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Publikation

Lam, Y. T. H.; Palfner, G.; Lima, C.; Porzel, A.; Brandt, W.; Frolov, A.; Sultani, H.; Franke, K.; Wagner, C.; Merzweiler, K.; Wessjohann, L. A.; Arnold, N.; Nor-guanacastepene pigments from the Chilean mushroom Cortinarius pyromyxa Phytochemistry 165, 112048, (2019) DOI: 10.1016/j.phytochem.2019.05.021

For the first time, the pigment composition of basidiocarps from the Chilean mushroom Cortinarius pyromyxa was studied under various aspects like phylogeny, chemistry and antibiotic activity. A molecular biological study supports the monotypic position of C. pyromyxa in subgenus Myxacium, genus Cortinarius. Four undescribed diterpenoids, named pyromyxones A-D, were isolated from fruiting bodies of C. pyromyxa. Their chemical structures were elucidated based on comprehensive one- and two-dimensional NMR spectroscopic analysis, ESI-HRMS measurements, as well as X-ray crystallography. In addition, the absolute configurations of pyromyxones A-D were established with the aid of JH,H, NOESY spectra and quantum chemical CD calculation. The pyromyxones A-D possess the undescribed nor-guanacastane skeleton. Tested pyromyxones A, B, and D exhibit only weak activity against gram-positive Bacillus subtilis and gram-negative Aliivibrio fischeri as well as the phytopathogenic fungi Botrytis cinerea, Septoria tritici and Phytophthora infestans.
Publikation

Quang, D. N.; Wagner, C.; Merzweiler, K.; Abate, D.; Porzel, A.; Schmidt, J.; Arnold, N.; Pyrofomins A-D, polyoxygenated sesquiterpenoids from Pyrofomes demidoffii Fitoterapia 112, 229-232, (2016) DOI: 10.1016/j.fitote.2016.06.004

Pyrofomins A-D, four polyoxygenated sesquiterpenoids have been isolated from the methanolic extract of the fruit bodies of Pyrofomes demidoffii. Their structures are elucidated by IR, HR-FTICR-MS, and 2D NMR spectroscopy. Furthermore, the cedrane carbon skeleton of pyrofomin A (1) is confirmed by X-ray crystallographic analysis. The sesquiterpenoids 1–4 show neither cytotoxicity against KB cells nor antimicrobial activity.
Publikation

Bette, E.; Otto, A.; Dräger, T.; Merzweiler, K.; Arnold, N.; Wessjohann, L.; Westermann, B.; Isolation and Asymmetric Total Synthesis of Fungal Secondary Metabolite Hygrophorone B12 Eur. J. Org. Chem. 2015, 2357-2365, (2015) DOI: 10.1002/ejoc.201403455

Hygrophorone B12, a new antifungal constituent from the fruiting bodies of Hygrophorus abieticola, has been isolated and subsquently synthesized in enantiomerically pure form. The total synthesis includes a Sharpless asymmetric dihydroxylation protocol as the stereodifferentiating step, followed by two diastereoselective aldol‐type reactions. The approach allows the unambiguous control of all three stereogenic centres, and, furthermore, unequivocal determination of the relative and absolute configuration of antibiotic hygrophorones B for the first time.
Publikation

Tarman, K.; Palm, G. J.; Porzel, A.; Merzweiler, K.; Arnold, N.; Wessjohann, L. A.; Unterseher, M.; Lindequist, U.; Helicascolide C, a new lactone from an Indonesian marine algicolous strain of Daldinia eschscholzii (Xylariaceae, Ascomycota) Phytochem. Lett. 5, 83-86, (2012) DOI: 10.1016/j.phytol.2011.10.006

From an endophytic Daldinia eschscholzii strain isolated from the agar-producing red alga Gracilaria sp. SGR-1, collected from the coast of South Sulawesi, Indonesia, a new lactone helicascolide C (1) was obtained as colourless crystals from the ethyl acetate extract together with the related structurally known compound helicascolide A (2). The structure of the new compound 1 reveals a carbonyl group replacing an alcohol group of compound 2. The structure of 1 was elucidated by X-ray diffraction and spectral analyses. Compound 1 showed fungistatic activity against the phytopathogenic fungus Cladosporium cucumerinum.
Publikation

Porzel, A.; Phuong Lien, T.; Schmidt, J.; Drosihn, S.; Wagner, C.; Merzweiler, K.; Van Sung, T.; Adam, G.; Fissistigmatins A–D: Novel Type Natural Products with Flavonoid–Sesquiterpene Hybrid Structure from Fissistigma bracteolatum Tetrahedron 56, 865-872, (2000) DOI: 10.1016/S0040-4020(99)01049-2

From Fissistigma bracteolatum Chatt. (Annonaceae), a Vietnamese folk medicinal plant, the novel type natural products fissistigmatin A–D (1–4), being composed of a flavonoid and a sesquiterpene moiety, were isolated. Their structures were elucidated by extensive NMR techniques, MS, CD, molecular modelling calculations and X-ray analysis.
  • Die Leibniz-Gemeinschaft
  • Digitalisierung in der Landwirtschaft
  • Martin-Luther Universität Halle
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