Tetragalloylquinic acid, the major antiasthmatic principle of Galphimia glauca
In the search for antiasthmatic principles in plant drugs, a bioguided fractionation of an alcoholic extract of Calphimia glauca was performed using a plethysmographic in vivo model. Tetragalloylquinic acid (G1), which was found together with other compounds (gallic acid, methyl gallate, ellagic aci...
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| Veröffentlicht in: | Planta medica 1993-04, Vol.59 (2), p.164-167 |
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| container_title | Planta medica |
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| creator | Neszmelyi, A. (Hungarian Academy of Science, Budapest (Hungary). Central Research Inst. for Chemistry) Kreher, B Mueller, A Dorsch, W Wagner, H |
| description | In the search for antiasthmatic principles in plant drugs, a bioguided fractionation of an alcoholic extract of Calphimia glauca was performed using a plethysmographic in vivo model. Tetragalloylquinic acid (G1), which was found together with other compounds (gallic acid, methyl gallate, ellagic acid, and flavonoid acylglycosides), showed the highest activity against bronchial hyperreactivity and allergic reactions. Using mass and NMR spectroscopy in combination with energy calculations, the structure G1 was elucidated as tetra-O-galloylquinic acid. Depending on the solvent used, the quinic acid skeleton can occupy a fixed conformation or several interconverting ones on the NMR time scale. |
| doi_str_mv | 10.1055/s-2006-959635 |
| format | Article |
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Depending on the solvent used, the quinic acid skeleton can occupy a fixed conformation or several interconverting ones on the NMR time scale.</description><subject>1,3,4,5-tetragalloylquinic acid</subject><subject>ACIDE ORGANIQUE</subject><subject>ACIDOS ORGANICOS</subject><subject>Animals</subject><subject>Antiasthmatic activity</subject><subject>ASMA</subject><subject>Asthma - drug therapy</subject><subject>ASTHME</subject><subject>COMPOSICION QUIMICA</subject><subject>COMPOSITION CHIMIQUE</subject><subject>conformation</subject><subject>ESTRUCTURA QUIMICA</subject><subject>FARMACOLOGIA</subject><subject>Gallic Acid - analogs & derivatives</subject><subject>Gallic Acid - chemistry</subject><subject>Gallic Acid - isolation & purification</subject><subject>Gallic Acid - pharmacology</subject><subject>gallic acid derivatives</subject><subject>Galphimia glauca</subject><subject>Guinea Pigs</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>MALPIGHIACEAE</subject><subject>Molecular Structure</subject><subject>PHARMACOLOGIE</subject><subject>PLANTAS MEDICINALES</subject><subject>PLANTE MEDICINALE</subject><subject>Plants, Medicinal - chemistry</subject><subject>Quinic Acid - analogs & derivatives</subject><subject>Quinic Acid - chemistry</subject><subject>Quinic Acid - isolation & purification</subject><subject>Quinic Acid - pharmacology</subject><subject>STRUCTURE CHIMIQUE</subject><issn>0032-0943</issn><issn>1439-0221</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kDtPwzAURi0EKqUwsiAhZWJqwI7zsEcopSBVsHS3bh27ceU8ajtD_z2pUrExefiOjq4PQvcEPxOcZS8-TjDOY57xnGYXaEpSymOcJOQSTTGmSYx5Sq_Rjfd7jEnKMZ6gCUsZIzyfou-NCg52YG17tIfeNEZGIE05j0Klohr2rYugCQZ8qGoIw9o500jTWRW1OlqB7SpTG4h2FnoJt-hKg_Xq7vzO0OZjuVl8xuuf1dfidR1LmqYh3ipNALOUljqhlBGWSEkxzTgtyhIKQnKmNVcJB64kLYlkrOQy14orXGYFnaGnUdu59tArH0RtvFTWQqPa3osiKwbnEGSG4hGUrvXeKS2G82twR0GwOOUTXpzyiTHfwD-exf22VuUffe417PNxD5VRtRL7tnfN8NF_dQ8jrqEVsHPGi_clp28kS1L6C0OJgTQ</recordid><startdate>19930401</startdate><enddate>19930401</enddate><creator>Neszmelyi, A. 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(Hungarian Academy of Science, Budapest (Hungary). Central Research Inst. for Chemistry)</creatorcontrib><creatorcontrib>Kreher, B</creatorcontrib><creatorcontrib>Mueller, A</creatorcontrib><creatorcontrib>Dorsch, W</creatorcontrib><creatorcontrib>Wagner, H</creatorcontrib><collection>AGRIS</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>Planta medica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Neszmelyi, A. (Hungarian Academy of Science, Budapest (Hungary). Central Research Inst. for Chemistry)</au><au>Kreher, B</au><au>Mueller, A</au><au>Dorsch, W</au><au>Wagner, H</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tetragalloylquinic acid, the major antiasthmatic principle of Galphimia glauca</atitle><jtitle>Planta medica</jtitle><addtitle>Planta Med</addtitle><date>1993-04-01</date><risdate>1993</risdate><volume>59</volume><issue>2</issue><spage>164</spage><epage>167</epage><pages>164-167</pages><issn>0032-0943</issn><eissn>1439-0221</eissn><abstract>In the search for antiasthmatic principles in plant drugs, a bioguided fractionation of an alcoholic extract of Calphimia glauca was performed using a plethysmographic in vivo model. Tetragalloylquinic acid (G1), which was found together with other compounds (gallic acid, methyl gallate, ellagic acid, and flavonoid acylglycosides), showed the highest activity against bronchial hyperreactivity and allergic reactions. Using mass and NMR spectroscopy in combination with energy calculations, the structure G1 was elucidated as tetra-O-galloylquinic acid. Depending on the solvent used, the quinic acid skeleton can occupy a fixed conformation or several interconverting ones on the NMR time scale.</abstract><cop>Germany</cop><pmid>8488196</pmid><doi>10.1055/s-2006-959635</doi><tpages>4</tpages></addata></record> |
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| subjects | 1,3,4,5-tetragalloylquinic acid ACIDE ORGANIQUE ACIDOS ORGANICOS Animals Antiasthmatic activity ASMA Asthma - drug therapy ASTHME COMPOSICION QUIMICA COMPOSITION CHIMIQUE conformation ESTRUCTURA QUIMICA FARMACOLOGIA Gallic Acid - analogs & derivatives Gallic Acid - chemistry Gallic Acid - isolation & purification Gallic Acid - pharmacology gallic acid derivatives Galphimia glauca Guinea Pigs Magnetic Resonance Spectroscopy MALPIGHIACEAE Molecular Structure PHARMACOLOGIE PLANTAS MEDICINALES PLANTE MEDICINALE Plants, Medicinal - chemistry Quinic Acid - analogs & derivatives Quinic Acid - chemistry Quinic Acid - isolation & purification Quinic Acid - pharmacology STRUCTURE CHIMIQUE |
| title | Tetragalloylquinic acid, the major antiasthmatic principle of Galphimia glauca |
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