><author>RINALDI, Anthony L ; MORSE, Mark A ; FIELDS, Henry W ; ROTHAS, David A ; PING PEI ; RODRIGO, Kapila A ; RENNER, Robert J ; MALLERY, Susan R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-h186t-40e09f8114b7dab75ac12a7eaae0205a9060fbe5dcec816eab6782ad15e6fec83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Adult</topic><topic>Aged</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Aryl Hydrocarbon Hydroxylases - metabolism</topic><topic>Aryl Hydrocarbon Receptor Nuclear Translocator</topic><topic>Biological and medical sciences</topic><topic>Biotransformation - drug effects</topic><topic>Carcinogenesis, carcinogens and anticarcinogens</topic><topic>Carcinogens - antagonists & inhibitors</topic><topic>Carcinogens - pharmacokinetics</topic><topic>Carcinoma, Squamous Cell - chemically induced</topic><topic>Carcinoma, Squamous Cell - drug therapy</topic><topic>Carcinoma, Squamous Cell - enzymology</topic><topic>Carcinoma, Squamous Cell - metabolism</topic><topic>Cell Division - drug effects</topic><topic>Cell Survival - drug effects</topic><topic>Curcumin - pharmacology</topic><topic>Cytochrome P-450 CYP1A1 - antagonists & inhibitors</topic><topic>Cytochrome P-450 CYP1A1 - metabolism</topic><topic>Cytochrome P-450 CYP1B1</topic><topic>Dihydroxydihydrobenzopyrenes - antagonists & inhibitors</topic><topic>Dihydroxydihydrobenzopyrenes - pharmacokinetics</topic><topic>DNA-Binding Proteins</topic><topic>Foods and miscellaneous</topic><topic>Glutathione - metabolism</topic><topic>Humans</topic><topic>Keratinocytes - drug effects</topic><topic>Keratinocytes - enzymology</topic><topic>Keratinocytes - metabolism</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Middle Aged</topic><topic>Mouth Mucosa - drug effects</topic><topic>Mouth Mucosa - enzymology</topic><topic>Mouth Mucosa - metabolism</topic><topic>Mouth Neoplasms - chemically induced</topic><topic>Mouth Neoplasms - drug therapy</topic><topic>Mouth Neoplasms - enzymology</topic><topic>Mouth Neoplasms - metabolism</topic><topic>Oxazines - metabolism</topic><topic>Receptors, Aryl Hydrocarbon - metabolism</topic><topic>Transcription Factors - metabolism</topic><topic>Tumor Cells, Cultured</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>RINALDI, Anthony L</creatorcontrib><creatorcontrib>MORSE, Mark A</creatorcontrib><creatorcontrib>FIELDS, Henry W</creatorcontrib><creatorcontrib>ROTHAS, David A</creatorcontrib><creatorcontrib>PING PEI</creatorcontrib><creatorcontrib>RODRIGO, Kapila A</creatorcontrib><creatorcontrib>RENNER, Robert J</creatorcontrib><creatorcontrib>MALLERY, Susan R</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Cancer research (Chicago, Ill.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>RINALDI, Anthony L</au><au>MORSE, Mark A</au><au>FIELDS, Henry W</au><au>ROTHAS, David A</au><au>PING PEI</au><au>RODRIGO, Kapila A</au><au>RENNER, Robert J</au><au>MALLERY, Susan R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Curcumin activates the aryl hydrocarbon receptor yet significantly inhibits (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiol bioactivation in oral squamous cell carcinoma cells and oral mucosa</atitle><jtitle>Cancer research (Chicago, Ill.)</jtitle><addtitle>Cancer Res</addtitle><date>2002-10-01</date><risdate>2002</risdate><volume>62</volume><issue>19</issue><spage>5451</spage><epage>5456</epage><pages>5451-5456</pages><issn>0008-5472</issn><eissn>1538-7445</eissn><coden>CNREA8</coden><abstract>The development of oral squamous cell carcinoma (SCC) shows a positive correlation with the carcinogen exposure that occurs during tobacco and alcohol use. The purpose of this study was to investigate whether the naturally occurring chemopreventive agent, curcumin, modulates expression and function of carcinogen- metabolizing enzymes in human keratinocytes isolated from oral SCC tumors. Dose-response studies demonstrated that curcumin concentrations of >or=25 micro M were cytotoxic for oral SCC cells. Curcumin increased both expression (reverse transcription-PCR analyses) and function (high-performance liquid chromatography determination of ethoxyresorufin metabolism) of cytochrome P-450 (CYP) 1A1 and/or CYP1B1. The aryl hydrocarbon receptor (AhR), which up-regulates a battery of genes associated with carcinogen metabolism, is activated by polycyclic aromatic hydrocarbons such as the tobacco-associated carcinogen benzo(a)pyrene. Electromobility shift assays demonstrated that similar to the established AhR ligand 2,3,7,8,-tetrachlorodibenzo-p-dioxin, curcumin inclusion resulted in AhR nuclear translocation and formation of the transcriptionally active AhR-aryl hydrocarbon receptor nuclear translocator complex. Cellular capacity to bioactivate the tobacco-associated carcinogen (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiodiol was determined by evaluating conversion of the carcinogenic metabolite diol epoxide to stable tetrols via high-performance liquid chromatography. Results of our metabolism studies showed that curcumin significantly inhibited CYP1A1-mediated benzo(a)pyrene diol bioactivation in both oral SCC cells and intact oral mucosa. Because CYP1A1 is one of the primary carcinogen-activating enzymes in oral mucosa, the use of curcumin as an oral cavity chemopreventive agent could have significant clinical impact via its ability to inhibit carcinogen bioactivation.</abstract><cop>Philadelphia, PA</cop><pub>American Association for Cancer Research</pub><pmid>12359752</pmid><tpages>6</tpages></addata></record> |
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| ispartof | Cancer research (Chicago, Ill.), 2002-10, Vol.62 (19), p.5451-5456 |
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| source | MEDLINE; American Association for Cancer Research; EZB-FREE-00999 freely available EZB journals |
| subjects | Adult Aged Antineoplastic Agents - pharmacology Aryl Hydrocarbon Hydroxylases - metabolism Aryl Hydrocarbon Receptor Nuclear Translocator Biological and medical sciences Biotransformation - drug effects Carcinogenesis, carcinogens and anticarcinogens Carcinogens - antagonists & inhibitors Carcinogens - pharmacokinetics Carcinoma, Squamous Cell - chemically induced Carcinoma, Squamous Cell - drug therapy Carcinoma, Squamous Cell - enzymology Carcinoma, Squamous Cell - metabolism Cell Division - drug effects Cell Survival - drug effects Curcumin - pharmacology Cytochrome P-450 CYP1A1 - antagonists & inhibitors Cytochrome P-450 CYP1A1 - metabolism Cytochrome P-450 CYP1B1 Dihydroxydihydrobenzopyrenes - antagonists & inhibitors Dihydroxydihydrobenzopyrenes - pharmacokinetics DNA-Binding Proteins Foods and miscellaneous Glutathione - metabolism Humans Keratinocytes - drug effects Keratinocytes - enzymology Keratinocytes - metabolism Male Medical sciences Middle Aged Mouth Mucosa - drug effects Mouth Mucosa - enzymology Mouth Mucosa - metabolism Mouth Neoplasms - chemically induced Mouth Neoplasms - drug therapy Mouth Neoplasms - enzymology Mouth Neoplasms - metabolism Oxazines - metabolism Receptors, Aryl Hydrocarbon - metabolism Transcription Factors - metabolism Tumor Cells, Cultured Tumors |
| title | Curcumin activates the aryl hydrocarbon receptor yet significantly inhibits (-)-benzo(a)pyrene-7R-trans-7,8-dihydrodiol bioactivation in oral squamous cell carcinoma cells and oral mucosa |
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