Synthesis and antifungal activity of two novel spermidine analogues
Abstract Two spermidine analogues were synthesised and examined for antifungal activity. Both compounds used as 1 mM post-inoculation sprays reduced infection of barley seedlings by the powdery mildew fungus, Erysiphe graminis f.sp. hordei, infection of broad bean seedlings by the rust fungus, Uromy...
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| Veröffentlicht in: | FEMS microbiology letters 1997-03, Vol.148 (1), p.21-25 |
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| creator | Mackintosh, C.A. (Scottish Agricultural Coll., Auchincruive, Ayr (United Kingdom). Dept. of Plant Science) Slater, L.A McClintock, C.A Walters, D.R Havis, N.D Robins, D.J |
| description | Abstract
Two spermidine analogues were synthesised and examined for antifungal activity. Both compounds used as 1 mM post-inoculation sprays reduced infection of barley seedlings by the powdery mildew fungus, Erysiphe graminis f.sp. hordei, infection of broad bean seedlings by the rust fungus, Uromyces viciae-fabae, and infection of apple seedlings by the powdery mildew fungus, Podosphaera leucotricha. Since these fungal pathogens cannot be cultured axenically, the effects of the two spermidine analogues on mycelial growth in vitro, as well as preliminary investigations on polyamine biosynthesis, were undertaken using the oat stripe pathogen, Pyrenophora avenae. Although neither compound affected radial growth of the fungus on plates, both analogues reduced fungal biomass in liquid culture substantially. The two spermidine analogues, used at a concentration of 1 mM, had no significant effect on the conversion of labelled ornithine into polyamines in P. avenae. |
| doi_str_mv | 10.1111/j.1574-6968.1997.tb10261.x |
| format | Article |
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Two spermidine analogues were synthesised and examined for antifungal activity. Both compounds used as 1 mM post-inoculation sprays reduced infection of barley seedlings by the powdery mildew fungus, Erysiphe graminis f.sp. hordei, infection of broad bean seedlings by the rust fungus, Uromyces viciae-fabae, and infection of apple seedlings by the powdery mildew fungus, Podosphaera leucotricha. Since these fungal pathogens cannot be cultured axenically, the effects of the two spermidine analogues on mycelial growth in vitro, as well as preliminary investigations on polyamine biosynthesis, were undertaken using the oat stripe pathogen, Pyrenophora avenae. Although neither compound affected radial growth of the fungus on plates, both analogues reduced fungal biomass in liquid culture substantially. The two spermidine analogues, used at a concentration of 1 mM, had no significant effect on the conversion of labelled ornithine into polyamines in P. avenae.</description><identifier>ISSN: 0378-1097</identifier><identifier>EISSN: 1574-6968</identifier><identifier>DOI: 10.1111/j.1574-6968.1997.tb10261.x</identifier><identifier>PMID: 9066105</identifier><language>eng</language><publisher>Oxford, UK: Blackwell Publishing Ltd</publisher><subject>Airborne microorganisms ; Antifungal ; Antifungal activity ; Antifungal agents ; Antifungal Agents - chemical synthesis ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacology ; ANTIFUNGAL PROPERTIES ; AVENA SATIVA ; Barley ; Biosynthesis ; Broad beans ; ERYSIPHE GRAMINIS ; Erysiphe graminis hordei ; ESPERMIDINA ; FONGICIDE ; Food Microbiology ; Fungi ; Fungi - drug effects ; FUNGICIDAS ; Fungicide ; FUNGICIDES ; Hordeum - microbiology ; HORDEUM VULGARE ; Infections ; Inoculation ; Liquid culture ; MALUS ; Microbiology ; Mycelia ; Ornithine ; Pathogens ; PODOSPHAERA LEUCOTRICHA ; Polyamines ; Powdery mildew ; PROPIEDADES ANTIMICOSICAS ; PROPRIETE ANTIFONGIQUE ; PYRENOPHORA ; Pyrenophora avenae ; Rosales - microbiology ; Rust fungi ; Seedlings ; SPERMIDINE ; Spermidine - analogs & derivatives ; Spermidine - chemical synthesis ; Spermidine - chemistry ; Spermidine analogue ; Sprays ; UROMYCES VICIAE FABAE ; VICIA FABA</subject><ispartof>FEMS microbiology letters, 1997-03, Vol.148 (1), p.21-25</ispartof><rights>1997 Federation of European Microbiological Societies. Published by Elsevier Science B.V. 1997</rights><rights>1997 Federation of European Microbiological Societies. Published by Elsevier Science B.V.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3941-2d23da88eda08b0b2d8e3f84ffa3cf1fcd09db1ff95cb3fda94fe45ecfa2a2023</citedby><cites>FETCH-LOGICAL-c3941-2d23da88eda08b0b2d8e3f84ffa3cf1fcd09db1ff95cb3fda94fe45ecfa2a2023</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fj.1574-6968.1997.tb10261.x$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fj.1574-6968.1997.tb10261.x$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27915,27916,45565,45566</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9066105$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mackintosh, C.A. (Scottish Agricultural Coll., Auchincruive, Ayr (United Kingdom). Dept. of Plant Science)</creatorcontrib><creatorcontrib>Slater, L.A</creatorcontrib><creatorcontrib>McClintock, C.A</creatorcontrib><creatorcontrib>Walters, D.R</creatorcontrib><creatorcontrib>Havis, N.D</creatorcontrib><creatorcontrib>Robins, D.J</creatorcontrib><title>Synthesis and antifungal activity of two novel spermidine analogues</title><title>FEMS microbiology letters</title><addtitle>FEMS Microbiol Lett</addtitle><description>Abstract
Two spermidine analogues were synthesised and examined for antifungal activity. Both compounds used as 1 mM post-inoculation sprays reduced infection of barley seedlings by the powdery mildew fungus, Erysiphe graminis f.sp. hordei, infection of broad bean seedlings by the rust fungus, Uromyces viciae-fabae, and infection of apple seedlings by the powdery mildew fungus, Podosphaera leucotricha. Since these fungal pathogens cannot be cultured axenically, the effects of the two spermidine analogues on mycelial growth in vitro, as well as preliminary investigations on polyamine biosynthesis, were undertaken using the oat stripe pathogen, Pyrenophora avenae. Although neither compound affected radial growth of the fungus on plates, both analogues reduced fungal biomass in liquid culture substantially. The two spermidine analogues, used at a concentration of 1 mM, had no significant effect on the conversion of labelled ornithine into polyamines in P. avenae.</description><subject>Airborne microorganisms</subject><subject>Antifungal</subject><subject>Antifungal activity</subject><subject>Antifungal agents</subject><subject>Antifungal Agents - chemical synthesis</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacology</subject><subject>ANTIFUNGAL PROPERTIES</subject><subject>AVENA SATIVA</subject><subject>Barley</subject><subject>Biosynthesis</subject><subject>Broad beans</subject><subject>ERYSIPHE GRAMINIS</subject><subject>Erysiphe graminis hordei</subject><subject>ESPERMIDINA</subject><subject>FONGICIDE</subject><subject>Food Microbiology</subject><subject>Fungi</subject><subject>Fungi - drug effects</subject><subject>FUNGICIDAS</subject><subject>Fungicide</subject><subject>FUNGICIDES</subject><subject>Hordeum - microbiology</subject><subject>HORDEUM VULGARE</subject><subject>Infections</subject><subject>Inoculation</subject><subject>Liquid culture</subject><subject>MALUS</subject><subject>Microbiology</subject><subject>Mycelia</subject><subject>Ornithine</subject><subject>Pathogens</subject><subject>PODOSPHAERA LEUCOTRICHA</subject><subject>Polyamines</subject><subject>Powdery mildew</subject><subject>PROPIEDADES ANTIMICOSICAS</subject><subject>PROPRIETE ANTIFONGIQUE</subject><subject>PYRENOPHORA</subject><subject>Pyrenophora avenae</subject><subject>Rosales - microbiology</subject><subject>Rust fungi</subject><subject>Seedlings</subject><subject>SPERMIDINE</subject><subject>Spermidine - analogs & derivatives</subject><subject>Spermidine - chemical synthesis</subject><subject>Spermidine - chemistry</subject><subject>Spermidine analogue</subject><subject>Sprays</subject><subject>UROMYCES VICIAE FABAE</subject><subject>VICIA FABA</subject><issn>0378-1097</issn><issn>1574-6968</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNqVkF9r2zAUxUXZaNOuH6FgNuibvXsl_5EKeyhh7QZp97D1WciWlCo4VmrZafPtJ5PQh0ELEwg9nHPuPfoR8hkhw3i-rjIsqjwtRckzFKLKhhqBlpi9HJHZq_SBzIBVPEUQ1Qk5DWEFADmF8pgcCyhLhGJG5r933fBogguJ6nS8g7Njt1RtoprBbd2wS7xNhmefdH5r2iRsTL922nUmelXrl6MJn8hHq9pgzg_vGXm4-f5n_iNd_Lr9Ob9epA0TOaZUU6YV50Yr4DXUVHPDLM-tVayxaBsNQtdorSiamlmtRG5NXpjGKqooUHZGLvdzN71_insHuXahMW2rOuPHILHgouI8j8Yv_xhXfuxj3SApY8gBihyj62rvanofQm-s3PRurfqdRJATZ7mSE0w5wZQTZ3ngLF9i-OKwYqzXRr9GD2Cj_m2vP7vW7P5jsry5W9CpXLHP-3HzRjp9t5dVXqpl74K8X0RP_DNggewvQdWnOQ</recordid><startdate>199703</startdate><enddate>199703</enddate><creator>Mackintosh, C.A. 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(Scottish Agricultural Coll., Auchincruive, Ayr (United Kingdom). Dept. of Plant Science) ; Slater, L.A ; McClintock, C.A ; Walters, D.R ; Havis, N.D ; Robins, D.J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3941-2d23da88eda08b0b2d8e3f84ffa3cf1fcd09db1ff95cb3fda94fe45ecfa2a2023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Airborne microorganisms</topic><topic>Antifungal</topic><topic>Antifungal activity</topic><topic>Antifungal agents</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>ANTIFUNGAL PROPERTIES</topic><topic>AVENA SATIVA</topic><topic>Barley</topic><topic>Biosynthesis</topic><topic>Broad beans</topic><topic>ERYSIPHE GRAMINIS</topic><topic>Erysiphe graminis hordei</topic><topic>ESPERMIDINA</topic><topic>FONGICIDE</topic><topic>Food Microbiology</topic><topic>Fungi</topic><topic>Fungi - drug effects</topic><topic>FUNGICIDAS</topic><topic>Fungicide</topic><topic>FUNGICIDES</topic><topic>Hordeum - microbiology</topic><topic>HORDEUM VULGARE</topic><topic>Infections</topic><topic>Inoculation</topic><topic>Liquid culture</topic><topic>MALUS</topic><topic>Microbiology</topic><topic>Mycelia</topic><topic>Ornithine</topic><topic>Pathogens</topic><topic>PODOSPHAERA LEUCOTRICHA</topic><topic>Polyamines</topic><topic>Powdery mildew</topic><topic>PROPIEDADES ANTIMICOSICAS</topic><topic>PROPRIETE ANTIFONGIQUE</topic><topic>PYRENOPHORA</topic><topic>Pyrenophora avenae</topic><topic>Rosales - microbiology</topic><topic>Rust fungi</topic><topic>Seedlings</topic><topic>SPERMIDINE</topic><topic>Spermidine - analogs & derivatives</topic><topic>Spermidine - chemical synthesis</topic><topic>Spermidine - chemistry</topic><topic>Spermidine analogue</topic><topic>Sprays</topic><topic>UROMYCES VICIAE FABAE</topic><topic>VICIA FABA</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mackintosh, C.A. (Scottish Agricultural Coll., Auchincruive, Ayr (United Kingdom). Dept. of Plant Science)</creatorcontrib><creatorcontrib>Slater, L.A</creatorcontrib><creatorcontrib>McClintock, C.A</creatorcontrib><creatorcontrib>Walters, D.R</creatorcontrib><creatorcontrib>Havis, N.D</creatorcontrib><creatorcontrib>Robins, D.J</creatorcontrib><collection>AGRIS</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Public Health Database</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection (ProQuest)</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>Genetics Abstracts</collection><collection>Biotechnology Research Abstracts</collection><jtitle>FEMS microbiology letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mackintosh, C.A. (Scottish Agricultural Coll., Auchincruive, Ayr (United Kingdom). Dept. of Plant Science)</au><au>Slater, L.A</au><au>McClintock, C.A</au><au>Walters, D.R</au><au>Havis, N.D</au><au>Robins, D.J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and antifungal activity of two novel spermidine analogues</atitle><jtitle>FEMS microbiology letters</jtitle><addtitle>FEMS Microbiol Lett</addtitle><date>1997-03</date><risdate>1997</risdate><volume>148</volume><issue>1</issue><spage>21</spage><epage>25</epage><pages>21-25</pages><issn>0378-1097</issn><eissn>1574-6968</eissn><abstract>Abstract
Two spermidine analogues were synthesised and examined for antifungal activity. Both compounds used as 1 mM post-inoculation sprays reduced infection of barley seedlings by the powdery mildew fungus, Erysiphe graminis f.sp. hordei, infection of broad bean seedlings by the rust fungus, Uromyces viciae-fabae, and infection of apple seedlings by the powdery mildew fungus, Podosphaera leucotricha. Since these fungal pathogens cannot be cultured axenically, the effects of the two spermidine analogues on mycelial growth in vitro, as well as preliminary investigations on polyamine biosynthesis, were undertaken using the oat stripe pathogen, Pyrenophora avenae. Although neither compound affected radial growth of the fungus on plates, both analogues reduced fungal biomass in liquid culture substantially. The two spermidine analogues, used at a concentration of 1 mM, had no significant effect on the conversion of labelled ornithine into polyamines in P. avenae.</abstract><cop>Oxford, UK</cop><pub>Blackwell Publishing Ltd</pub><pmid>9066105</pmid><doi>10.1111/j.1574-6968.1997.tb10261.x</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0378-1097 |
| ispartof | FEMS microbiology letters, 1997-03, Vol.148 (1), p.21-25 |
| issn | 0378-1097 1574-6968 |
| language | eng |
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| source | MEDLINE; Oxford University Press Journals All Titles (1996-Current); Wiley Online Library All Journals; Alma/SFX Local Collection |
| subjects | Airborne microorganisms Antifungal Antifungal activity Antifungal agents Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology ANTIFUNGAL PROPERTIES AVENA SATIVA Barley Biosynthesis Broad beans ERYSIPHE GRAMINIS Erysiphe graminis hordei ESPERMIDINA FONGICIDE Food Microbiology Fungi Fungi - drug effects FUNGICIDAS Fungicide FUNGICIDES Hordeum - microbiology HORDEUM VULGARE Infections Inoculation Liquid culture MALUS Microbiology Mycelia Ornithine Pathogens PODOSPHAERA LEUCOTRICHA Polyamines Powdery mildew PROPIEDADES ANTIMICOSICAS PROPRIETE ANTIFONGIQUE PYRENOPHORA Pyrenophora avenae Rosales - microbiology Rust fungi Seedlings SPERMIDINE Spermidine - analogs & derivatives Spermidine - chemical synthesis Spermidine - chemistry Spermidine analogue Sprays UROMYCES VICIAE FABAE VICIA FABA |
| title | Synthesis and antifungal activity of two novel spermidine analogues |
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