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Feature-Based Molecular Networking-An Exciting Tool to Spot Species of the Genus Cortinarius with Hidden Photosensitizers.

ABSTRACT: Fungi have developed a wide array of defense strategies to overcome mechanical injuries and pathogen infections. Recently, photoactivity has been discovered by showing that pigments isolated from Cortinarius uliginosus produce singlet oxygen under irradiation. To test if this phenomenon is limited to dermocyboid Cortinarii, six colourful Cortinarius species belonging to different classical subgenera (i.e., Dermocybe, Leprocybe, Myxacium, Phlegmacium, and Telamonia) were investigated. Fungal extracts were explored by the combination of in vitro photobiological methods, UHPLC coupled to high-resolution tandem mass spectrometry (UHPLC-HRMS²), feature-based molecular networking (FBMN), and metabolite dereplication techniques. The fungi C. rubrophyllus (Dermocybe) and C. xanthophyllus (Phlegmacium) exhibited promising photobiological activity in a low concentration range (1-7 µg/mL). Using UHPLC-HRMS²-based metabolomic tools, the underlying photoactive principle was investigated. Several monomeric and dimeric anthraquinones were annotated as compounds responsible for the photoactivity. Furthermore, the results showed that light-induced activity is not restricted to a single subgenus, but rather is a trait of Cortinarius species of different phylogenetic lineages and is linked to the presence of fungal anthraquinones. This study highlights the genus Cortinarius as a promising source for novel photopharmaceuticals. Additionally, we showed that putative dereplication of natural photosensitizers can be done by FBMN.

SUBMITTER: Hammerle F

PROVIDER: S-EPMC8619139 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Project description:The Sceletium genus has been of medicinal importance in southern Africa for millennia and Sceletium tortuosum (Aizoaceae), one of eight species in the genus has gained pharmaceutical importance as an anxiolytic and anti-depressant due to the presence of mesembrine alkaloids. S. tortuosum is used for the manufacture of herbal teas, dietary supplements and other phytopharmaceutical products. This study aimed to provide a metabolomic characterization of S. tortuosum and its sister species as these are not easy to distinguish using morphology alone. Plant samples were thus collected from various locations in the succulent Karoo (South Africa) and analyzed through liquid chromatography-mass spectrometry (LC-MS), using MSE fragmentation as a putative tool for chemical identities. Metabolomics-based analyses in combination with molecular networking were able to distinguish between the four species of Sceletium based on the presence of 4-(3,4-dimethyoxyphenyl)-4-[2-acetylmethlamino)ethyl]cyclohexanone (m/z 334.2020; RT 6.60 min), mesembrine (m/z 290.1757; RT 5.10 min) and 4'-O-demethylmesembrenol (m/z 276.1597; RT 4.17 min). Metabolomic profiles varied according to the different localities and metabolites occurred at variable quantitative levels in Sceletium ecotypes. Molecular networking provided the added advantage of being able to observe mesembrine alkaloid isomers and coeluting metabolites (from the joubertiamine group) that were difficult to discern without this application. By combining high-throughput metabolomics together with global and feature based-molecular networking, a powerful metabolite profiling platform that is able to discern chemical patterns within and between populations was established. These techniques were able to reveal chemotaxonomic relationships and allowed for the discovery of chemical markers that may be used as part of monitoring protocols during the manufacture of phytopharmaceutical and dietary products based on Sceletium.

Project description:During the course of research on mammal mycophagy and movement in the Northern Tablelands of New South Wales, Australia, extensive collections of sequestrate fungi were made, including numerous cortinarioid taxa. Historically any novel taxa would have been described in the cortinarioid sequestrate genera Descomyces, Hymenogaster, Protoglossum, Quadrispora, Thaxterogaster or Timgrovea based on broad morphological similarities of the sporocarps and spore ornamentation. However, consistent with other recent analyses of nuclear DNA regions, taxa from sequestrate genera were found to have affinities with Cortinarius and Descolea or Hebeloma, and to be scattered across many sections within Cortinarius. None of the historical sequestrate cortinarioid genera are monophyletic in our analyses. In particular, the gastroid genus Hymenogaster is paraphyletic, with one clade including two species of Protoglossum in Cortinarius, and a second clade sister to Hebeloma. Eight new species of sequestrate Cortinarius are described and illustrated, and discussion of their affinities with various sections provided: C. argyronius, C. caesibulga and C. cinereoroseolus in section Purpurascentes, C. maculobulga in section Rozites, C. sinapivelus in section Splendidi, C. kaputarensis in a mixed section Phlegmacium/Myxacium within a broader section Dermocybe, C. basorapulus in section Percomes and C. nebulobrunneus in section Pseudotriumphantes. Keys to genera of the Bolbitiaceae and Cortinariaceae containing sequestrate taxa and to currently known Australian species of sequestrate Cortinarius and Protoglossum are provided. As with the related agaricoid taxa, macroscopic characters such as colour and texture of basidioma, degree of loculisation of the hymenophore, and stipe-columella development and form remain useful for distinguishing species, but are generally not so useful at the sectional level within Cortinarius. Microscopic characters such as spore shape, size, and ornamentation, and pileipellis structure (simplex vs duplex and size of hyphal elements) are essential for determining species, and also appear to follow sectional boundaries.

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Feature-Based Molecular Networking-An Exciting Tool to Spot Species of the Genus Cortinarius with Hidden Photosensitizers.

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