Isolation and Identification of a Novel Chlorophenol from a Cell Suspension Culture of Helichrysum aureonitens
A novel chlorophenol, 4-chloro-2-(hepta-1,3,5-triyn-1-yl)-phenol (1), was isolated as the major phenolic compound from the cells of Helichrysum aureonitens suspension cultures. Compound 1 has been proposed to be an intermediate in the acetylene biosynthetic pathway of other acetylenic compounds in H...
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Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2009/11/01, Vol.57(11), pp.1282-1283 |
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description | A novel chlorophenol, 4-chloro-2-(hepta-1,3,5-triyn-1-yl)-phenol (1), was isolated as the major phenolic compound from the cells of Helichrysum aureonitens suspension cultures. Compound 1 has been proposed to be an intermediate in the acetylene biosynthetic pathway of other acetylenic compounds in Helichrysum spp. The ethanol extract of cell suspension cultures and compound 1 were evaluated for their cytotoxicity against monkey kidney Vero (Vero cells) and human prostate epithelial carcinoma (DU145) cell lines, also, the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against Mycobacterium tuberculosis H37Rv were determined as well. |
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Compound 1 has been proposed to be an intermediate in the acetylene biosynthetic pathway of other acetylenic compounds in Helichrysum spp. The ethanol extract of cell suspension cultures and compound 1 were evaluated for their cytotoxicity against monkey kidney Vero (Vero cells) and human prostate epithelial carcinoma (DU145) cell lines, also, the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against Mycobacterium tuberculosis H37Rv were determined as well.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.57.1282</identifier><identifier>PMID: 19881282</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; anticancer ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Antitubercular Agents - chemistry ; Antitubercular Agents - isolation & purification ; Antitubercular Agents - pharmacology ; Asteraceae - chemistry ; Asteraceae - cytology ; Cell Culture Techniques ; Cell Line, Tumor ; Cell Proliferation - drug effects ; cell suspension ; Cercopithecus aethiops ; chlorophenol ; Chlorophenols - chemistry ; Chlorophenols - isolation & purification ; Chlorophenols - pharmacology ; Dose-Response Relationship, Drug ; Drug Evaluation, Preclinical ; Helichrysum ; Helichrysum aureonitens ; Humans ; Molecular Structure ; Mycobacterium tuberculosis ; Mycobacterium tuberculosis - drug effects ; Plant Extracts - chemistry ; Plant Extracts - isolation & purification ; Plant Extracts - pharmacology ; polyacetylene ; Structure-Activity Relationship ; Vero Cells</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2009/11/01, Vol.57(11), pp.1282-1283</ispartof><rights>2009 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c673t-779166bd8d111387baab6e4102bd5d29222bddee58d1869865dc95c95f553b703</citedby><cites>FETCH-LOGICAL-c673t-779166bd8d111387baab6e4102bd5d29222bddee58d1869865dc95c95f553b703</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,1884,27925,27926</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19881282$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ziaratnia, Seyed Mahdi</creatorcontrib><creatorcontrib>Ohyama, Kiyoshi</creatorcontrib><creatorcontrib>Hussein, Ahmed Abdel-Fattah</creatorcontrib><creatorcontrib>Muranaka, Toshiya</creatorcontrib><creatorcontrib>Lall, Namrita</creatorcontrib><creatorcontrib>Kunert, Karl Josef</creatorcontrib><creatorcontrib>Meyer, Jacobus Johannes Marion</creatorcontrib><creatorcontrib>National Research Centre</creatorcontrib><creatorcontrib>Yokohama City University</creatorcontrib><creatorcontrib>University of Pretoria</creatorcontrib><creatorcontrib>bForestry and Agricultural Biotechnology Institute</creatorcontrib><creatorcontrib>eChemistry of Medicinal Plants Department</creatorcontrib><creatorcontrib>aDepartment of Plant Science</creatorcontrib><creatorcontrib>cRIKEN Plant Science Centre</creatorcontrib><creatorcontrib>dKihara Institute for Biological Research</creatorcontrib><title>Isolation and Identification of a Novel Chlorophenol from a Cell Suspension Culture of Helichrysum aureonitens</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>A novel chlorophenol, 4-chloro-2-(hepta-1,3,5-triyn-1-yl)-phenol (1), was isolated as the major phenolic compound from the cells of Helichrysum aureonitens suspension cultures. Compound 1 has been proposed to be an intermediate in the acetylene biosynthetic pathway of other acetylenic compounds in Helichrysum spp. The ethanol extract of cell suspension cultures and compound 1 were evaluated for their cytotoxicity against monkey kidney Vero (Vero cells) and human prostate epithelial carcinoma (DU145) cell lines, also, the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against Mycobacterium tuberculosis H37Rv were determined as well.</description><subject>Animals</subject><subject>anticancer</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antitubercular Agents - chemistry</subject><subject>Antitubercular Agents - isolation & purification</subject><subject>Antitubercular Agents - pharmacology</subject><subject>Asteraceae - chemistry</subject><subject>Asteraceae - cytology</subject><subject>Cell Culture Techniques</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>cell suspension</subject><subject>Cercopithecus aethiops</subject><subject>chlorophenol</subject><subject>Chlorophenols - chemistry</subject><subject>Chlorophenols - isolation & purification</subject><subject>Chlorophenols - pharmacology</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Evaluation, Preclinical</subject><subject>Helichrysum</subject><subject>Helichrysum aureonitens</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>Mycobacterium tuberculosis</subject><subject>Mycobacterium tuberculosis - drug effects</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Extracts - pharmacology</subject><subject>polyacetylene</subject><subject>Structure-Activity Relationship</subject><subject>Vero Cells</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1v1DAQhi0EotvCiTuKxIEDSvFHbCdHiEq7UgUH4Gw5zoR45diLnSD13-M0q63EBcmyrZlnXo_nRegNwdeEVvVHc-yuucz3mj5DO8IqWXJK2XO0wxg3JWWCXaDLlA4YU44le4kuSFPXK79Dfp-C07MNvtC-L_Y9-NkO1myhMBS6-Br-gCva0YUYjiP44IohhilnWnCu-L6kI_i04u3i5iXCWnYHzpoxPqQlgzkWvJ0z9Qq9GLRL8Pp0XqGfX25-tHfl_bfbffvpvjRCsrmUsiFCdH3dE0JYLTutOwEVwbTreU8bSvOlB-AZqEVTC96bhuc1cM46idkVer_pHmP4vUCa1WSTye1qD2FJSlYiD0cI_n-SMZFHhVfy3T_kISzR528okuUqyiStMvVho0wMKUUY1DHaSccHRbBa_VLZL8WlWuef6bcnzaWboH9iTwZl4GYDcja74oJ31sPTyyZJM8JkFc1eK4y5JERh0jzKrxuTFefrQD5vOoc0619wfkjH2RoH56bIaX8sPydHHRV49hf1v72j</recordid><startdate>20091101</startdate><enddate>20091101</enddate><creator>Ziaratnia, Seyed Mahdi</creator><creator>Ohyama, Kiyoshi</creator><creator>Hussein, Ahmed Abdel-Fattah</creator><creator>Muranaka, Toshiya</creator><creator>Lall, Namrita</creator><creator>Kunert, Karl Josef</creator><creator>Meyer, Jacobus Johannes Marion</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope><scope>7QL</scope><scope>C1K</scope></search><sort><creationdate>20091101</creationdate><title>Isolation and Identification of a Novel Chlorophenol from a Cell Suspension Culture of Helichrysum aureonitens</title><author>Ziaratnia, Seyed Mahdi ; Ohyama, Kiyoshi ; Hussein, Ahmed Abdel-Fattah ; Muranaka, Toshiya ; Lall, Namrita ; Kunert, Karl Josef ; Meyer, Jacobus Johannes Marion</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c673t-779166bd8d111387baab6e4102bd5d29222bddee58d1869865dc95c95f553b703</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Animals</topic><topic>anticancer</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antitubercular Agents - chemistry</topic><topic>Antitubercular Agents - isolation & purification</topic><topic>Antitubercular Agents - pharmacology</topic><topic>Asteraceae - chemistry</topic><topic>Asteraceae - cytology</topic><topic>Cell Culture Techniques</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>cell suspension</topic><topic>Cercopithecus aethiops</topic><topic>chlorophenol</topic><topic>Chlorophenols - chemistry</topic><topic>Chlorophenols - isolation & purification</topic><topic>Chlorophenols - pharmacology</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Evaluation, Preclinical</topic><topic>Helichrysum</topic><topic>Helichrysum aureonitens</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>Mycobacterium tuberculosis</topic><topic>Mycobacterium tuberculosis - drug effects</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - isolation & purification</topic><topic>Plant Extracts - pharmacology</topic><topic>polyacetylene</topic><topic>Structure-Activity Relationship</topic><topic>Vero Cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ziaratnia, Seyed Mahdi</creatorcontrib><creatorcontrib>Ohyama, Kiyoshi</creatorcontrib><creatorcontrib>Hussein, Ahmed Abdel-Fattah</creatorcontrib><creatorcontrib>Muranaka, Toshiya</creatorcontrib><creatorcontrib>Lall, Namrita</creatorcontrib><creatorcontrib>Kunert, Karl Josef</creatorcontrib><creatorcontrib>Meyer, Jacobus Johannes Marion</creatorcontrib><creatorcontrib>National Research Centre</creatorcontrib><creatorcontrib>Yokohama City University</creatorcontrib><creatorcontrib>University of Pretoria</creatorcontrib><creatorcontrib>bForestry and Agricultural Biotechnology Institute</creatorcontrib><creatorcontrib>eChemistry of Medicinal Plants Department</creatorcontrib><creatorcontrib>aDepartment of Plant Science</creatorcontrib><creatorcontrib>cRIKEN Plant Science Centre</creatorcontrib><creatorcontrib>dKihara Institute for Biological Research</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ziaratnia, Seyed Mahdi</au><au>Ohyama, Kiyoshi</au><au>Hussein, Ahmed Abdel-Fattah</au><au>Muranaka, Toshiya</au><au>Lall, Namrita</au><au>Kunert, Karl Josef</au><au>Meyer, Jacobus Johannes Marion</au><aucorp>National Research Centre</aucorp><aucorp>Yokohama City University</aucorp><aucorp>University of Pretoria</aucorp><aucorp>bForestry and Agricultural Biotechnology Institute</aucorp><aucorp>eChemistry of Medicinal Plants Department</aucorp><aucorp>aDepartment of Plant Science</aucorp><aucorp>cRIKEN Plant Science Centre</aucorp><aucorp>dKihara Institute for Biological Research</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation and Identification of a Novel Chlorophenol from a Cell Suspension Culture of Helichrysum aureonitens</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2009-11-01</date><risdate>2009</risdate><volume>57</volume><issue>11</issue><spage>1282</spage><epage>1283</epage><pages>1282-1283</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>A novel chlorophenol, 4-chloro-2-(hepta-1,3,5-triyn-1-yl)-phenol (1), was isolated as the major phenolic compound from the cells of Helichrysum aureonitens suspension cultures. Compound 1 has been proposed to be an intermediate in the acetylene biosynthetic pathway of other acetylenic compounds in Helichrysum spp. The ethanol extract of cell suspension cultures and compound 1 were evaluated for their cytotoxicity against monkey kidney Vero (Vero cells) and human prostate epithelial carcinoma (DU145) cell lines, also, the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against Mycobacterium tuberculosis H37Rv were determined as well.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>19881282</pmid><doi>10.1248/cpb.57.1282</doi><tpages>2</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Animals anticancer Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Antitubercular Agents - chemistry Antitubercular Agents - isolation & purification Antitubercular Agents - pharmacology Asteraceae - chemistry Asteraceae - cytology Cell Culture Techniques Cell Line, Tumor Cell Proliferation - drug effects cell suspension Cercopithecus aethiops chlorophenol Chlorophenols - chemistry Chlorophenols - isolation & purification Chlorophenols - pharmacology Dose-Response Relationship, Drug Drug Evaluation, Preclinical Helichrysum Helichrysum aureonitens Humans Molecular Structure Mycobacterium tuberculosis Mycobacterium tuberculosis - drug effects Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Extracts - pharmacology polyacetylene Structure-Activity Relationship Vero Cells |
title | Isolation and Identification of a Novel Chlorophenol from a Cell Suspension Culture of Helichrysum aureonitens |
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