Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds
In screening experiments for rat intestinal α-glucosidase (sucrase and maltase) inhibitors in 325 plants cultivated in Japan's southern island, of Tanegashima, marked inhibition against both sucrase and maltase was found in the extract of the fruit of Solanum torvum. Enzyme-assay guided fractio...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2010, Vol.74 (4), p.741-745 |
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| container_title | Bioscience, biotechnology, and biochemistry |
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| creator | Takahashi, K., Hokkaido Univ., Sapporo (Japan) Yoshioka, Y Kato, E Katsuki, S Iida, O Hosokawa, K Kawabata, J |
| description | In screening experiments for rat intestinal α-glucosidase (sucrase and maltase) inhibitors in 325 plants cultivated in Japan's southern island, of Tanegashima, marked inhibition against both sucrase and maltase was found in the extract of the fruit of Solanum torvum. Enzyme-assay guided fractionation of the extract led to the isolation of methyl caffeate (1) as a rat intestinal sucrase and maltase inhibitor. We examined 13 caffeoyl derivatives for sucrase- and maltase-inhibitory activities. The results showed that methyl caffeate (1) had a most favorable structure for both sucrase and maltase inhibition, except for a higher activity of methyl 3,4,5-trihydroxycinnamate (14) against sucrase. Its moderate inhibitory action against α-glucosidase provides a prospect for antidiabetic usage of S. torvum fruit. |
| doi_str_mv | 10.1271/bbb.90789 |
| format | Article |
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Enzyme-assay guided fractionation of the extract led to the isolation of methyl caffeate (1) as a rat intestinal sucrase and maltase inhibitor. We examined 13 caffeoyl derivatives for sucrase- and maltase-inhibitory activities. The results showed that methyl caffeate (1) had a most favorable structure for both sucrase and maltase inhibition, except for a higher activity of methyl 3,4,5-trihydroxycinnamate (14) against sucrase. Its moderate inhibitory action against α-glucosidase provides a prospect for antidiabetic usage of S. torvum fruit.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.90789</identifier><identifier>PMID: 20378981</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>ALFA GLUCOSIDASA ; ALIMENT SANTE POUR HOMME ; ALIMENTOS SANOS ; ALPHA GLUCOSIDASE ; Animals ; Biological and medical sciences ; Caffeic Acids ; CHROMATOGRAPHIE EN COLONNE ; COLUMN CHROMATOGRAPHY ; CROMATOGRAFIA DE COLUMNA ; DIABETE ; DIABETES ; Enzyme Assays ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - pharmacology ; ESPECTROSCOPIA RMN ; Fruit - enzymology ; Fundamental and applied biological sciences. Psychology ; Glycoside Hydrolase Inhibitors ; HEALTH FOODS ; HIPERGLUCEMIA ; http://www.fao.org/aos/agrovoc#c_10361 ; http://www.fao.org/aos/agrovoc#c_24395 ; http://www.fao.org/aos/agrovoc#c_24405 ; http://www.fao.org/aos/agrovoc#c_25396 ; http://www.fao.org/aos/agrovoc#c_29489 ; http://www.fao.org/aos/agrovoc#c_3760 ; http://www.fao.org/aos/agrovoc#c_7216 ; HYPERGLYCAEMIA ; HYPERGLYCEMIE ; Hypoglycemic Agents - antagonists & inhibitors ; Hypoglycemic Agents - pharmacology ; Intestines - drug effects ; Japan ; methyl caffeate ; NMR SPECTROSCOPY ; Rats ; SOLANUM ; Solanum - enzymology ; Solanum torvum ; SPECTROSCOPIE RMN ; Sucrase - antagonists & inhibitors ; Tanegashima ; α-glucosidase inhibitor</subject><ispartof>Bioscience, biotechnology, and biochemistry, 2010, Vol.74 (4), p.741-745</ispartof><rights>2010 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2010</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c587t-8ed88ae1a5acb84982916732d3603c14e23e5b8d2c49e42219af966f3ce01afb3</citedby><cites>FETCH-LOGICAL-c587t-8ed88ae1a5acb84982916732d3603c14e23e5b8d2c49e42219af966f3ce01afb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23227013$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20378981$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Takahashi, K., Hokkaido Univ., Sapporo (Japan)</creatorcontrib><creatorcontrib>Yoshioka, Y</creatorcontrib><creatorcontrib>Kato, E</creatorcontrib><creatorcontrib>Katsuki, S</creatorcontrib><creatorcontrib>Iida, O</creatorcontrib><creatorcontrib>Hosokawa, K</creatorcontrib><creatorcontrib>Kawabata, J</creatorcontrib><title>Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>In screening experiments for rat intestinal α-glucosidase (sucrase and maltase) inhibitors in 325 plants cultivated in Japan's southern island, of Tanegashima, marked inhibition against both sucrase and maltase was found in the extract of the fruit of Solanum torvum. Enzyme-assay guided fractionation of the extract led to the isolation of methyl caffeate (1) as a rat intestinal sucrase and maltase inhibitor. We examined 13 caffeoyl derivatives for sucrase- and maltase-inhibitory activities. The results showed that methyl caffeate (1) had a most favorable structure for both sucrase and maltase inhibition, except for a higher activity of methyl 3,4,5-trihydroxycinnamate (14) against sucrase. Its moderate inhibitory action against α-glucosidase provides a prospect for antidiabetic usage of S. torvum fruit.</description><subject>ALFA GLUCOSIDASA</subject><subject>ALIMENT SANTE POUR HOMME</subject><subject>ALIMENTOS SANOS</subject><subject>ALPHA GLUCOSIDASE</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Caffeic Acids</subject><subject>CHROMATOGRAPHIE EN COLONNE</subject><subject>COLUMN CHROMATOGRAPHY</subject><subject>CROMATOGRAFIA DE COLUMNA</subject><subject>DIABETE</subject><subject>DIABETES</subject><subject>Enzyme Assays</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>ESPECTROSCOPIA RMN</subject><subject>Fruit - enzymology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glycoside Hydrolase Inhibitors</subject><subject>HEALTH FOODS</subject><subject>HIPERGLUCEMIA</subject><subject>http://www.fao.org/aos/agrovoc#c_10361</subject><subject>http://www.fao.org/aos/agrovoc#c_24395</subject><subject>http://www.fao.org/aos/agrovoc#c_24405</subject><subject>http://www.fao.org/aos/agrovoc#c_25396</subject><subject>http://www.fao.org/aos/agrovoc#c_29489</subject><subject>http://www.fao.org/aos/agrovoc#c_3760</subject><subject>http://www.fao.org/aos/agrovoc#c_7216</subject><subject>HYPERGLYCAEMIA</subject><subject>HYPERGLYCEMIE</subject><subject>Hypoglycemic Agents - antagonists & inhibitors</subject><subject>Hypoglycemic Agents - pharmacology</subject><subject>Intestines - drug effects</subject><subject>Japan</subject><subject>methyl caffeate</subject><subject>NMR SPECTROSCOPY</subject><subject>Rats</subject><subject>SOLANUM</subject><subject>Solanum - enzymology</subject><subject>Solanum torvum</subject><subject>SPECTROSCOPIE RMN</subject><subject>Sucrase - antagonists & inhibitors</subject><subject>Tanegashima</subject><subject>α-glucosidase inhibitor</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0ktrFTEUB_Agir2tLvwASjZSXEzNY2aSLKX4pKKgrsOZPHojmck1yVTutzf13upGcBU4_M4_jxOEnlByQZmgL6dpulBESHUPbSjvRTeqXtxHG6Lo2Ml-oCfotJTvhLTCQB-iE0Z405JuUP7o6nYfsQHvHVSHoWBYMMTdFrrruJpUgoXicFi2YQo1ZexzmvGXFGFZZ9wKN23xeQ31ttPium0hpoabUPc4eZxdbLkWmzTv0rrY8gg98BCLe3xcz9C3N6-_Xr7rrj69fX_56qozgxS1k85KCY7CAGaSvZKs3UZwZvlIuKG9Y9wNk7TM9Mr1jFEFXo2j58YRCn7iZ-j8kLvL6cfqStVzKMbFdnCX1qKFFHTkTI7_l5yrgXEqm3xxkCanUrLzepfDDHmvKdG3s9BtFvr3LJp9dkxdp9nZP_Lu8Rt4fgRQDESfYTGh_HWcMUEob64_uLD4lGf4mXK0usI-pnzXxP-1_9NDm4ek4To39eEzI7R9A0YHyX8BjSWtRg</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>Takahashi, K., Hokkaido Univ., Sapporo (Japan)</creator><creator>Yoshioka, Y</creator><creator>Kato, E</creator><creator>Katsuki, S</creator><creator>Iida, O</creator><creator>Hosokawa, K</creator><creator>Kawabata, J</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</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>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>2010</creationdate><title>Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds</title><author>Takahashi, K., Hokkaido Univ., Sapporo (Japan) ; Yoshioka, Y ; Kato, E ; Katsuki, S ; Iida, O ; Hosokawa, K ; Kawabata, J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c587t-8ed88ae1a5acb84982916732d3603c14e23e5b8d2c49e42219af966f3ce01afb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>ALFA GLUCOSIDASA</topic><topic>ALIMENT SANTE POUR HOMME</topic><topic>ALIMENTOS SANOS</topic><topic>ALPHA GLUCOSIDASE</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Caffeic Acids</topic><topic>CHROMATOGRAPHIE EN COLONNE</topic><topic>COLUMN CHROMATOGRAPHY</topic><topic>CROMATOGRAFIA DE COLUMNA</topic><topic>DIABETE</topic><topic>DIABETES</topic><topic>Enzyme Assays</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>ESPECTROSCOPIA RMN</topic><topic>Fruit - enzymology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glycoside Hydrolase Inhibitors</topic><topic>HEALTH FOODS</topic><topic>HIPERGLUCEMIA</topic><topic>http://www.fao.org/aos/agrovoc#c_10361</topic><topic>http://www.fao.org/aos/agrovoc#c_24395</topic><topic>http://www.fao.org/aos/agrovoc#c_24405</topic><topic>http://www.fao.org/aos/agrovoc#c_25396</topic><topic>http://www.fao.org/aos/agrovoc#c_29489</topic><topic>http://www.fao.org/aos/agrovoc#c_3760</topic><topic>http://www.fao.org/aos/agrovoc#c_7216</topic><topic>HYPERGLYCAEMIA</topic><topic>HYPERGLYCEMIE</topic><topic>Hypoglycemic Agents - antagonists & inhibitors</topic><topic>Hypoglycemic Agents - pharmacology</topic><topic>Intestines - drug effects</topic><topic>Japan</topic><topic>methyl caffeate</topic><topic>NMR SPECTROSCOPY</topic><topic>Rats</topic><topic>SOLANUM</topic><topic>Solanum - enzymology</topic><topic>Solanum torvum</topic><topic>SPECTROSCOPIE RMN</topic><topic>Sucrase - antagonists & inhibitors</topic><topic>Tanegashima</topic><topic>α-glucosidase inhibitor</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Takahashi, K., Hokkaido Univ., Sapporo (Japan)</creatorcontrib><creatorcontrib>Yoshioka, Y</creatorcontrib><creatorcontrib>Kato, E</creatorcontrib><creatorcontrib>Katsuki, S</creatorcontrib><creatorcontrib>Iida, O</creatorcontrib><creatorcontrib>Hosokawa, K</creatorcontrib><creatorcontrib>Kawabata, J</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>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Takahashi, K., Hokkaido Univ., Sapporo (Japan)</au><au>Yoshioka, Y</au><au>Kato, E</au><au>Katsuki, S</au><au>Iida, O</au><au>Hosokawa, K</au><au>Kawabata, J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2010</date><risdate>2010</risdate><volume>74</volume><issue>4</issue><spage>741</spage><epage>745</epage><pages>741-745</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>In screening experiments for rat intestinal α-glucosidase (sucrase and maltase) inhibitors in 325 plants cultivated in Japan's southern island, of Tanegashima, marked inhibition against both sucrase and maltase was found in the extract of the fruit of Solanum torvum. Enzyme-assay guided fractionation of the extract led to the isolation of methyl caffeate (1) as a rat intestinal sucrase and maltase inhibitor. We examined 13 caffeoyl derivatives for sucrase- and maltase-inhibitory activities. The results showed that methyl caffeate (1) had a most favorable structure for both sucrase and maltase inhibition, except for a higher activity of methyl 3,4,5-trihydroxycinnamate (14) against sucrase. Its moderate inhibitory action against α-glucosidase provides a prospect for antidiabetic usage of S. torvum fruit.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>20378981</pmid><doi>10.1271/bbb.90789</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| source | J-STAGE Free; Oxford University Press Journals All Titles (1996-Current); MEDLINE; Open Access Titles of Japan; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | ALFA GLUCOSIDASA ALIMENT SANTE POUR HOMME ALIMENTOS SANOS ALPHA GLUCOSIDASE Animals Biological and medical sciences Caffeic Acids CHROMATOGRAPHIE EN COLONNE COLUMN CHROMATOGRAPHY CROMATOGRAFIA DE COLUMNA DIABETE DIABETES Enzyme Assays Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology ESPECTROSCOPIA RMN Fruit - enzymology Fundamental and applied biological sciences. Psychology Glycoside Hydrolase Inhibitors HEALTH FOODS HIPERGLUCEMIA http://www.fao.org/aos/agrovoc#c_10361 http://www.fao.org/aos/agrovoc#c_24395 http://www.fao.org/aos/agrovoc#c_24405 http://www.fao.org/aos/agrovoc#c_25396 http://www.fao.org/aos/agrovoc#c_29489 http://www.fao.org/aos/agrovoc#c_3760 http://www.fao.org/aos/agrovoc#c_7216 HYPERGLYCAEMIA HYPERGLYCEMIE Hypoglycemic Agents - antagonists & inhibitors Hypoglycemic Agents - pharmacology Intestines - drug effects Japan methyl caffeate NMR SPECTROSCOPY Rats SOLANUM Solanum - enzymology Solanum torvum SPECTROSCOPIE RMN Sucrase - antagonists & inhibitors Tanegashima α-glucosidase inhibitor |
| title | Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds |
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