Molecules
(Sep 2019)
Characterization of Eight Novel Spiroleptosphols from <i>Fusarium avenaceum</i>
Klaus Ringsborg Westphal,
Manuela Ilse Helga Werner,
Katrine Amalie Hamborg Nielsen,
Jens Laurids Sørensen,
Valery Andrushchenko,
Jacob Winde,
Morten Hertz,
Mikkel Astrup Jensen,
Mathilde Lauge Mortensen,
Petr Bouř,
Teis Esben Sondergaard,
Reinhard Wimmer
Affiliations
Klaus Ringsborg Westphal
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Manuela Ilse Helga Werner
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Katrine Amalie Hamborg Nielsen
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Jens Laurids Sørensen
Department of Chemistry and Bioscience, Aalborg University, Niels Bohrs Vej 8, 6700 Esbjerg, Denmark
Valery Andrushchenko
Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo náměstí 542/2, 166 10 Prague 6, Czech Republic
Jacob Winde
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Morten Hertz
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Mikkel Astrup Jensen
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Mathilde Lauge Mortensen
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Petr Bouř
Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo náměstí 542/2, 166 10 Prague 6, Czech Republic
Teis Esben Sondergaard
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
Reinhard Wimmer
Department of Chemistry and Bioscience-Section for Biotechnology, Aalborg University, Frederik Bajers Vej 7H, 9220 Aalborg Ø, Denmark
DOI
https://doi.org/10.3390/molecules24193498
Journal volume & issue
Vol. 24,
no. 19
p.
3498
Abstract
Read online
Chemical analyses of Fusarium avenaceum grown on banana medium resulted in eight novel spiroleptosphols, T1, T2 and U−Z (1−8). The structures were elucidated by a combination of high-resolution mass spectrometric data and 1- and 2-D NMR experiments. The relative stereochemistry was assigned by 1H coupling and NOESY/ROESY experiments. Absolute stereochemistry established for 7 by vibrational circular dichroism was found analogous to that of the putative polyketide spiroleptosphol from Leptosphaeria doliolum.
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