Soybean Charcoal Rot Disease Fungus Macrophomina phaseolina in Mississippi Produces the Phytotoxin (−)-Botryodiplodin but No Detectable Phaseolinone
Research on charcoal rot disease in soybeans, and approximately 500 other plant diseases caused by the fungus Macrophomina phaseolina, has been severely hampered by unavailability of phaseolinone (1), an eremophilane sesquiterpenoid phytotoxin proposed to facilitate initial infection. Phytotoxin pro...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2007-01, Vol.70 (1), p.128-129 |
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creator | Ramezani, Mohammad Shier, W. Thomas Abbas, Hamed K Tonos, Jennifer L Baird, Richard E Sciumbato, Gabriel L |
description | Research on charcoal rot disease in soybeans, and approximately 500 other plant diseases caused by the fungus Macrophomina phaseolina, has been severely hampered by unavailability of phaseolinone (1), an eremophilane sesquiterpenoid phytotoxin proposed to facilitate initial infection. Phytotoxin produced in cultures of disease-causing M. phaseolina isolated in Mississippi, and purified in a manner similar to that reported for 1, was shown to be (−)-botryodiplodin (2), a readily synthesized mycotoxin previously isolated from Botryodiplodia theobromae cultures. Phaseolinone was not detected, suggesting that 2 may be the phytotoxin that facilitates infection. The availability of 2 should facilitate studies on its role in plant disease. |
doi_str_mv | 10.1021/np060480t |
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Thomas ; Abbas, Hamed K ; Tonos, Jennifer L ; Baird, Richard E ; Sciumbato, Gabriel L</creator><creatorcontrib>Ramezani, Mohammad ; Shier, W. Thomas ; Abbas, Hamed K ; Tonos, Jennifer L ; Baird, Richard E ; Sciumbato, Gabriel L</creatorcontrib><description>Research on charcoal rot disease in soybeans, and approximately 500 other plant diseases caused by the fungus Macrophomina phaseolina, has been severely hampered by unavailability of phaseolinone (1), an eremophilane sesquiterpenoid phytotoxin proposed to facilitate initial infection. Phytotoxin produced in cultures of disease-causing M. phaseolina isolated in Mississippi, and purified in a manner similar to that reported for 1, was shown to be (−)-botryodiplodin (2), a readily synthesized mycotoxin previously isolated from Botryodiplodia theobromae cultures. Phaseolinone was not detected, suggesting that 2 may be the phytotoxin that facilitates infection. The availability of 2 should facilitate studies on its role in plant disease.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np060480t</identifier><identifier>PMID: 17253865</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Ascomycota - chemistry ; Biological and medical sciences ; Botryodiplodia theobromae ; botryodiplodin ; eremophilane sesquiterpene ; Fundamental and applied biological sciences. Psychology ; Furans - analysis ; Furans - chemistry ; Glycine max ; Glycine max - microbiology ; Macrophomina phaseolina ; Microbiology ; Mississippi ; Molecular Structure ; Mycology ; mycotoxins ; Mycotoxins - analysis ; Mycotoxins - chemistry ; Naphthols - analysis ; Naphthols - chemistry ; Pathogenicity, host-agent relations, miscellaneous strains, epidemiology ; phaseolinone ; Plant Diseases - microbiology ; plant rots ; sesquiterpenoids ; soybeans ; Stereoisomerism</subject><ispartof>Journal of natural products (Washington, D.C.), 2007-01, Vol.70 (1), p.128-129</ispartof><rights>Copyright © 2007 American Chemical Society and American Society of Pharmacognosy</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a436t-22620cd5362cedb3ba5bc7e2a20a66322976c12ceb5fb71115dd6453bf136bc03</citedby><cites>FETCH-LOGICAL-a436t-22620cd5362cedb3ba5bc7e2a20a66322976c12ceb5fb71115dd6453bf136bc03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/np060480t$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np060480t$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18508911$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17253865$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ramezani, Mohammad</creatorcontrib><creatorcontrib>Shier, W. Thomas</creatorcontrib><creatorcontrib>Abbas, Hamed K</creatorcontrib><creatorcontrib>Tonos, Jennifer L</creatorcontrib><creatorcontrib>Baird, Richard E</creatorcontrib><creatorcontrib>Sciumbato, Gabriel L</creatorcontrib><title>Soybean Charcoal Rot Disease Fungus Macrophomina phaseolina in Mississippi Produces the Phytotoxin (−)-Botryodiplodin but No Detectable Phaseolinone</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Research on charcoal rot disease in soybeans, and approximately 500 other plant diseases caused by the fungus Macrophomina phaseolina, has been severely hampered by unavailability of phaseolinone (1), an eremophilane sesquiterpenoid phytotoxin proposed to facilitate initial infection. 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Psychology</subject><subject>Furans - analysis</subject><subject>Furans - chemistry</subject><subject>Glycine max</subject><subject>Glycine max - microbiology</subject><subject>Macrophomina phaseolina</subject><subject>Microbiology</subject><subject>Mississippi</subject><subject>Molecular Structure</subject><subject>Mycology</subject><subject>mycotoxins</subject><subject>Mycotoxins - analysis</subject><subject>Mycotoxins - chemistry</subject><subject>Naphthols - analysis</subject><subject>Naphthols - chemistry</subject><subject>Pathogenicity, host-agent relations, miscellaneous strains, epidemiology</subject><subject>phaseolinone</subject><subject>Plant Diseases - microbiology</subject><subject>plant rots</subject><subject>sesquiterpenoids</subject><subject>soybeans</subject><subject>Stereoisomerism</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc1u1DAUhSMEokNhwQuANyC6CPgntjNLmFL-Whgx7dq6dpxOSsYOtiN13oA1Cx6QJ8GjiTobpCtfy-fzsXxuUTwl-DXBlLxxAxa4qnG6V8wIp7gUmPL7xQwTwUpWi-qoeBTjDcaY4Tl_WBwRSXk-57Piz8pvtQWHFmsIxkOPvvuETrtoIVp0NrrrMaILMMEPa7_pHKBhnRXf77adQxddjLsahg4tg29GYyNKa4uW623yyd9m5tXfX79Pync-ha1vuqHPi0N6TOirR6c2WZNA97sbk7F39nHxoIU-2idTPy6uzt5fLj6W598-fFq8PS-hYiKVlAqKTcOZoMY2mmng2khLgWIQglE6l8KQrGneakkI4U0jKs50S5jQBrPj4uXedwj-52hjUpsuGtv34KwfoyLzuqZS1hk82YM5iRiDbdUQug2ErSJY7Yag7oaQ2WeT6ag3tjmQU-oZeDEBEA30bQBnunjgao7rOSGZK_dcF5O9vdMh_FBCMsnV5XKlviw-S1JxolaZf77nW_AKrkP2vFpRTBjGsqaVFIeXwUR148fgcrr_-cI_6sK2cw</recordid><startdate>20070101</startdate><enddate>20070101</enddate><creator>Ramezani, Mohammad</creator><creator>Shier, W. 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Thomas ; Abbas, Hamed K ; Tonos, Jennifer L ; Baird, Richard E ; Sciumbato, Gabriel L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a436t-22620cd5362cedb3ba5bc7e2a20a66322976c12ceb5fb71115dd6453bf136bc03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Ascomycota - chemistry</topic><topic>Biological and medical sciences</topic><topic>Botryodiplodia theobromae</topic><topic>botryodiplodin</topic><topic>eremophilane sesquiterpene</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Furans - analysis</topic><topic>Furans - chemistry</topic><topic>Glycine max</topic><topic>Glycine max - microbiology</topic><topic>Macrophomina phaseolina</topic><topic>Microbiology</topic><topic>Mississippi</topic><topic>Molecular Structure</topic><topic>Mycology</topic><topic>mycotoxins</topic><topic>Mycotoxins - analysis</topic><topic>Mycotoxins - chemistry</topic><topic>Naphthols - analysis</topic><topic>Naphthols - chemistry</topic><topic>Pathogenicity, host-agent relations, miscellaneous strains, epidemiology</topic><topic>phaseolinone</topic><topic>Plant Diseases - microbiology</topic><topic>plant rots</topic><topic>sesquiterpenoids</topic><topic>soybeans</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ramezani, Mohammad</creatorcontrib><creatorcontrib>Shier, W. 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Phytotoxin produced in cultures of disease-causing M. phaseolina isolated in Mississippi, and purified in a manner similar to that reported for 1, was shown to be (−)-botryodiplodin (2), a readily synthesized mycotoxin previously isolated from Botryodiplodia theobromae cultures. Phaseolinone was not detected, suggesting that 2 may be the phytotoxin that facilitates infection. The availability of 2 should facilitate studies on its role in plant disease.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>17253865</pmid><doi>10.1021/np060480t</doi><tpages>2</tpages></addata></record> |
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subjects | Ascomycota - chemistry Biological and medical sciences Botryodiplodia theobromae botryodiplodin eremophilane sesquiterpene Fundamental and applied biological sciences. Psychology Furans - analysis Furans - chemistry Glycine max Glycine max - microbiology Macrophomina phaseolina Microbiology Mississippi Molecular Structure Mycology mycotoxins Mycotoxins - analysis Mycotoxins - chemistry Naphthols - analysis Naphthols - chemistry Pathogenicity, host-agent relations, miscellaneous strains, epidemiology phaseolinone Plant Diseases - microbiology plant rots sesquiterpenoids soybeans Stereoisomerism |
title | Soybean Charcoal Rot Disease Fungus Macrophomina phaseolina in Mississippi Produces the Phytotoxin (−)-Botryodiplodin but No Detectable Phaseolinone |
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