Metabolites from Fungi 15. New Isocoumarins from an Endophytic Fungus Isolated from the Canadian Thistle<i>Cirsium arvense</i>

Krohn, Karsten; Flörke, Ülrich; Rao, Meneni Srinivasa; Steingröver, Klaus; Aust, Hans-Jürgen; Draeger, Siegfried; Schulz, Barbara

doi:10.1080/10575630108041303

Cited by 58 publications

(49 citation statements)

References 4 publications

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“…For microbiological methods and conditions of cultures, see ref. [40] Melting points were determined with a Büchi SMP-20 melting-point apparatus. Silica gel (70-230 mesh) was used for column chromatography.…”

Section: Methodsmentioning

confidence: 99%

Curvularin‐Type Metabolites from the Fungus Curvularia sp. Isolated from a Marine Alga

et al. 2010

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Two new curvularin-type macrolides, curvulone A (1) and B (2), and two known ones (3a, 4) of the rare 15R series have been isolated from the fungus Curvularia sp., which has been isolated from the marine alga Gracilaria folifera. Their structures were determined by extensive 2D NMR experiments and supported by the single-crystal X-ray analysis of 1. The structural elucidation of 1, which has a benzo[b]furanone moiety as part of a 12-membered macrolactone, has led to a revision of the structure of the previously reported (11S,15S)-11β-hydroxy-12-oxocurvularin. The absolute configuration of curvulone A was established independently by the solid-state TD-DFT ECD method and by measuring the anomalous dispersion effect. The absolute configuration of curvulone B was determined by TD-DFT ECD calculations on the computed solution conformers. Two different solid-state conformers of 4 were identified by X-ray analysis of the single crystals obtained from different solvents; TD-DFT ECD calculations were performed to reproduce the experimental ECD spectra. All four metabolites were biologically active against fungal, bacterial and algal test organisms

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Section: Methodsmentioning

confidence: 99%

Curvularin‐Type Metabolites from the Fungus Curvularia sp. Isolated from a Marine Alga

et al. 2010

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“…[29,30] Melting points were determined on a Gallenkamp melting point apparatus and are uncorrected. Optical rotations were measured on a Perkin-Elmer 241 MC polarimeter.…”

Section: Methodsmentioning

confidence: 99%

Metabolic Products of the Endophytic Fungus Microsphaeropsis sp. from Larix decidua

et al. 2007

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Five new metabolites, palmarumycin M 1 (1a) and M 2 (3), papyracillic acid C (6) and the microsphaeropsins A (7) and B (8) were isolated from the fungus Microsphaeropsis sp. together with the known decaspirone (2) and the papyracillic acids A and B (4 and 5). Their structures were determined by means of spectroscopic data including HREIMS, 1 H NMR, 13 C NMR, 2D NMR (HMQC, HMBC, NOESY) and X-ray single crystal analysis. The absolute configuration of palmarumycin M 1 (1a) was determined by single-crystal X-ray

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“…[17] , and for microbiological methods and conditions of culture see ref. [18] . Melting points were determined on a Gallenkamp micro-melting point apparatus and are uncorrected.…”

Section: Methodsmentioning

confidence: 99%

Metabolites from the Endophytic Fungus Nodulisporium sp. from Juniperus cedre

et al. 2006

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Seven new metabolites, 3‐hydroxy‐1‐(2,6‐dihydroxyphenyl)butan‐1‐one (1), 1‐(2‐hydroxy‐6‐methoxyphenyl)butan‐1‐one (3), 2,3‐dihydro‐5‐methoxy‐2‐methylchromen‐4‐one (6), the dimeric naphthalenes nodulisporin A (9) and B (10), and the first naturally occurring dimeric indanone, nodulisporin C (12), as well as (4E,6E)‐2,4,6‐trimethylocta‐4,6‐dien‐3‐one (13) were isolated together with ten known compounds (2, 4, 5, 7, 8, 11, 14–17) from the culture extract of the endophytic fungus Nodulisporium sp. from Juniperus cedre from Gomera Island. The structure of dictafolin‐A, previously erroneously assigned as structure 6, is not identical with 2,3‐dihydro‐5‐methoxy‐2‐methylchromen‐4‐one, isolated in this investigation. The structures of new compounds were determined by spectroscopic methods (mainly extensive 1D and 2D NMR experiments and mass spectral measurements) and X‐ray single crystal analysis. All but one of the thirteen tested compounds exhibit herbicidal, antifungal and/or antibacterial activities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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Metabolites from Fungi 15. New Isocoumarins from an Endophytic Fungus Isolated from the Canadian ThistleCirsium arvense

Cited by 58 publications

References 4 publications

Curvularin‐Type Metabolites from the Fungus Curvularia sp. Isolated from a Marine Alga

Curvularin‐Type Metabolites from the Fungus Curvularia sp. Isolated from a Marine Alga

Metabolic Products of the Endophytic Fungus Microsphaeropsis sp. from Larix decidua

Metabolites from the Endophytic Fungus Nodulisporium sp. from Juniperus cedre

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