Bioactive compounds from the endophytic fungus <i>Fusarium proliferatum</i>

Dame, Zerihun T.; Silima, Beauty; Gryzenhout, Marieka; Ree, Teunis van

doi:10.1080/14786419.2015.1053089

Cited by 35 publications

(29 citation statements)

References 10 publications

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“…69.78 min) seemed to correspond to an ergosterol derivate, according to its absorption spectrum, which was similar to that of an ergosterol molecule, and to the ESI-MS molecular ion observed at m / z 393 in positive mode [M + H] + relatively close to those of the standard molecule (which in addition to the expected ion m / z 397, also yielded the same ion at m / z 393 (major) because ergosterol had undergone desaturation during LC/MS) [ 28 ]. This observation is consistent with the findings of previous studies, which have already isolated ergosterol derivates from some fungal species [ 29 , 30 ]. All secondary metabolites detected from intracellular extracts of Talaromyces spp.…”

Section: Resultssupporting

confidence: 94%

Production and New Extraction Method of Polyketide Red Pigments Produced by Ascomycetous Fungi from Terrestrial and Marine Habitats

Lebeau¹,

Venkatachalam²,

Fouillaud³

et al. 2017

JoF

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The use of ascomycetous fungi as pigment producers opens the way to an alternative to synthetic dyes, especially in the red-dye industries, which have very few natural pigment alternatives. The present paper aimed to bio-prospect and screen out 15 selected ascomycetous fungal strains, originating from terrestrial and marine habitats belonging to seven different genera (Penicillium, Talaromyces, Fusarium, Aspergillus, Trichoderma, Dreschlera, and Paecilomyces). We identified four strains, Penicillium purpurogenum rubisclerotium, Fusarium oxysporum, marine strains identified as Talaromyces spp., and Trichoderma atroviride, as potential red pigment producers. The extraction of the pigments is a crucial step, whereby the qualitative and quantitative compositions of each fungal extract need to be respected for reliable identification, as well as preserving bioactivity. Furthermore, there is a growing demand for more sustainable and cost-effective extraction methods. Therefore, a pressurized liquid extraction technique was carried out in this study, allowing a greener and faster extraction step of the pigments, while preserving their chemical structures and bioactivities in comparison to conventional extraction processes. The protocol was illustrated with the production of pigment extracts from P. purpurogenum rubisclerotium and Talaromyces spp. Extracts were analyzed by high-performance liquid-chromatography combined with photodiode array-detection (HPLC-DAD) and high-resolution mass spectrometry (UHPLC-HRMS). The more promising strain was the isolate Talaromyces spp. of marine origin. The main polyketide pigment produced by this strain has been characterized as N-threoninerubropunctamine, a non-toxic red Monascus-like azaphilone pigment.

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Section: Resultssupporting

confidence: 94%

Production and New Extraction Method of Polyketide Red Pigments Produced by Ascomycetous Fungi from Terrestrial and Marine Habitats

Lebeau¹,

Venkatachalam²,

Fouillaud³

et al. 2017

JoF

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“…In particular, the preliminary 1 H- and 13 C-NMR investigation of the main metabolite, obtained as an amorphous red solid, showed the typical signal systems of a polysubstituted naphthoquinone [ 23 , 24 ]. They also appeared to be were very similar to those reported in literature for 9- O -methylfusarubin ( 1 , Figure 2 ) [ 14 , 15 ]. This result was also confirmed by HRESIMS, recorded in positive modality, which showed the protonated form [M + H] + at m / z 321.0979 consistent with a molecular formula of C 16 H 16 O 7 .…”

Section: Resultssupporting

confidence: 90%

“…9-O-Methylfusarubin ( 1 ): Its 1 H- and 13 C-NMR spectra were very similar to those already reported in literature [ 14 , 15 ]; HRESIMS (+) m / z 321.0979 [M + H] + (calcd. for C 16 H 17 O 7 , 321.0974).…”

Section: Methodssupporting

confidence: 84%

Phytotoxic Activity of Metabolites Isolated from Rutstroemia sp.n., the Causal Agent of Bleach Blonde Syndrome on Cheatgrass (Bromus tectorum)

Masi¹,

Meyer

Górecki

et al. 2018

Molecules

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A fungal pathogen soon to be described as Rutstroemia capillus-albis (Rutstroemiaceae, Helotiales, Leotiomycetes) has been identified as the causal agent of ‘bleach blonde syndrome’ on the invasive annual grass weed Bromus tectorum (cheatgrass) in western North America. This apparently common but previously undescribed disease causes premature senescence and sterility, but does not affect seed germination or seedling emergence and growth. This study investigated whether the new species produces phytotoxins that could be implicated in pathogenesis. The compounds 9-O-methylfusarubin, 9-O-methylbostrycoidin, 5-O-methylnectriafurone, trans-methyl-p-coumarate and terpestacin were isolated from the solid culture of this fungus. The undescribed absolute stereochemistry at C-3 of 9-O-methylfusarubin and at C-1’ of 5-O-methylnectriafurone were assigned by applying electronic and vibrational circular dichroism (ECD and VCD) combined with computational methods and the advanced Mosher’s method, respectively. The first three listed compounds are naphtoquinone pigments, while terpestacin is a sesterterpene, and trans-methyl-p-coumarate could be the product of an unusual fungal phenylpropanoid biosynthesis pathway. In a juvenile plant immersion bioassay, both 9-O-methylfusarubin and terpestacin proved to be highly toxic at 10−4 M, causing wilting and plant death within 10 days. This finding suggests that these two compounds could play a role in pathogenesis on B. tectorum.

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“…All the above data suggested that the compound 4 is an aza-anthraquinone derivative containing two hydroxyl, one methoxyl and one methyl groups. Based on all spectroscopic data, literature values [ 28 ] of the compound 4 , it was confirmed that the compound is bostrycoidin. The structure of the compound 4 is given in Fig.…”

Section: Resultsmentioning

confidence: 66%

Endophytic Fusarium solani: A rich source of cytotoxic and antimicrobial napthaquinone and aza-anthraquinone derivatives

et al. 2018

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Bioactive compounds from the endophytic fungus Fusarium proliferatum

Cited by 35 publications

References 10 publications

Production and New Extraction Method of Polyketide Red Pigments Produced by Ascomycetous Fungi from Terrestrial and Marine Habitats

Production and New Extraction Method of Polyketide Red Pigments Produced by Ascomycetous Fungi from Terrestrial and Marine Habitats

Phytotoxic Activity of Metabolites Isolated from Rutstroemia sp.n., the Causal Agent of Bleach Blonde Syndrome on Cheatgrass (Bromus tectorum)

Endophytic Fusarium solani: A rich source of cytotoxic and antimicrobial napthaquinone and aza-anthraquinone derivatives

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