Two new metabolites from a marine-derived fungus Penicillium ochrochloron
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...
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Veröffentlicht in: | Phytochemistry letters 2023-06, Vol.55, p.101-104 |
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creator | Eze, Peter M. Liu, Yang Simons, Viktor E. Ebada, Sherif S. Kurtán, Tibor Király, Sándor Balázs Esimone, Charles O. Okoye, Festus B.C. Proksch, Peter Kalscheuer, Rainer |
description | 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.
[Display omitted]
•Co-cultivation is a plausible inducer for silent biosynthetic gene expressions.•Two new natural products are obtained in this study.•Chemical structures confirmed by various spectroscopic analyses.•Absolute configuration was determined by ECD experiments.•Isolated compounds were tested for antiproliferative and antimicrobial activities. |
doi_str_mv | 10.1016/j.phytol.2023.04.004 |
format | Article |
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[Display omitted]
•Co-cultivation is a plausible inducer for silent biosynthetic gene expressions.•Two new natural products are obtained in this study.•Chemical structures confirmed by various spectroscopic analyses.•Absolute configuration was determined by ECD experiments.•Isolated compounds were tested for antiproliferative and antimicrobial activities.</description><identifier>ISSN: 1874-3900</identifier><identifier>EISSN: 1876-7486</identifier><identifier>DOI: 10.1016/j.phytol.2023.04.004</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Andrastin ; Bacillus subtilis ; biosynthesis ; Co-cultivation ; coculture ; Fungi ; genes ; meroterpenoids ; metabolites ; Penicillium ; Penicillium ochrochloron ; plant biochemistry</subject><ispartof>Phytochemistry letters, 2023-06, Vol.55, p.101-104</ispartof><rights>2023 Phytochemical Society of Europe</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c385t-4c7ca635641452f555dce3e5bfbb7b17b34b177cef2bbb9fe7b6976ef4c241c03</citedby><cites>FETCH-LOGICAL-c385t-4c7ca635641452f555dce3e5bfbb7b17b34b177cef2bbb9fe7b6976ef4c241c03</cites><orcidid>0000-0002-8831-8499</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.phytol.2023.04.004$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,778,782,3539,27911,27912,45982</link.rule.ids></links><search><creatorcontrib>Eze, Peter M.</creatorcontrib><creatorcontrib>Liu, Yang</creatorcontrib><creatorcontrib>Simons, Viktor E.</creatorcontrib><creatorcontrib>Ebada, Sherif S.</creatorcontrib><creatorcontrib>Kurtán, Tibor</creatorcontrib><creatorcontrib>Király, Sándor Balázs</creatorcontrib><creatorcontrib>Esimone, Charles O.</creatorcontrib><creatorcontrib>Okoye, Festus B.C.</creatorcontrib><creatorcontrib>Proksch, Peter</creatorcontrib><creatorcontrib>Kalscheuer, Rainer</creatorcontrib><title>Two new metabolites from a marine-derived fungus Penicillium ochrochloron</title><title>Phytochemistry letters</title><description>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.
[Display omitted]
•Co-cultivation is a plausible inducer for silent biosynthetic gene expressions.•Two new natural products are obtained in this study.•Chemical structures confirmed by various spectroscopic analyses.•Absolute configuration was determined by ECD experiments.•Isolated compounds were tested for antiproliferative and antimicrobial activities.</description><subject>Andrastin</subject><subject>Bacillus subtilis</subject><subject>biosynthesis</subject><subject>Co-cultivation</subject><subject>coculture</subject><subject>Fungi</subject><subject>genes</subject><subject>meroterpenoids</subject><subject>metabolites</subject><subject>Penicillium</subject><subject>Penicillium ochrochloron</subject><subject>plant biochemistry</subject><issn>1874-3900</issn><issn>1876-7486</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kDtPwzAUhSMEEqXwDxg8siT4GacLEqp4VKoEQ5mt2LmmrpK42Ekr_j0uYWa4j-Gce3W-LLsluCCYlPe7Yr_9HnxbUExZgXmBMT_LZqSSZS55VZ7_7jxnC4wvs6sYdxiXnFAyy1abo0c9HFEHQ6196waIyAbfoRp1dXA95A0Ed4AG2bH_HCN6h94Z17Zu7JA325Cq9cH319mFrdsIN39znn08P22Wr_n67WW1fFznhlViyLmRpi6ZSP-5oFYI0RhgILTVWmoiNeOpSwOWaq0XFqQuF7IEyw3lxGA2z-6mu_vgv0aIg-pcNNC2dQ9-jIpWjFNBGS2TlE9SE3yMAazaB5dSfSuC1Ymc2qmJnDqRU5irRC7ZHiYbpBgHB0FF46A30LgAZlCNd_8f-AEsonqu</recordid><startdate>20230601</startdate><enddate>20230601</enddate><creator>Eze, Peter M.</creator><creator>Liu, Yang</creator><creator>Simons, Viktor E.</creator><creator>Ebada, Sherif S.</creator><creator>Kurtán, Tibor</creator><creator>Király, Sándor Balázs</creator><creator>Esimone, Charles O.</creator><creator>Okoye, Festus B.C.</creator><creator>Proksch, Peter</creator><creator>Kalscheuer, Rainer</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7S9</scope><scope>L.6</scope><orcidid>https://orcid.org/0000-0002-8831-8499</orcidid></search><sort><creationdate>20230601</creationdate><title>Two new metabolites from a marine-derived fungus Penicillium ochrochloron</title><author>Eze, Peter M. ; Liu, Yang ; Simons, Viktor E. ; Ebada, Sherif S. ; Kurtán, Tibor ; Király, Sándor Balázs ; Esimone, Charles O. ; Okoye, Festus B.C. ; Proksch, Peter ; Kalscheuer, Rainer</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c385t-4c7ca635641452f555dce3e5bfbb7b17b34b177cef2bbb9fe7b6976ef4c241c03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Andrastin</topic><topic>Bacillus subtilis</topic><topic>biosynthesis</topic><topic>Co-cultivation</topic><topic>coculture</topic><topic>Fungi</topic><topic>genes</topic><topic>meroterpenoids</topic><topic>metabolites</topic><topic>Penicillium</topic><topic>Penicillium ochrochloron</topic><topic>plant biochemistry</topic><toplevel>online_resources</toplevel><creatorcontrib>Eze, Peter M.</creatorcontrib><creatorcontrib>Liu, Yang</creatorcontrib><creatorcontrib>Simons, Viktor E.</creatorcontrib><creatorcontrib>Ebada, Sherif S.</creatorcontrib><creatorcontrib>Kurtán, Tibor</creatorcontrib><creatorcontrib>Király, Sándor Balázs</creatorcontrib><creatorcontrib>Esimone, Charles O.</creatorcontrib><creatorcontrib>Okoye, Festus B.C.</creatorcontrib><creatorcontrib>Proksch, Peter</creatorcontrib><creatorcontrib>Kalscheuer, Rainer</creatorcontrib><collection>CrossRef</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Phytochemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Eze, Peter M.</au><au>Liu, Yang</au><au>Simons, Viktor E.</au><au>Ebada, Sherif S.</au><au>Kurtán, Tibor</au><au>Király, Sándor Balázs</au><au>Esimone, Charles O.</au><au>Okoye, Festus B.C.</au><au>Proksch, Peter</au><au>Kalscheuer, Rainer</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two new metabolites from a marine-derived fungus Penicillium ochrochloron</atitle><jtitle>Phytochemistry letters</jtitle><date>2023-06-01</date><risdate>2023</risdate><volume>55</volume><spage>101</spage><epage>104</epage><pages>101-104</pages><issn>1874-3900</issn><eissn>1876-7486</eissn><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.
[Display omitted]
•Co-cultivation is a plausible inducer for silent biosynthetic gene expressions.•Two new natural products are obtained in this study.•Chemical structures confirmed by various spectroscopic analyses.•Absolute configuration was determined by ECD experiments.•Isolated compounds were tested for antiproliferative and antimicrobial activities.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.phytol.2023.04.004</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-8831-8499</orcidid><oa>free_for_read</oa></addata></record> |
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source | ScienceDirect Journals (5 years ago - present) |
subjects | Andrastin Bacillus subtilis biosynthesis Co-cultivation coculture Fungi genes meroterpenoids metabolites Penicillium Penicillium ochrochloron plant biochemistry |
title | Two new metabolites from a marine-derived fungus Penicillium ochrochloron |
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