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Bovistol B, bovistol D and strossmayerin : Sesquiterpene metabolites from the culture filtrate of the basidiomycete Coprinopsis strossmayeri

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Banks, Alice M., Song, Lijiang, Challis, Gregory L., Bailey, Andy M. and Foster, Gary D. (2020) Bovistol B, bovistol D and strossmayerin : Sesquiterpene metabolites from the culture filtrate of the basidiomycete Coprinopsis strossmayeri. PLoS One, 15 (4). e0229925. doi:10.1371/journal.pone.0229925

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Official URL: https://doi.org/10.1371/journal.pone.0229925

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Abstract

Basidiomycete fungi are a rich source of natural products with a diverse array of potentially exploitable bioactivities. Two dimeric sesquiterpenes, bovistol B (1) and D (2), and one monomeric sesquiterpene, strossmayerin (7), were isolated from the culture filtrate of the basidiomycete fungus Coprinopsis strossmayeri. The structures were determined through a combination of MS and 1D/2D NMR spectroscopic techniques. Likely monomeric precursors, identified on the basis of HRMS analysis, allow a plausible biosynthetic pathway to be proposed for the biosynthesis of 1 and 2, involving the dimerisation of the monomer through a hetero-Diels-Alder mechanism. A gene cluster, including a putative sesquiterpene 1-11 cyclase, was identified through phylogenetic and RNA-seq analysis, and is proposed to be responsible for the biosynthesis of 1 and 2.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Q Science > QK Botany
Q Science > QP Physiology
Divisions: Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH): Sesquiterpenes, Metabolites, Basidiomycetes, Fungi, Monomers
Journal or Publication Title: PLoS One
Publisher: Public Library of Science
ISSN: 1932-6203
Official Date: 6 April 2020
Dates:
DateEvent
6 April 2020Published
18 February 2020Accepted
Date of first compliant deposit: 3 April 2020
Volume: 15
Number: 4
Article Number: e0229925
DOI: 10.1371/journal.pone.0229925
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Open Access
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
EP/ M027546/1[EPSRC] Engineering and Physical Sciences Research Councilhttp://dx.doi.org/10.13039/501100000266
BB/ L01386X/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268

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