NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata
A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1H NMR spectrum (in DMSO‐d6) of this compound, the trans double bond proton signals of the fumaryl unit appeared as overlapping singlets. To...
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| Veröffentlicht in: | Magnetic resonance in chemistry 2003-05, Vol.41 (5), p.391-394 |
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| container_title | Magnetic resonance in chemistry |
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| creator | Su, Bao-Ning Cuendet, Muriel Nikolic, Dejan Kristinsson, Hördur Ingólfsdóttir, Kristín van Breemen, Richard B. Fong, Harry H. S. Pezzuto, John M. Kinghorn, A. Douglas |
| description | A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1H NMR spectrum (in DMSO‐d6) of this compound, the trans double bond proton signals of the fumaryl unit appeared as overlapping singlets. To confirm the presence of a trans double bond in the molecule, fumarprotocetraric acid was treated with triethylamine. The 1H NMR spectrum of the resultant triethylamine salt displayed a pair of clear doublets with coupling constants of 15.7 Hz, which are characteristic of a trans double bond. Unambiguous 1H and 13C NMR spectral data for both fumarprotocetraric acid and its triethylamine salt were assigned for the first time based on the interpretation of their 2D NMR (HMQC, HMBC and NOESY) spectra. Copyright © 2003 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/mrc.1181 |
| format | Article |
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Unambiguous 1H and 13C NMR spectral data for both fumarprotocetraric acid and its triethylamine salt were assigned for the first time based on the interpretation of their 2D NMR (HMQC, HMBC and NOESY) spectra. 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S.</creatorcontrib><creatorcontrib>Pezzuto, John M.</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</creatorcontrib><title>NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1H NMR spectrum (in DMSO‐d6) of this compound, the trans double bond proton signals of the fumaryl unit appeared as overlapping singlets. To confirm the presence of a trans double bond in the molecule, fumarprotocetraric acid was treated with triethylamine. The 1H NMR spectrum of the resultant triethylamine salt displayed a pair of clear doublets with coupling constants of 15.7 Hz, which are characteristic of a trans double bond. Unambiguous 1H and 13C NMR spectral data for both fumarprotocetraric acid and its triethylamine salt were assigned for the first time based on the interpretation of their 2D NMR (HMQC, HMBC and NOESY) spectra. Copyright © 2003 John Wiley & Sons, Ltd.</description><subject>13C NMR</subject><subject>1H NMR</subject><subject>2D NMR</subject><subject>Cladonia furcata</subject><subject>depsidone derivative</subject><subject>fumarprotocetraric acid</subject><subject>lichen</subject><subject>NMR</subject><subject>trans double bond</subject><subject>triethylamine salt</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNp1kF1LwzAUhoMoOKfgT8ilF3aeNG3TXLriprhNGH7dhbMkxWi7jqSb27-3QxG8EA6cw8vDC-ch5JzBgAHEV7XXA8ZydkB6DKSIkjR_PSQ9EImMWJqzY3ISwjsASCl4j-BsOqehXZsdbUparmv0K9-0jbatR-80Re3MJUWqm3pV2S2tnH6zS2rsKjjTLG13ebfB1m0sLX1T06LCLnfYlXmNLZ6SoxKrYM9-dp88jW4ei9to8jC-K64nkebAWJRinjCIS1h0o0UmkUkDmRAcTJyYWKbcAs-0FNokOsVFx6e2RBRCGAOS98nFd6_2TQjelmrlXffOTjFQezWqU6P2ajo0-kY_XWV3_3JqOi_-8i60dvvLo_9QmeAiVS-zsRo9x8N7PhyrmH8BCmF1MA</recordid><startdate>200305</startdate><enddate>200305</enddate><creator>Su, Bao-Ning</creator><creator>Cuendet, Muriel</creator><creator>Nikolic, Dejan</creator><creator>Kristinsson, Hördur</creator><creator>Ingólfsdóttir, Kristín</creator><creator>van Breemen, Richard B.</creator><creator>Fong, Harry H. S.</creator><creator>Pezzuto, John M.</creator><creator>Kinghorn, A. Douglas</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200305</creationdate><title>NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata</title><author>Su, Bao-Ning ; Cuendet, Muriel ; Nikolic, Dejan ; Kristinsson, Hördur ; Ingólfsdóttir, Kristín ; van Breemen, Richard B. ; Fong, Harry H. S. ; Pezzuto, John M. ; Kinghorn, A. Douglas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3011-5a84102f0bf0bc769a19d067730d24d2953e036c97cd4c5aba845efaa777dd093</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>13C NMR</topic><topic>1H NMR</topic><topic>2D NMR</topic><topic>Cladonia furcata</topic><topic>depsidone derivative</topic><topic>fumarprotocetraric acid</topic><topic>lichen</topic><topic>NMR</topic><topic>trans double bond</topic><topic>triethylamine salt</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Su, Bao-Ning</creatorcontrib><creatorcontrib>Cuendet, Muriel</creatorcontrib><creatorcontrib>Nikolic, Dejan</creatorcontrib><creatorcontrib>Kristinsson, Hördur</creatorcontrib><creatorcontrib>Ingólfsdóttir, Kristín</creatorcontrib><creatorcontrib>van Breemen, Richard B.</creatorcontrib><creatorcontrib>Fong, Harry H. S.</creatorcontrib><creatorcontrib>Pezzuto, John M.</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Su, Bao-Ning</au><au>Cuendet, Muriel</au><au>Nikolic, Dejan</au><au>Kristinsson, Hördur</au><au>Ingólfsdóttir, Kristín</au><au>van Breemen, Richard B.</au><au>Fong, Harry H. S.</au><au>Pezzuto, John M.</au><au>Kinghorn, A. Douglas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>2003-05</date><risdate>2003</risdate><volume>41</volume><issue>5</issue><spage>391</spage><epage>394</epage><pages>391-394</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><abstract>A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1H NMR spectrum (in DMSO‐d6) of this compound, the trans double bond proton signals of the fumaryl unit appeared as overlapping singlets. To confirm the presence of a trans double bond in the molecule, fumarprotocetraric acid was treated with triethylamine. The 1H NMR spectrum of the resultant triethylamine salt displayed a pair of clear doublets with coupling constants of 15.7 Hz, which are characteristic of a trans double bond. Unambiguous 1H and 13C NMR spectral data for both fumarprotocetraric acid and its triethylamine salt were assigned for the first time based on the interpretation of their 2D NMR (HMQC, HMBC and NOESY) spectra. Copyright © 2003 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/mrc.1181</doi><tpages>4</tpages></addata></record> |
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| ispartof | Magnetic resonance in chemistry, 2003-05, Vol.41 (5), p.391-394 |
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| source | Wiley Online Library All Journals |
| subjects | 13C NMR 1H NMR 2D NMR Cladonia furcata depsidone derivative fumarprotocetraric acid lichen NMR trans double bond triethylamine salt |
| title | NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
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