Nectriachrysone, a new metabolite related to fusarubin produced by the fungus Nectria haematococca

Parisot, Denise; Devys, Michel; Barbier, Michel

doi:10.1039/p19910002280

Cited by 7 publications

(2 citation statements)

References 6 publications

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“…By those experiments, 6-O-demethylfusarubinaldehyde (compound 7) and 6-O-demethyl-10-deoxyfusarubin (compound 6) were identified in the fsr2 deletion mutant, while fusarubinaldehyde (compound 8) was the main product of the fsr3 deletion mutant. These results confirmed the hypothesized functions of those two enzymes (Table 1) as an O-methyltransferase (Fsr2) and a monooxygenase (Fsr3), as previously proposed for mutants created by UV mutagenesis in F. solani (56,57).…”

Section: Discussionsupporting

confidence: 77%

Biosynthesis of Fusarubins Accounts for Pigmentation of Fusarium fujikuroi Perithecia

Studt

Wiemann

Kleigrewe

et al. 2012

Appl Environ Microbiol

174

189

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ABSTRACTFusarium fujikuroiproduces a variety of secondary metabolites, of which polyketides form the most diverse group. Among these are the highly pigmented naphthoquinones, which have been shown to possess different functional properties for the fungus. A group of naphthoquinones, polyketides related to fusarubin, were identified inFusariumspp. more than 60 years ago, but neither the genes responsible for their formation nor their biological function has been discovered to date. In addition, although it is known that the sexual fruiting bodies in which the progeny of the fungus develops are darkly colored by a polyketide synthase (PKS)-derived pigment, the structure of this pigment has never been elucidated. Here we present data that link the fusarubin-type polyketides to a defined gene cluster, which we designatefsr, and demonstrate that the fusarubins are the pigments responsible for the coloration of the perithecia. We studied their regulation and the function of the single genes within the cluster by a combination of gene replacements and overexpression of the PKS-encoding gene, and we present a model for the biosynthetic pathway of the fusarubins based on these data.

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Section: Discussionsupporting

confidence: 77%

Biosynthesis of Fusarubins Accounts for Pigmentation of Fusarium fujikuroi Perithecia

Studt

Wiemann

Kleigrewe

et al. 2012

Appl Environ Microbiol

174

189

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“…All signals of the ring system were present. In the 13 C-NMR spectrum, two C-atom signals for the C¼O and the Me group of 1 were missing, and the signal of a CH 2 group (C(11) H-NMR signals now appeared as AB system at d(H) 3.80 ppm. Together with the elemental composition, both shifts indicated the presence of a primary alcohol group in the side chain.…”

mentioning

confidence: 96%

Balticols A–F, New Naphthalenone Derivatives with Antiviral Activity, from an Ascomycetous Fungus

Shushni

Mentel

Lindequist

et al. 2009

Chemistry & Biodiversity

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Six new naphthalenone derivatives, balticols A-F and the known metabolite altechromone A were isolated from the AcOEt extract of the culture broth of fungal strain 222 belonging to the Ascomycota, which was found on driftwood collected at the coast of the Greifswalder Bodden, Baltic Sea, Germany. All structures were elucidated on the basis of NMR spectroscopic data and mass spectrometric analyses. The balticols were found to exhibit inhibitory activity against influenza virus A and herpes simplex virus. The most potent antiviral activity was observed for balticol E with an IC(50) value of 0.01 microg/ml against Herpes simplex virus type I.

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ChemInform Abstract: Nectriachrysone (I), a New Metabolite Related to Fusarubin Produced by the Fungus Nectria haematococca.

Parisot¹,

Devys²,

Barbier³

1991

ChemInform

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Nectriachrysone, a new metabolite related to fusarubin produced by the fungus Nectria haematococca

Cited by 7 publications

References 6 publications

Biosynthesis of Fusarubins Accounts for Pigmentation of Fusarium fujikuroi Perithecia

Biosynthesis of Fusarubins Accounts for Pigmentation of Fusarium fujikuroi Perithecia

Balticols A–F, New Naphthalenone Derivatives with Antiviral Activity, from an Ascomycetous Fungus

ChemInform Abstract: Nectriachrysone (I), a New Metabolite Related to Fusarubin Produced by the Fungus Nectria haematococca.

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