(2R∗,3S∗,4S∗,2″R∗,3″S∗)-Guibourtinidol-(4α→8)-catechin, a biflavanoid procyanidin of the proguibourtinidin group from Senna macranthera: its relative stereochemistry and conformation
Comprehensive NMR data for the previously presumed structure of the procyanidin (2R∗,3S∗,4S∗,2″R∗,3″S∗)-guibourtinidol-(4α→8)-catechin, isolated in this case from the roots of the medicinal plant Senna macranthera, is reported. Earlier reports provided a basic plausible structure based on mass spect...
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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
17 February 2015
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| In: |
Tetrahedron
Year: 2015, Volume: 26, Issue: 5, Pages: 247-250 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/j.tetasy.2015.01.013 |
| Online Access: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.tetasy.2015.01.013 Verlag, lizenzpflichtig, Volltext: http://www.sciencedirect.com/science/article/pii/S0957416615000324 
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| Author Notes: | Karel D. Klika, Irvila Ricarte, Maria Teresa Salles Trevisan, Maria Goretti de Vasconcelos Silva, Robert W. Owen |
| Summary: | Comprehensive NMR data for the previously presumed structure of the procyanidin (2R∗,3S∗,4S∗,2″R∗,3″S∗)-guibourtinidol-(4α→8)-catechin, isolated in this case from the roots of the medicinal plant Senna macranthera, is reported. Earlier reports provided a basic plausible structure based on mass spectrometry data but lacked confirmation by NMR. Therefore the 3D structure of the compound in terms of its full relative configuration and conformational preference in CD3OD solution was established by molecular modeling using DFT in conjunction with both chemical shift, δH and δC, and NOE contact, ηH,H, NMR data. |
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| Item Description: | Im Titel erscheint das Zeichen * stets hochgestellt Gesehen am 08.07.2020 |
| Physical Description: | Online Resource |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/j.tetasy.2015.01.013 |