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Literature DB >> 16038560

Structural revision of aspernigrin A, reisolated from Cladosporium herbarum IFB-E002.

Yong H Ye¹, Hai L Zhu, Yong C Song, Jun Y Liu, Ren X Tan.

Abstract

Aspernigrin A was reisolated as a secondary metabolite of the Cynodon dactylon-associated endophytic fungus Cladosporium herbarum IFB-E002 coproducing rubrofusarin B, fonsecinone A, 7-hydroxy-4-methoxy-5-methylcoumarin, orlandin, kotanin, and 3beta,5alpha,6beta-trihydroxyergosta-7,22-diene. The structure of aspernigrin A, previously elucidated to be 4-benzyl-6-oxo-1,6-dihydropyridine-3-carboxamide (1), was revised as 6-benzyl-4-oxo-1,4-dihydropyridine-3-carboxamide (2) on the basis of its additional NMR spectroscopic data and the X-ray crystallographic analysis.

Entities: Chemical Species

Mesh：

Substances：

Year: 2005 PMID： 16038560 DOI： 10.1021/np050059p

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

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Cited

12 in total

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5. Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one systems.

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Structural revision of aspernigrin A, reisolated from Cladosporium herbarum IFB-E002.

Review 1. Natural products from plant-associated microorganisms: distribution, structural diversity, bioactivity, and implications of their occurrence.

Review 2. Survey of marine natural product structure revisions: a synergy of spectroscopy and chemical synthesis.

3. Phylogeny, identification and nomenclature of the genus Aspergillus.

4. Cladosporone A, a new dimeric tetralone from fungus Cladosporium sp. KcFL6' derived of mangrove plant Kandelia candel.

5. Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one systems.

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Review 9. The Genus Cladosporium: A Rich Source of Diverse and Bioactive Natural Compounds.

10. An efficient method for the construction of polysubstituted 4-pyridones via self-condensation of β-keto amides mediated by P2O5 and catalyzed by zinc bromide.