Antimutagenicity of mono-, di-, and tricaffeoylquinic acid derivatives isolated from sweetpotato (Ipomoea batatas L.) leaf
The caffeoylquinic acid derivatives, 3-mono-O-caffeoylquinic acid (chlorogenic acid, ChA), 3,4-di-O-caffeoylquinic acid (3,4-diCQA), 3,5-di-O-caffeoylquinic acid (3,5-diCQA), 4,5-di-O-caffeoylquinic acid (4,5-diCQA) and 3,4,5-tri-O-caffeoylquinic acid (3,4,5-triCQA), and caffeic acid (CA) were isola...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2002-11, Vol.66 (11), p.2336-2341 |
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| container_title | Bioscience, biotechnology, and biochemistry |
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| creator | Yoshimoto, M. (National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan)) Yahara, S Okuno, S Islam, Md.S Ishiguro, K Yamakawa, O |
| description | The caffeoylquinic acid derivatives, 3-mono-O-caffeoylquinic acid (chlorogenic acid, ChA), 3,4-di-O-caffeoylquinic acid (3,4-diCQA), 3,5-di-O-caffeoylquinic acid (3,5-diCQA), 4,5-di-O-caffeoylquinic acid (4,5-diCQA) and 3,4,5-tri-O-caffeoylquinic acid (3,4,5-triCQA), and caffeic acid (CA) were isolated from the sweetpotato (Ipomoea batatas L.) leaf. We examined the antimutagenicity of these caffeoylquinic acid compounds to promote new uses of the sweetpotato leaf. These caffeoylquinic acid derivatives effectively inhibited the reverse mutation induced by Trp-P-1 on Salmonella typhimurium TA 98. The antimutagenicity of these derivatives was 3,4,5-triCQA>3,4-diCQA=3,5-diCQA=4,5-diCQA>ChA in this order. There was no difference in the antimutagenicity of all dicaffeoylquinic acid derivatives. A comparison of the activities and structures of these compounds suggested that the number of caffeoyl groups bound to quinic acid played a role in the antimutagenicity of the caffeoylquinic acid derivatives. The sweetpotato leaves contained distinctive polyphenolic components with a high content of mono-, di-, and tricaffeoylquinic acid derivatives and could be a source of physiological functions. |
| doi_str_mv | 10.1271/bbb.66.2336 |
| format | Article |
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(National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan)) ; Yahara, S ; Okuno, S ; Islam, Md.S ; Ishiguro, K ; Yamakawa, O</creator><creatorcontrib>Yoshimoto, M. (National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan)) ; Yahara, S ; Okuno, S ; Islam, Md.S ; Ishiguro, K ; Yamakawa, O</creatorcontrib><description>The caffeoylquinic acid derivatives, 3-mono-O-caffeoylquinic acid (chlorogenic acid, ChA), 3,4-di-O-caffeoylquinic acid (3,4-diCQA), 3,5-di-O-caffeoylquinic acid (3,5-diCQA), 4,5-di-O-caffeoylquinic acid (4,5-diCQA) and 3,4,5-tri-O-caffeoylquinic acid (3,4,5-triCQA), and caffeic acid (CA) were isolated from the sweetpotato (Ipomoea batatas L.) leaf. We examined the antimutagenicity of these caffeoylquinic acid compounds to promote new uses of the sweetpotato leaf. These caffeoylquinic acid derivatives effectively inhibited the reverse mutation induced by Trp-P-1 on Salmonella typhimurium TA 98. The antimutagenicity of these derivatives was 3,4,5-triCQA>3,4-diCQA=3,5-diCQA=4,5-diCQA>ChA in this order. There was no difference in the antimutagenicity of all dicaffeoylquinic acid derivatives. A comparison of the activities and structures of these compounds suggested that the number of caffeoyl groups bound to quinic acid played a role in the antimutagenicity of the caffeoylquinic acid derivatives. The sweetpotato leaves contained distinctive polyphenolic components with a high content of mono-, di-, and tricaffeoylquinic acid derivatives and could be a source of physiological functions.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.66.2336</identifier><identifier>PMID: 12506969</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>Antimutagenic Agents - chemistry ; Antimutagenic Agents - isolation & purification ; Antimutagenic Agents - pharmacology ; antimutagenicity ; ANTIMUTAGENS ; Biological and medical sciences ; caffeoylquinic acid derivative ; Carbolines - toxicity ; CHLOROGENIC ACID ; Chromatography, High Pressure Liquid ; General pharmacology ; IPOMOEA BATATAS ; Ipomoea batatas - chemistry ; LEAVES ; Medical sciences ; Mutagenicity Tests ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Phenols - analysis ; Plant Leaves - chemistry ; polyphenol ; Quinic Acid - analogs & derivatives ; Quinic Acid - chemistry ; Quinic Acid - isolation & purification ; Quinic Acid - pharmacology ; Salmonella typhimurium - drug effects ; Salmonella typhimurium - genetics ; sweetpotato leaf</subject><ispartof>Bioscience, biotechnology, and biochemistry, 2002-11, Vol.66 (11), p.2336-2341</ispartof><rights>2002 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2002</rights><rights>2003 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2002</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c641t-301edd9cbeb19c8c85cce8c737e9ffe4b1a112c257ee4910b92c8bc7356a578f3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14409113$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12506969$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yoshimoto, M. (National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan))</creatorcontrib><creatorcontrib>Yahara, S</creatorcontrib><creatorcontrib>Okuno, S</creatorcontrib><creatorcontrib>Islam, Md.S</creatorcontrib><creatorcontrib>Ishiguro, K</creatorcontrib><creatorcontrib>Yamakawa, O</creatorcontrib><title>Antimutagenicity of mono-, di-, and tricaffeoylquinic acid derivatives isolated from sweetpotato (Ipomoea batatas L.) leaf</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>The caffeoylquinic acid derivatives, 3-mono-O-caffeoylquinic acid (chlorogenic acid, ChA), 3,4-di-O-caffeoylquinic acid (3,4-diCQA), 3,5-di-O-caffeoylquinic acid (3,5-diCQA), 4,5-di-O-caffeoylquinic acid (4,5-diCQA) and 3,4,5-tri-O-caffeoylquinic acid (3,4,5-triCQA), and caffeic acid (CA) were isolated from the sweetpotato (Ipomoea batatas L.) leaf. We examined the antimutagenicity of these caffeoylquinic acid compounds to promote new uses of the sweetpotato leaf. These caffeoylquinic acid derivatives effectively inhibited the reverse mutation induced by Trp-P-1 on Salmonella typhimurium TA 98. The antimutagenicity of these derivatives was 3,4,5-triCQA>3,4-diCQA=3,5-diCQA=4,5-diCQA>ChA in this order. There was no difference in the antimutagenicity of all dicaffeoylquinic acid derivatives. A comparison of the activities and structures of these compounds suggested that the number of caffeoyl groups bound to quinic acid played a role in the antimutagenicity of the caffeoylquinic acid derivatives. The sweetpotato leaves contained distinctive polyphenolic components with a high content of mono-, di-, and tricaffeoylquinic acid derivatives and could be a source of physiological functions.</description><subject>Antimutagenic Agents - chemistry</subject><subject>Antimutagenic Agents - isolation & purification</subject><subject>Antimutagenic Agents - pharmacology</subject><subject>antimutagenicity</subject><subject>ANTIMUTAGENS</subject><subject>Biological and medical sciences</subject><subject>caffeoylquinic acid derivative</subject><subject>Carbolines - toxicity</subject><subject>CHLOROGENIC ACID</subject><subject>Chromatography, High Pressure Liquid</subject><subject>General pharmacology</subject><subject>IPOMOEA BATATAS</subject><subject>Ipomoea batatas - chemistry</subject><subject>LEAVES</subject><subject>Medical sciences</subject><subject>Mutagenicity Tests</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Phenols - analysis</subject><subject>Plant Leaves - chemistry</subject><subject>polyphenol</subject><subject>Quinic Acid - analogs & derivatives</subject><subject>Quinic Acid - chemistry</subject><subject>Quinic Acid - isolation & purification</subject><subject>Quinic Acid - pharmacology</subject><subject>Salmonella typhimurium - drug effects</subject><subject>Salmonella typhimurium - genetics</subject><subject>sweetpotato leaf</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0UFvFCEUB3BiNHatnjxrSIyJRmeFgWGGY9NUrdlED3omD-bR0MwMW2DbrJ--NLumFy8Q4Mfj5Q8hrzlb87bnX6y1a6XWrRDqCVlxIftGadk_JSumuWoG2fET8iLna8bqRsefkxPedkxppVfk79lSwrwrcIVLcKHsafR0jktsPtMx1AGWkZYUHHiPcT_d7EJ1FFwY6Ygp3EIJt5hpyHGCgiP1Kc403yGWbSxQIv1wuY1zRKAW6hoy3aw_0gnBvyTPPEwZXx3nU_Ln68Xv8-_N5ue3y_OzTeOU5KURjOM4amfRcu0GN3TO4eB60aOuPUnLgfPWtV2PKDVnVrdusPW8U9D1gxen5N2h7jbFmx3mYq7jLi31ScOl1FJ2stNVfTool2LOCb3ZpjBD2hvOzEPOpuZslDIPOVf99lhzZ2ccH-0x2AreHwFkB5NPsLiQH52U9S-4qE4dXFh8TDPcxTSNpsB-iunfJfH_Dt4cLnqIBq5SdT9-tYwJxlo9aHEPAeCh9w</recordid><startdate>20021101</startdate><enddate>20021101</enddate><creator>Yoshimoto, M. 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(National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan)) ; Yahara, S ; Okuno, S ; Islam, Md.S ; Ishiguro, K ; Yamakawa, O</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c641t-301edd9cbeb19c8c85cce8c737e9ffe4b1a112c257ee4910b92c8bc7356a578f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Antimutagenic Agents - chemistry</topic><topic>Antimutagenic Agents - isolation & purification</topic><topic>Antimutagenic Agents - pharmacology</topic><topic>antimutagenicity</topic><topic>ANTIMUTAGENS</topic><topic>Biological and medical sciences</topic><topic>caffeoylquinic acid derivative</topic><topic>Carbolines - toxicity</topic><topic>CHLOROGENIC ACID</topic><topic>Chromatography, High Pressure Liquid</topic><topic>General pharmacology</topic><topic>IPOMOEA BATATAS</topic><topic>Ipomoea batatas - chemistry</topic><topic>LEAVES</topic><topic>Medical sciences</topic><topic>Mutagenicity Tests</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Phenols - analysis</topic><topic>Plant Leaves - chemistry</topic><topic>polyphenol</topic><topic>Quinic Acid - analogs & derivatives</topic><topic>Quinic Acid - chemistry</topic><topic>Quinic Acid - isolation & purification</topic><topic>Quinic Acid - pharmacology</topic><topic>Salmonella typhimurium - drug effects</topic><topic>Salmonella typhimurium - genetics</topic><topic>sweetpotato leaf</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yoshimoto, M. (National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan))</creatorcontrib><creatorcontrib>Yahara, S</creatorcontrib><creatorcontrib>Okuno, S</creatorcontrib><creatorcontrib>Islam, Md.S</creatorcontrib><creatorcontrib>Ishiguro, K</creatorcontrib><creatorcontrib>Yamakawa, O</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><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yoshimoto, M. (National Agricultural Research Center for Kyushu Okinawa Region, Nishigoshi, Kumamoto (Japan))</au><au>Yahara, S</au><au>Okuno, S</au><au>Islam, Md.S</au><au>Ishiguro, K</au><au>Yamakawa, O</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimutagenicity of mono-, di-, and tricaffeoylquinic acid derivatives isolated from sweetpotato (Ipomoea batatas L.) leaf</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2002-11-01</date><risdate>2002</risdate><volume>66</volume><issue>11</issue><spage>2336</spage><epage>2341</epage><pages>2336-2341</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>The caffeoylquinic acid derivatives, 3-mono-O-caffeoylquinic acid (chlorogenic acid, ChA), 3,4-di-O-caffeoylquinic acid (3,4-diCQA), 3,5-di-O-caffeoylquinic acid (3,5-diCQA), 4,5-di-O-caffeoylquinic acid (4,5-diCQA) and 3,4,5-tri-O-caffeoylquinic acid (3,4,5-triCQA), and caffeic acid (CA) were isolated from the sweetpotato (Ipomoea batatas L.) leaf. We examined the antimutagenicity of these caffeoylquinic acid compounds to promote new uses of the sweetpotato leaf. These caffeoylquinic acid derivatives effectively inhibited the reverse mutation induced by Trp-P-1 on Salmonella typhimurium TA 98. The antimutagenicity of these derivatives was 3,4,5-triCQA>3,4-diCQA=3,5-diCQA=4,5-diCQA>ChA in this order. There was no difference in the antimutagenicity of all dicaffeoylquinic acid derivatives. A comparison of the activities and structures of these compounds suggested that the number of caffeoyl groups bound to quinic acid played a role in the antimutagenicity of the caffeoylquinic acid derivatives. The sweetpotato leaves contained distinctive polyphenolic components with a high content of mono-, di-, and tricaffeoylquinic acid derivatives and could be a source of physiological functions.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>12506969</pmid><doi>10.1271/bbb.66.2336</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0916-8451 |
| ispartof | Bioscience, biotechnology, and biochemistry, 2002-11, Vol.66 (11), p.2336-2341 |
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| language | eng |
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| source | J-STAGE Free; MEDLINE; Oxford University Press Journals All Titles (1996-Current); Freely Accessible Japanese Titles; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Antimutagenic Agents - chemistry Antimutagenic Agents - isolation & purification Antimutagenic Agents - pharmacology antimutagenicity ANTIMUTAGENS Biological and medical sciences caffeoylquinic acid derivative Carbolines - toxicity CHLOROGENIC ACID Chromatography, High Pressure Liquid General pharmacology IPOMOEA BATATAS Ipomoea batatas - chemistry LEAVES Medical sciences Mutagenicity Tests Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Phenols - analysis Plant Leaves - chemistry polyphenol Quinic Acid - analogs & derivatives Quinic Acid - chemistry Quinic Acid - isolation & purification Quinic Acid - pharmacology Salmonella typhimurium - drug effects Salmonella typhimurium - genetics sweetpotato leaf |
| title | Antimutagenicity of mono-, di-, and tricaffeoylquinic acid derivatives isolated from sweetpotato (Ipomoea batatas L.) leaf |
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