NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata
Abstract A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1 H NMR spectrum (in DMSO‐ d 6 ) of this compound, the trans double bond proton signals of the fumaryl unit appeared as overlapping...
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crwiley:10.1002/mrc.1181 2024-06-02T08:09:16+00:00 NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata 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 National Cancer Institute 2003 http://dx.doi.org/10.1002/mrc.1181 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmrc.1181 https://onlinelibrary.wiley.com/doi/full/10.1002/mrc.1181 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Magnetic Resonance in Chemistry volume 41, issue 5, page 391-394 ISSN 0749-1581 1097-458X journal-article 2003 crwiley https://doi.org/10.1002/mrc.1181 2024-05-03T11:39:26Z Abstract A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1 H NMR spectrum (in DMSO‐ d 6 ) 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 1 H 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 1 H and 13 C 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. Article in Journal/Newspaper Iceland Wiley Online Library Doublets ENVELOPE(98.667,98.667,-66.417,-66.417) Magnetic Resonance in Chemistry 41 5 391 394 |
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Wiley Online Library |
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English |
description |
Abstract A lichen depsidone derivative, fumarprotocetraric acid, was obtained as the major constituent of Cladonia furcata (Huds.) Schrad. collected in Iceland. In the 1 H NMR spectrum (in DMSO‐ d 6 ) 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 1 H 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 1 H and 13 C 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. |
author2 |
National Cancer Institute |
format |
Article in Journal/Newspaper |
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 |
spellingShingle |
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 NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
author_facet |
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 |
Su, Bao‐Ning |
title |
NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
title_short |
NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
title_full |
NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
title_fullStr |
NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
title_full_unstemmed |
NMR study of fumarprotocetraric acid, a complex lichen depsidone derivative from Cladonia furcata |
title_sort |
nmr study of fumarprotocetraric acid, a complex lichen depsidone derivative from cladonia furcata |
publisher |
Wiley |
publishDate |
2003 |
url |
http://dx.doi.org/10.1002/mrc.1181 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmrc.1181 https://onlinelibrary.wiley.com/doi/full/10.1002/mrc.1181 |
long_lat |
ENVELOPE(98.667,98.667,-66.417,-66.417) |
geographic |
Doublets |
geographic_facet |
Doublets |
genre |
Iceland |
genre_facet |
Iceland |
op_source |
Magnetic Resonance in Chemistry volume 41, issue 5, page 391-394 ISSN 0749-1581 1097-458X |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/mrc.1181 |
container_title |
Magnetic Resonance in Chemistry |
container_volume |
41 |
container_issue |
5 |
container_start_page |
391 |
op_container_end_page |
394 |
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1800754957740146688 |