<?xml version="1.0" encoding="UTF-8"?><xml><records><record><source-app name="Biblio" version="7.x">Drupal-Biblio</source-app><ref-type>17</ref-type><contributors><authors><author><style face="normal" font="default" size="100%">Evidente, Antonio</style></author><author><style face="normal" font="default" size="100%">Andolfi, Anna</style></author><author><style face="normal" font="default" size="100%">Cimmino, Alessio</style></author></authors></contributors><titles><title><style face="normal" font="default" size="100%">Relationships between the stereochemistry and biological activity of fungal phytotoxins</style></title><secondary-title><style face="normal" font="default" size="100%">Chirality</style></secondary-title></titles><keywords><keyword><style  face="normal" font="default" size="100%">Phytopathogenic fungi</style></keyword><keyword><style  face="normal" font="default" size="100%">Phytotoxins</style></keyword><keyword><style  face="normal" font="default" size="100%">relative and/or absolute configuration</style></keyword><keyword><style  face="normal" font="default" size="100%">structure–activity relationships</style></keyword></keywords><dates><year><style  face="normal" font="default" size="100%">2011</style></year><pub-dates><date><style  face="normal" font="default" size="100%">2011///</style></date></pub-dates></dates><urls><web-urls><url><style face="normal" font="default" size="100%">http://dx.doi.org/10.1002/chir.20966</style></url></web-urls></urls><volume><style face="normal" font="default" size="100%">23</style></volume><pages><style face="normal" font="default" size="100%">674 - 693</style></pages><language><style face="normal" font="default" size="100%">eng</style></language><abstract><style face="normal" font="default" size="100%">Toxins produced by phytopathogenic fungi assume great importance because of their involvement in several plant diseases. Although such pathogens are known to have seriously damaged crops, forest, and environmental resources, they represent a very important tool to develop new environmentally friendly herbicides and fungicides. This review deals with the relationships between the biological activity of some phytotoxins produced by pathogenic fungi for major forest plants and for damaging weeds and their stereochemistry. In particular, the methods used to determine their relative and/or absolute configuration will be illustrated. These include the application of Mosher's and Murata's methods, X-ray diffractometric analysis, circular dichroism, and the use of computational methods to determine the theoretical optical rotatory power as well as the CD spectrum. The importance of determining the absolute configuration to achieve the total synthesis of some phytotoxins, interesting for their potential practical application, is also discussed. Chirality, 2011. © 2011 Wiley-Liss, Inc.</style></abstract><issue><style face="normal" font="default" size="100%">9</style></issue><notes><style face="normal" font="default" size="100%">The following values have no corresponding Zotero field:&lt;br/&gt;publisher: Wiley Subscription Services, Inc., A Wiley Company</style></notes></record><record><source-app name="Biblio" version="7.x">Drupal-Biblio</source-app><ref-type>17</ref-type><contributors><authors><author><style face="normal" font="default" size="100%">Evidente, Antonio</style></author><author><style face="normal" font="default" size="100%">Maddau, Lucia</style></author><author><style face="normal" font="default" size="100%">Spanu, Emanuela</style></author><author><style face="normal" font="default" size="100%">Franceschini, Antonio</style></author><author><style face="normal" font="default" size="100%">Lazzaroni, Silvia</style></author><author><style face="normal" font="default" size="100%">Motta, Andrea</style></author></authors></contributors><titles><title><style face="normal" font="default" size="100%">Diplopyrone, a New Phytotoxic Tetrahydropyranpyran-2-one Produced by Diplodia mutila, a Fungus Pathogen of Cork Oak</style></title><secondary-title><style face="normal" font="default" size="100%">Journal of Natural Products</style></secondary-title></titles><keywords><keyword><style  face="normal" font="default" size="100%">Phytopathogenic fungi</style></keyword><keyword><style  face="normal" font="default" size="100%">Phytotoxins</style></keyword><keyword><style  face="normal" font="default" size="100%">relative and/or absolute configuration</style></keyword><keyword><style  face="normal" font="default" size="100%">structure–activity relationships</style></keyword></keywords><dates><year><style  face="normal" font="default" size="100%">2003</style></year></dates><publisher><style face="normal" font="default" size="100%">American Chemical Society</style></publisher><volume><style face="normal" font="default" size="100%">66</style></volume><pages><style face="normal" font="default" size="100%">313-315</style></pages><language><style face="normal" font="default" size="100%">eng</style></language><abstract><style face="normal" font="default" size="100%">A new phytotoxic monosubstituted tetrahydropyranpyran-2-one, named diplopyrone (1), was isolated from the liquid culture filtrates of Diplodia mutila, a plant pathogenic fungus causing a form of canker disease of cork oak (Quercus suber). Diplopyrone was characterized, using spectroscopic and chemical methods, as 6-[(1S)-1-hydroxyethyl]-2,4a,6,8a-tetrahydropyran[3,2-b]pyran-2-one. The absolute stereochemistry of the chiral secondary hydroxylated carbon (C-9), determined by application of Mosher's method, proved to be S. Diplopyrone assayed at a 0.01?0.1 mg/mL concentration range caused necrosis and wilting on cork oak cuttings. On a nonhost plant, tomato, diplopyrone caused brown discoloration or stewing on the stem.</style></abstract><accession-num><style face="normal" font="default" size="100%">12608876</style></accession-num></record><record><source-app name="Biblio" version="7.x">Drupal-Biblio</source-app><ref-type>17</ref-type><contributors><authors><author><style face="normal" font="default" size="100%">Evidente, Antonio</style></author><author><style face="normal" font="default" size="100%">Maddau, Lucia</style></author><author><style face="normal" font="default" size="100%">Spanu, Emanuela</style></author><author><style face="normal" font="default" size="100%">Franceschini, Antonio</style></author><author><style face="normal" font="default" size="100%">Lazzaroni, Silvia</style></author><author><style face="normal" font="default" size="100%">Motta, Andrea</style></author></authors></contributors><titles><title><style face="normal" font="default" size="100%">Diplopyrone, a New Phytotoxic Tetrahydropyranpyran-2-one Produced by Diplodia mutila, a Fungus Pathogen of Cork Oak</style></title><secondary-title><style face="normal" font="default" size="100%">Journal of Natural Products</style></secondary-title></titles><keywords><keyword><style  face="normal" font="default" size="100%">Phytopathogenic fungi</style></keyword><keyword><style  face="normal" font="default" size="100%">Phytotoxins</style></keyword><keyword><style  face="normal" font="default" size="100%">relative and/or absolute configuration</style></keyword><keyword><style  face="normal" font="default" size="100%">structure–activity relationships</style></keyword></keywords><dates><year><style  face="normal" font="default" size="100%">2003</style></year><pub-dates><date><style  face="normal" font="default" size="100%">2003///</style></date></pub-dates></dates><urls><web-urls><url><style face="normal" font="default" size="100%">http://www.ncbi.nlm.nih.gov/pubmed/12608876http://dx.doi.org/10.1021/np020367c</style></url></web-urls></urls><volume><style face="normal" font="default" size="100%">66</style></volume><pages><style face="normal" font="default" size="100%">313 - 315</style></pages><language><style face="normal" font="default" size="100%">eng</style></language><abstract><style face="normal" font="default" size="100%">A new phytotoxic monosubstituted tetrahydropyranpyran-2-one, named diplopyrone (1), was isolated from the liquid culture filtrates of Diplodia mutila, a plant pathogenic fungus causing a form of canker disease of cork oak (Quercus suber). Diplopyrone was characterized, using spectroscopic and chemical methods, as 6-[(1S)-1-hydroxyethyl]-2,4a,6,8a-tetrahydropyran[3,2-b]pyran-2-one. The absolute stereochemistry of the chiral secondary hydroxylated carbon (C-9), determined by application of Mosher's method, proved to be S. Diplopyrone assayed at a 0.01?0.1 mg/mL concentration range caused necrosis and wilting on cork oak cuttings. On a nonhost plant, tomato, diplopyrone caused brown discoloration or stewing on the stem.</style></abstract><issue><style face="normal" font="default" size="100%">2</style></issue><notes><style face="normal" font="default" size="100%">The following values have no corresponding Zotero field:&lt;br/&gt;publisher: American Chemical Society&lt;br/&gt;accession-num: 12608876</style></notes></record></records></xml>