Two new metabolites from a marine-derived fungus Penicillium ochrochloron

Peter M. Eze; Yang Liu; Viktor E. Simons; Sherif S. Ebada; Tibor Kurtán; Sándor Balázs Király; Charles O. Esimone; Festus B.C. Okoye; Peter Proksch; Rainer Kalscheuer

doi:10.1016/j.phytol.2023.04.004

Two new metabolites from a marine-derived fungus Penicillium ochrochloron

Peter M. Eze^*, Yang Liu, Viktor E. Simons, Sherif S. Ebada^*, Tibor Kurtán, Sándor Balázs Király, Charles O. Esimone, Festus B.C. Okoye, Peter Proksch, Rainer Kalscheuer

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Co-culturing of fungi and bacteria proved to be an efficient tool for inducing the expression of silent biosynthetic gene clusters (BGCs). This study reports the isolation of a new meroterpenoid derivative, andrastin I (1), from a marine-derived fungus Penicillium ochrochloron. Co-cultivation of the fungus with Bacillus subtilis yielded another new natural product, a butyrolactone congener, ochrochloronic acid (2) and the known fungal metabolite striatisporolide A. Chemical structures of all isolated compounds were confirmed based on HRESIMS as well as, extensive 1D and 2D NMR spectral analyses. Absolute configuration of 1 was established by comparing the experimental ECD with those of known analogues. Results of this study highlight the potential of marine fungi as sources of new natural products and demonstrates the efficiency of fungal-bacterial co-cultivation as a promising tool to induce the immense biosynthetic capabilities of silent BGCs.

Original language	English
Pages (from-to)	101-104
Number of pages	4
Journal	Phytochemistry Letters
Volume	55
Early online date	29 Apr 2023
DOIs	https://doi.org/10.1016/j.phytol.2023.04.004
Publication status	Published - Jun 2023
Externally published	Yes

Bibliographical note

Funding Information:
PME acknowledges the Africa Research Excellence Fund (AREF) for financing his research stay at the Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Düsseldorf, Germany. SSE thanks Alexander von Humboldt (AvH) Foundation for granting him the Georg-Forster Fellowship for Experienced Researchers (2022-2024). The authors thank CeMSA@HHU (Center for Molecular and Structural Analysis at Heinrich Heine University Düsseldorf) for recording the mass spectrometric and NMR spectroscopic data. Assistance by Dr. Lasse van Geelen during biological activity testing is greatly acknowledged.

Funding Information:
This work was supported by the Africa Research Excellence Fund (AREF) within the frame of the EDCTP-AREF Joint Preparatory Fellowship (Grant numbers: MRF-157-0034-F-EZE(A)/C0763 , MRF-157-0034-F-EZE(A)/C0764) . The research work of T. K. and S. B. K. was supported by the National Research, Development and Innovation Office ( K138672 ).

Publisher Copyright:
© 2023 Phytochemical Society of Europe

Keywords

Andrastin
Bacillus subtilis
Co-cultivation
Fungi
Penicillium ochrochloron

ASJC Scopus subject areas

Biotechnology
Biochemistry
Agronomy and Crop Science
Plant Science

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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Cite this

@article{4bc611f05d1b4e3ba43981713833172a,

title = "Two new metabolites from a marine-derived fungus Penicillium ochrochloron",

abstract = "Co-culturing of fungi and bacteria proved to be an efficient tool for inducing the expression of silent biosynthetic gene clusters (BGCs). This study reports the isolation of a new meroterpenoid derivative, andrastin I (1), from a marine-derived fungus Penicillium ochrochloron. Co-cultivation of the fungus with Bacillus subtilis yielded another new natural product, a butyrolactone congener, ochrochloronic acid (2) and the known fungal metabolite striatisporolide A. Chemical structures of all isolated compounds were confirmed based on HRESIMS as well as, extensive 1D and 2D NMR spectral analyses. Absolute configuration of 1 was established by comparing the experimental ECD with those of known analogues. Results of this study highlight the potential of marine fungi as sources of new natural products and demonstrates the efficiency of fungal-bacterial co-cultivation as a promising tool to induce the immense biosynthetic capabilities of silent BGCs.",

keywords = "Andrastin, Bacillus subtilis, Co-cultivation, Fungi, Penicillium ochrochloron",

author = "Eze, {Peter M.} and Yang Liu and Simons, {Viktor E.} and Ebada, {Sherif S.} and Tibor Kurt{\'a}n and Kir{\'a}ly, {S{\'a}ndor Bal{\'a}zs} and Esimone, {Charles O.} and Okoye, {Festus B.C.} and Peter Proksch and Rainer Kalscheuer",

note = "Funding Information: PME acknowledges the Africa Research Excellence Fund (AREF) for financing his research stay at the Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, D{\"u}sseldorf, Germany. SSE thanks Alexander von Humboldt (AvH) Foundation for granting him the Georg-Forster Fellowship for Experienced Researchers (2022-2024). The authors thank CeMSA@HHU (Center for Molecular and Structural Analysis at Heinrich Heine University D{\"u}sseldorf) for recording the mass spectrometric and NMR spectroscopic data. Assistance by Dr. Lasse van Geelen during biological activity testing is greatly acknowledged. Funding Information: This work was supported by the Africa Research Excellence Fund (AREF) within the frame of the EDCTP-AREF Joint Preparatory Fellowship (Grant numbers: MRF-157-0034-F-EZE(A)/C0763 , MRF-157-0034-F-EZE(A)/C0764) . The research work of T. K. and S. B. K. was supported by the National Research, Development and Innovation Office ( K138672 ). Publisher Copyright: {\textcopyright} 2023 Phytochemical Society of Europe",

year = "2023",

month = jun,

doi = "10.1016/j.phytol.2023.04.004",

language = "English",

volume = "55",

pages = "101--104",

journal = "Phytochemistry Letters",

issn = "1874-3900",

publisher = "Elsevier Ltd",

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T1 - Two new metabolites from a marine-derived fungus Penicillium ochrochloron

AU - Eze, Peter M.

AU - Liu, Yang

AU - Simons, Viktor E.

AU - Ebada, Sherif S.

AU - Kurtán, Tibor

AU - Király, Sándor Balázs

AU - Esimone, Charles O.

AU - Okoye, Festus B.C.

AU - Proksch, Peter

AU - Kalscheuer, Rainer

N1 - Funding Information: PME acknowledges the Africa Research Excellence Fund (AREF) for financing his research stay at the Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Düsseldorf, Germany. SSE thanks Alexander von Humboldt (AvH) Foundation for granting him the Georg-Forster Fellowship for Experienced Researchers (2022-2024). The authors thank CeMSA@HHU (Center for Molecular and Structural Analysis at Heinrich Heine University Düsseldorf) for recording the mass spectrometric and NMR spectroscopic data. Assistance by Dr. Lasse van Geelen during biological activity testing is greatly acknowledged. Funding Information: This work was supported by the Africa Research Excellence Fund (AREF) within the frame of the EDCTP-AREF Joint Preparatory Fellowship (Grant numbers: MRF-157-0034-F-EZE(A)/C0763 , MRF-157-0034-F-EZE(A)/C0764) . The research work of T. K. and S. B. K. was supported by the National Research, Development and Innovation Office ( K138672 ). Publisher Copyright: © 2023 Phytochemical Society of Europe

PY - 2023/6

Y1 - 2023/6

N2 - Co-culturing of fungi and bacteria proved to be an efficient tool for inducing the expression of silent biosynthetic gene clusters (BGCs). This study reports the isolation of a new meroterpenoid derivative, andrastin I (1), from a marine-derived fungus Penicillium ochrochloron. Co-cultivation of the fungus with Bacillus subtilis yielded another new natural product, a butyrolactone congener, ochrochloronic acid (2) and the known fungal metabolite striatisporolide A. Chemical structures of all isolated compounds were confirmed based on HRESIMS as well as, extensive 1D and 2D NMR spectral analyses. Absolute configuration of 1 was established by comparing the experimental ECD with those of known analogues. Results of this study highlight the potential of marine fungi as sources of new natural products and demonstrates the efficiency of fungal-bacterial co-cultivation as a promising tool to induce the immense biosynthetic capabilities of silent BGCs.

AB - Co-culturing of fungi and bacteria proved to be an efficient tool for inducing the expression of silent biosynthetic gene clusters (BGCs). This study reports the isolation of a new meroterpenoid derivative, andrastin I (1), from a marine-derived fungus Penicillium ochrochloron. Co-cultivation of the fungus with Bacillus subtilis yielded another new natural product, a butyrolactone congener, ochrochloronic acid (2) and the known fungal metabolite striatisporolide A. Chemical structures of all isolated compounds were confirmed based on HRESIMS as well as, extensive 1D and 2D NMR spectral analyses. Absolute configuration of 1 was established by comparing the experimental ECD with those of known analogues. Results of this study highlight the potential of marine fungi as sources of new natural products and demonstrates the efficiency of fungal-bacterial co-cultivation as a promising tool to induce the immense biosynthetic capabilities of silent BGCs.

KW - Andrastin

KW - Bacillus subtilis

KW - Co-cultivation

KW - Fungi

KW - Penicillium ochrochloron

U2 - 10.1016/j.phytol.2023.04.004

DO - 10.1016/j.phytol.2023.04.004

M3 - Article

AN - SCOPUS:85153802032

SN - 1874-3900

VL - 55

SP - 101

EP - 104

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Two new metabolites from a marine-derived fungus Penicillium ochrochloron

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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