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

doi:10.3390/molecules24193498

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

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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