Antifungal 3-Butylisocoumarins from Asteraceae-Anthemideae
| Autor: | Otmar Hofer, Gerda Lutz-Kutschera, Franz Hadacek, Harald Greger, Doris Engelmeier, Michael Nagl, Gerald Wurz |
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| Rok vydání: | 2003 |
| Předmět: |
Antifungal Agents
Stereochemistry Pharmaceutical Science Asteraceae Plant Roots Analytical Chemistry Structure-Activity Relationship chemistry.chemical_compound Ascomycota Coumarins Anthemideae Drug Discovery Nuclear Magnetic Resonance Biomolecular Pharmacology chemistry.chemical_classification Isovalerate Plants Medicinal Molecular Structure biology Organic Chemistry Chamaemelum Stereoisomerism Biological activity Fungi imperfecti biology.organism_classification Plant Leaves Complementary and alternative medicine chemistry Austria Molecular Medicine Artemisia Lactone |
| Zdroj: | Journal of Natural Products. 67:19-25 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np0301339 |
| Popis: | Seven new naturally occurring 3-butylisocoumarins were isolated and identified from lipophilic extracts of aerial as well as underground organs: corfin (17) and 3'-hydroxycorfin (18) from the roots of Chamaemelum mixtum and (-)-(R)-2'-methoxydihydroartemidin (5), (+)-(S,R)-epoxyartemidin (6a), dracumerin (12), (+)-(R)-(E)-3'-hydroxyartemidin (13), and capillarin isovalerate (20) from various organs of Artemisia dracunculus (tarragon). Furthermore, six known derivatives, artemidiol (7), (E/Z)-artemidin (11), capillarin (19), artemidinol (21), 8-hydroxyartemidin (22), and 8-hydroxycapillarin (23), were obtained. The antifungal activities of all naturally occurring derivatives were determined in a germ-tube inhibition test against a susceptible strain of rice blast fungus Pyricularia grisea. The 3-butyl side-chain is a prerequisite for high activity. Eleven structurally related synthetic derivatives were additionally tested to explore the influence of structural characteristics on activity. Benlate, blasticidin S, kresoxim-methyl, griseofulvin, and the carrot phytoalexin 6-methoxymellein all served as positive controls. |
| Databáze: | OpenAIRE |
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