Cadopherone and colomitide polyketides from Cadophora wood-rot fungi associated with historic expedition huts in Antarctica

Rusman, Yudi; Held, Benjamin W.; Blanchette, Robert A.; He, Yanan; Salomon, Christine

doi:10.1016/j.phytochem.2017.12.019

Cited by 24 publications

(23 citation statements)

References 27 publications

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“…In addition to these characterized enzymes, several type III PKS genes have been reported in fungal genomes (Muggia and Grube, 2010;Lackner et al, 2012;Bertrand et al, 2018;Sayari et al, 2018). In other fungi, newly identified SMs are predicted to be synthesized by a type III PKS (Rusman et al, 2018), suggesting that these fungi also contain type III PKS genes.…”

Section: Introductionmentioning

confidence: 99%

Evolutionary Histories of Type III Polyketide Synthases in Fungi

Navarro-Muñoz

Collemare

2020

Front. Microbiol.

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Type III polyketide synthases (PKSs) produce secondary metabolites with diverse biological activities, including antimicrobials. While they have been extensively studied in plants and bacteria, only a handful of type III PKSs from fungi has been characterized in the last 15 years. The exploitation of fungal type III PKSs to produce novel bioactive compounds requires understanding the diversity of these enzymes, as well as of their biosynthetic pathways. Here, phylogenetic and reconciliation analyses of 522 type III PKSs from 1,193 fungal genomes revealed complex evolutionary histories with massive gene duplications and losses, explaining their discontinuous distribution in the fungal tree of life. In addition, horizontal gene transfer events from bacteria to fungi and, to a lower extent, between fungi, could be inferred. Ancestral gene duplication events have resulted in the divergence of eight phylogenetic clades. Especially, two clades show ancestral linkage and functional co-evolution between a type III PKS and a reducing PKS genes. Investigation of the occurrence of protein domains in fungal type III PKS predicted gene clusters highlighted the diversity of biosynthetic pathways, likely reflecting a large chemical landscape. Type III PKS genes are most often located next to genes encoding cytochrome P450s, MFS transporters and transcription factors, defining ancestral core gene clusters. This analysis also allowed predicting gene clusters for the characterized fungal type III PKSs and provides working hypotheses for the elucidation of the full biosynthetic pathways. Altogether, our analyses provide the fundamental knowledge to motivate further characterization and exploitation of fungal type III PKS biosynthetic pathways.

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Section: Introductionmentioning

confidence: 99%

Evolutionary Histories of Type III Polyketide Synthases in Fungi

Navarro-Muñoz

Collemare

2020

Front. Microbiol.

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“…We focused our analysis on the polyketide metabolite colomitide C, which we recently characterized and can obtain in high yields (>1 g/L) from the producing fungus 35 . During the initial screening, colomitide C exhibited both positive (n = 3) and negative (n = 2) results at 50 μM.…”

Section: Resultsmentioning

confidence: 99%

“…We assayed a microbial natural products library to identify compounds that modulate signaling processes involved in larval zebrafish fin regeneration. One active metabolite identified in this screen was colomitide C, a volatile polyketide isolated from an Antarctic fungus 35 . We found that colomitide C inhibits larval fin regeneration and both FGF and WNT signaling.…”

Section: Introductionmentioning

confidence: 88%

“…Microbial samples were collected from Minnesota caves, mines, and terrestrial soils and cultured on various media including ISP2, water, nutrient, marine, and tryptone soy broth agars (bacteria) and on Sabouraud dextrose, potato, and yeast malt agars (fungi). Several Cadophora fungi were collected from wooden structures in Antarctica 35 . Plant extracts were obtained from the National Cancer Institute of the NIH as crude extracts and were fractionated and purified as part of a different project 76 .…”

Section: Methodsmentioning

confidence: 99%

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A nontoxic fungal natural product modulates fin regeneration in zebrafish larvae upstream of FGF‐WNT developmental signaling

Cavanah

Itou

Rusman

et al. 2020

Developmental Dynamics

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Background The regeneration of larvae zebrafish fin emerged as a new model of regeneration in the last decade. In contrast to genetic tools to study fin regeneration, chemical probes to modulate and interrogate regeneration processes are not well developed. Results We set up a zebrafish larvae fin regeneration assay system and tested activities of natural product compounds and extracts, prepared from various microbes. Colomitide C, a recently isolated product from a fungus obtained from Antarctica, inhibited larvae fin regeneration. Using fluorescent reporter transgenic lines, we show that colomitide C inhibited fibroblast growth factor (FGF) signaling and WNT/β‐catenin signaling, which were activated after larvae fin amputation. By using the endothelial cell reporter line and immunofluorescence, we showed that colomitide C did not affect migration of the blood vessel and nerve into the injured larvae fin. Colomitide C did not show any cytotoxic activities when tested against FGF receptor‐amplified human cancer cell lines. Conclusion Colomitide C, a natural product, modulated larvae fin regeneration likely acting upstream of FGF and WNT signaling. Colomitide C may serve as a template for developing new chemical probes to study regeneration and other biological processes.

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“…A Cadophora fungus has been shown to produce isochromanones with antimicrobial activity (Rusman et al . 2015, 2018), and the isolate Cadophora sp. DSE1049 might be a good candidate for the production of antifungal compounds as in the dual cultures alterations in hyphal growth (e.g.…”

Section: Discussionmentioning

confidence: 99%

Differential interaction of the dark septate endophyte Cadophora sp. and fungal pathogens in vitro and in planta

Yakti

Kovács

Franken

2019

FEMS Microbiology Ecology

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Dark septate endophytes (DSEs) present a group of widespread root-colonizing fungi. The role of these endophytes in ecosystems and their interactions with plant pathogens are not well understood. In the current study, we assessed the antagonistic potential of the model DSE Cadophora sp. against the tomato soilborne pathogens Rhizoctonia solani, Pythium aphanidermatum and Verticillium dahliae. To investigate their interactions, we conducted in vitro assays followed by a greenhouse experiments in which tomato plants were inoculated with different combinations of the DSE and pathogens. RNA accumulation of selected tomato pathogenesis-related genes and of Cadophora sp. genes with putative antifungal function was analyzed. Cadophora sp. inhibited the growth of the fungal pathogens in vitro and vice versa; a negative impact of the pathogens on the growth of the DSE was also detected. In roots, however, this mutual negative interaction could not be observed. Expression analyses of plant genes could not explain this differential effect, but among the Cadophora sp. genes analyzed, a gene coding for a chalcone synthase was downregulated in planta. The data indicate that plants can change the interaction between fungi and, therefore, in vitro detected antagonism does not necessarily reflect the situation inside the plant.

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Cadopherone and colomitide polyketides from Cadophora wood-rot fungi associated with historic expedition huts in Antarctica

Cited by 24 publications

References 27 publications

Evolutionary Histories of Type III Polyketide Synthases in Fungi

Evolutionary Histories of Type III Polyketide Synthases in Fungi

A nontoxic fungal natural product modulates fin regeneration in zebrafish larvae upstream of FGF‐WNT developmental signaling

Differential interaction of the dark septate endophyte Cadophora sp. and fungal pathogens in vitro and in planta

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