Insights into Ergochromes of the Plant Pathogen Claviceps purpurea
| Autor: | Lena Müller, Christina Stroh, Constantin G. Daniliuc, Jens Köhler, Melanie Esselen, Hans-Ulrich Humpf, Friederike Lünne, Svetlana A. Kalinina, Ernst-Ulrich Würthwein, Christian Mück-Lichtenfeld |
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| Rok vydání: | 2021 |
| Předmět: |
Pharmacology
Ergotism biology Chemistry Topoisomerase Organic Chemistry Absolute configuration Pharmaceutical Science medicine.disease Claviceps purpurea biology.organism_classification Analytical Chemistry Pigment chemistry.chemical_compound Complementary and alternative medicine Biochemistry visual_art Drug Discovery Xanthone biology.protein medicine visual_art.visual_art_medium Molecular Medicine Secalonic acid Pathogen |
| Zdroj: | Journal of Natural Products. 84:2630-2643 |
| ISSN: | 1520-6025 0163-3864 |
| Popis: | Claviceps purpurea is an ergot fungus known for its neurotropic alkaloids, which have been identified as the main cause of ergotism, a livestock and human disease triggered by ergot consumption. Tetrahydroxanthone dimers, the so-called ergopigments, presumably also contribute to this toxic effect. Overexpression of the cluster-specific transcription factor responsible for the formation of these pigments in C. purpurea led to the isolation of three new metabolites (8-10). The new pigments were characterized utilizing HRMS, NMR techniques, and CD spectroscopy and shown to be xanthone dimers. Secalonic acid A and its 2,4'- and 4,4'-linked isomers were also isolated, and their absolute configuration was investigated. The contribution of secalonic acid A, its isomers, and new metabolites to the toxicity of C. purpurea was investigated in HepG2 and CCF-STTG1 cells. Along with cytotoxic properties, secalonic acid A was found to inhibit topoisomerase I and II activity. |
| Databáze: | OpenAIRE |
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