ArticleJournal of chemical ecology2005
Roquefortine/oxaline biosynthesis pathway metabolites in Penicillium ser. Corymbifera: in planta production and implications for competitive fitness.
Article in Journal of chemical ecology, 2005. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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12 citing papers in PubMed, 45 citations in OpenAlex.
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- Unveiling sequential late-stage methyltransferase reactions in the meleagrin/oxaline biosynthetic pathway.Organic & biomolecular chemistry · 2018Article
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- OxaD: A Versatile Indolic Nitrone Synthase from the Marine-Derived Fungus Penicillium oxalicum F30.Journal of the American Chemical Society · 2016Article
- Triazaspirocycles: Occurrence, Synthesis, and Applications.Mini-reviews in organic chemistry · 2016Article
- Biosynthesis of fungal indole alkaloids.Natural product reports · 2014Review
- Novel key metabolites reveal further branching of the roquefortine/meleagrin biosynthetic pathway.The Journal of biological chemistry · 2013Article
- A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum.PloS one · 2013Article
- Synthesis of dehydrodipeptide esters and their evaluation as inhibitors of cathepsin C.Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agentsArticle
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Three strains of each of the seven taxa comprising the Penicillium series Corymbifera were surveyed by direct injection mass spectrometry (MS) and liquid chromatography-MS for the production of terrestric acid and roquefortine/oxaline biosynthesis pathway metabolites when cultured upon macerated tissue agars prepared from Allium cepa, Zingiber officinale, and Tulipa gesneriana, and on the defined medium Czapek yeast autolysate agar (CYA). A novel solid-phase extraction methodology was applied for the rapid purification of roquefortine metabolites from a complex matrix. Penicillium hordei and P. venetum produced roquefortine D and C, whereas P. hirsutum produced roquefortine D and C and glandicolines A and B. P. albocoremium, P. allii, and P. radicicola carried the pathway through to meleagrin, producing roquefortine D and C, glandicolines A and B, and meleagrin. P. tulipae produced all previously mentioned metabolites yet carried the pathway through to an end product recognized as epi-neoxaline, prompting the proposal of a roquefortine/epi-neoxaline biogenesis pathway. Terrestric acid production was stimulated by all Corymbifera strains on plant-derived media compared to CYA controls. In planta, production of terrestric acid, roquefortine C, glandicolines A and B, meleagrin, epi-neoxaline, and several other species-related secondary metabolites were confirmed from A. cepa bulbs infected with Corymbifera strains. The deposition of roquefortine/oxaline pathway metabolites as an extracellular nitrogen reserve for uptake and metabolism into growing mycelia and the synergistic role of terrestric acid and other Corymbifera secondary metabolites in enhancing the competitive fitness of Corymbifera species in planta are proposed.
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