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Titel: Molecular networking and computational NMR analyses uncover six polyketide-terpene hybrids from termite-associated Xylaria isolates
VerfasserIn: Lee, Seoung Rak
Dayras, Marie
Fricke, Janis
Guo, Huijuan
Balluff, Sven
Schalk, Felix
Yu, Jae Sik
Jeong, Se Yun
Morgenstern, Bernd
Slippers, Bernard
Beemelmanns, Christine
Kim, Ki Hyun
Sprache: Englisch
Titel: Communications chemistry
Bandnummer: 7
Heft: 1
Verlag/Plattform: Springer Nature
Erscheinungsjahr: 2024
DDC-Sachgruppe: 540 Chemie
Dokumenttyp: Journalartikel / Zeitschriftenartikel
Abstract: Fungi constitute the Earth's second most diverse kingdom, however only a small percentage of these have been thoroughly examined and categorized for their secondary metabolites, which still limits our understanding of the ecological chemical and pharmacological potential of fungi. In this study, we explored members of the co-evolved termite-associated fungal genus Xylaria and identified a family of highly oxygenated polyketide-terpene hybrid natural products using an MS/MS molecular networking-based dereplication approach. Overall, we isolated six no yet reported xylasporin derivatives, of which xylasporin A (1) features a rare cyclic-carbonate moiety. Extensive comparative spectrometric (HRMS2) and spectroscopic (1D and 2D NMR) studies allowed to determine the relative configuration across the xylasporin family, which was supported by chemical shift calculations of more than 50 stereoisomers and DP4+ probability analyses. The absolute configuration of xylasporin A (1) was also proposed based on TDDFT-ECD calculations. Additionally, we were able to revise the relative and absolute configurations of co-secreted xylacremolide B produced by single x-ray crystallography. Comparative genomic and transcriptomic analysis allowed us to deduce the putative biosynthetic assembly line of xylasporins in the producer strain X802, and could guide future engineering efforts of the biosynthetic pathway.
DOI der Erstveröffentlichung: 10.1038/s42004-024-01210-6
URL der Erstveröffentlichung: https://www.nature.com/articles/s42004-024-01210-6
Link zu diesem Datensatz: urn:nbn:de:bsz:291--ds-439259
hdl:20.500.11880/39376
http://dx.doi.org/10.22028/D291-43925
ISSN: 2399-3669
Datum des Eintrags: 14-Jan-2025
Fakultät: NT - Naturwissenschaftlich- Technische Fakultät
Fachrichtung: NT - Chemie
Professur: NT - Prof. Dr. Guido Kickelbick
Sammlung:SciDok - Der Wissenschaftsserver der Universität des Saarlandes

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