Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications. / Guo, Huijuan; Daniel, Jan Martin; Seibel, Elena; Burkhardt, Immo; Conlon, Benjamin H.; Görls, Helmar; Vassão, Daniel Giddings; Dickschat, Jeroen S.; Poulsen, Michael; Beemelmanns, Christine.

In: Journal of Natural Products, Vol. 85, No. 9, 2022, p. 2159-2167.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Guo, H, Daniel, JM, Seibel, E, Burkhardt, I, Conlon, BH, Görls, H, Vassão, DG, Dickschat, JS, Poulsen, M & Beemelmanns, C 2022, 'Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications', Journal of Natural Products, vol. 85, no. 9, pp. 2159-2167. https://doi.org/10.1021/acs.jnatprod.2c00380

APA

Guo, H., Daniel, J. M., Seibel, E., Burkhardt, I., Conlon, B. H., Görls, H., Vassão, D. G., Dickschat, J. S., Poulsen, M., & Beemelmanns, C. (2022). Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications. Journal of Natural Products, 85(9), 2159-2167. https://doi.org/10.1021/acs.jnatprod.2c00380

Vancouver

Guo H, Daniel JM, Seibel E, Burkhardt I, Conlon BH, Görls H et al. Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications. Journal of Natural Products. 2022;85(9):2159-2167. https://doi.org/10.1021/acs.jnatprod.2c00380

Author

Guo, Huijuan ; Daniel, Jan Martin ; Seibel, Elena ; Burkhardt, Immo ; Conlon, Benjamin H. ; Görls, Helmar ; Vassão, Daniel Giddings ; Dickschat, Jeroen S. ; Poulsen, Michael ; Beemelmanns, Christine. / Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications. In: Journal of Natural Products. 2022 ; Vol. 85, No. 9. pp. 2159-2167.

Bibtex

@article{a763d1eca61e46d58926c89c0f650325,
title = "Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications",
abstract = "Cultures of a termite-associated and a free-living member of the fungal genus Podaxis, revived from spores maintained in century-old herbarium collections, were analyzed for their insecticidal and antimicrobial effects. Their secondary metabolomes were explored to uncover possible adaptive mechanisms of termite association, and dereplication of LC-HRMS/MS data sets led to the isolation of podaxisterols A-D (1-4), modified ergosterol derivatives that result from a Diels-Alder reaction with endogenous nitrosyl cyanide. Chemical structures were determined based on HRMS/MS and NMR analyses as well as X-ray crystallography. The putative origin of the endogenous fungal nitrosyl cyanide and ergosterol derivatives is discussed based on results obtained from stable isotope experiments and in silico analysis. Our {"}omics{"}-driven analysis of this underexplored yet worldwide distributed fungal genus builds a foundation for studies on a potential metabolic adaptations to diverse lifestyles. ",
author = "Huijuan Guo and Daniel, {Jan Martin} and Elena Seibel and Immo Burkhardt and Conlon, {Benjamin H.} and Helmar G{\"o}rls and Vass{\~a}o, {Daniel Giddings} and Dickschat, {Jeroen S.} and Michael Poulsen and Christine Beemelmanns",
note = "Publisher Copyright: {\textcopyright} 2022 American Chemical Society and American Society of Pharmacognosy.",
year = "2022",
doi = "10.1021/acs.jnatprod.2c00380",
language = "English",
volume = "85",
pages = "2159--2167",
journal = "Journal of Natural Products",
issn = "0163-3864",
publisher = "American Chemical Society",
number = "9",

}

RIS

TY - JOUR

T1 - Insights into the Metabolomic Capacity of Podaxis and Isolation of Podaxisterols A-D, Ergosterol Derivatives Carrying Nitrosyl Cyanide-Derived Modifications

AU - Guo, Huijuan

AU - Daniel, Jan Martin

AU - Seibel, Elena

AU - Burkhardt, Immo

AU - Conlon, Benjamin H.

AU - Görls, Helmar

AU - Vassão, Daniel Giddings

AU - Dickschat, Jeroen S.

AU - Poulsen, Michael

AU - Beemelmanns, Christine

N1 - Publisher Copyright: © 2022 American Chemical Society and American Society of Pharmacognosy.

PY - 2022

Y1 - 2022

N2 - Cultures of a termite-associated and a free-living member of the fungal genus Podaxis, revived from spores maintained in century-old herbarium collections, were analyzed for their insecticidal and antimicrobial effects. Their secondary metabolomes were explored to uncover possible adaptive mechanisms of termite association, and dereplication of LC-HRMS/MS data sets led to the isolation of podaxisterols A-D (1-4), modified ergosterol derivatives that result from a Diels-Alder reaction with endogenous nitrosyl cyanide. Chemical structures were determined based on HRMS/MS and NMR analyses as well as X-ray crystallography. The putative origin of the endogenous fungal nitrosyl cyanide and ergosterol derivatives is discussed based on results obtained from stable isotope experiments and in silico analysis. Our "omics"-driven analysis of this underexplored yet worldwide distributed fungal genus builds a foundation for studies on a potential metabolic adaptations to diverse lifestyles.

AB - Cultures of a termite-associated and a free-living member of the fungal genus Podaxis, revived from spores maintained in century-old herbarium collections, were analyzed for their insecticidal and antimicrobial effects. Their secondary metabolomes were explored to uncover possible adaptive mechanisms of termite association, and dereplication of LC-HRMS/MS data sets led to the isolation of podaxisterols A-D (1-4), modified ergosterol derivatives that result from a Diels-Alder reaction with endogenous nitrosyl cyanide. Chemical structures were determined based on HRMS/MS and NMR analyses as well as X-ray crystallography. The putative origin of the endogenous fungal nitrosyl cyanide and ergosterol derivatives is discussed based on results obtained from stable isotope experiments and in silico analysis. Our "omics"-driven analysis of this underexplored yet worldwide distributed fungal genus builds a foundation for studies on a potential metabolic adaptations to diverse lifestyles.

U2 - 10.1021/acs.jnatprod.2c00380

DO - 10.1021/acs.jnatprod.2c00380

M3 - Journal article

C2 - 36040034

AN - SCOPUS:85138078113

VL - 85

SP - 2159

EP - 2167

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 9

ER -

ID: 320759416