Unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum
The isolation, structure determination, total synthesis and antifungal activity of erucalexin, a novel phytoalexin produced by the wild crucifer dog mustard are described. Erucalexin is a structurally unique plant alkaloid, representing the first example of a spiro[2H-indole-2,5'(4'H)-thia...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2006-02, Vol.4 (4), p.691-701 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Pedras, M Soledade C Suchy, Mojmir Ahiahonu, Pearson W K |
| description | The isolation, structure determination, total synthesis and antifungal activity of erucalexin, a novel phytoalexin produced by the wild crucifer dog mustard are described. Erucalexin is a structurally unique plant alkaloid, representing the first example of a spiro[2H-indole-2,5'(4'H)-thiazol]-3-one, likely derived from a C-3-C-2 carbon migration in a 3-substituted indolyl nucleus. |
| doi_str_mv | 10.1039/b515331j |
| format | Article |
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| ispartof | Organic & biomolecular chemistry, 2006-02, Vol.4 (4), p.691-701 |
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| source | Royal Society of Chemistry Journals Archive (1841-2007); MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Ascomycota - drug effects Biomimetics Brassicaceae - chemistry Indoles - chemical synthesis Indoles - chemistry Magnetic Resonance Spectroscopy Molecular Structure Oxidation-Reduction Plant Extracts - biosynthesis Plant Extracts - chemical synthesis Plant Extracts - chemistry Rhizoctonia - drug effects Sesquiterpenes Spiro Compounds - chemical synthesis Spiro Compounds - chemistry Terpenes Thiazoles - chemical synthesis Thiazoles - chemistry |
| title | Unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum |
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