Minutellins A - D, azaphilones from the stromata of Annulohypoxylon minutellum (Xylariaceae).

Kuhnert, Eric; Surup, Frank; Halecker, Sandra; Stadler, Marc

dc.contributor.author	Kuhnert, Eric
dc.contributor.author	Surup, Frank
dc.contributor.author	Halecker, Sandra
dc.contributor.author	Stadler, Marc
dc.date.accessioned	2017-03-23T08:40:41Z
dc.date.available	2017-03-23T08:40:41Z
dc.date.issued	2017-02-16
dc.identifier.citation	Minutellins A - D, azaphilones from the stromata of Annulohypoxylon minutellum (Xylariaceae). 2017 Phytochemistry	en
dc.identifier.issn	1873-3700
dc.identifier.pmid	28215421
dc.identifier.doi	10.1016/j.phytochem.2017.02.014
dc.identifier.uri	http://hdl.handle.net/10033/620867
dc.description.abstract	During the course of our screening for new metabolites with chemotaxonomic importance from stromata of fungi from the family Xylariaceae, we characterized several interesting metabolites in the fungus Annulohypoxylon minutellum. Extraction of the fruiting bodies and purification by preparative HPLC resulted in the isolation of five metabolites. The main compound was identified as the known metabolite hinnulin A (5), while four minor compounds were found to represent previously undescribed azaphilones, named minutellins A - D (1-4). Their planar structures were elucidated using NMR and HRESIMS data; absolute stereochemistry was assigned by CD data and Mosher's method. Compounds 1, 3 and 5 showed cytotoxic effects against murine and human cells. As the production of 1-5 is restricted to a group of closely related Annulohypoxylon species, they serve well as chemotaxonomic marker.
dc.language.iso	en	en
dc.rights.uri	http://creativecommons.org/licenses/by-nc-sa/4.0/	*
dc.title	Minutellins A - D, azaphilones from the stromata of Annulohypoxylon minutellum (Xylariaceae).	en
dc.type	Article	en
dc.contributor.department	Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.	en
dc.identifier.journal	Phytochemistry	en
refterms.dateFOA	2018-02-17T00:00:00Z
html.description.abstract	During the course of our screening for new metabolites with chemotaxonomic importance from stromata of fungi from the family Xylariaceae, we characterized several interesting metabolites in the fungus Annulohypoxylon minutellum. Extraction of the fruiting bodies and purification by preparative HPLC resulted in the isolation of five metabolites. The main compound was identified as the known metabolite hinnulin A (5), while four minor compounds were found to represent previously undescribed azaphilones, named minutellins A - D (1-4). Their planar structures were elucidated using NMR and HRESIMS data; absolute stereochemistry was assigned by CD data and Mosher's method. Compounds 1, 3 and 5 showed cytotoxic effects against murine and human cells. As the production of 1-5 is restricted to a group of closely related Annulohypoxylon species, they serve well as chemotaxonomic marker.