Agropyrenol and agropyrenal, phytotoxins from Ascochyta agropyrina var. nana, a fungal pathogen of Elitrigia repens

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• 作者：Anna Andolfi^a ; ¹ ; Alessio Cimmino^a ; ¹ ; Maurizio Vurro^b ; Alexander Berestetskiy^c ; Ciro Troise^a ; Maria Chiara Zonno^b ; Andrea Motta^d ; Antonio Evidente^a ; ^d ; ^{evidente@unina.it}
• 关键词：Ascochyta agropyrina var. nana ; Elytrigia repens ; Poaceae ; Phytotoxins ; Agropyrenol ; Agropyrenal ; Agropyrenone ; Natural herbicides
• 刊名：Phytochemistry
• 出版年：2012
• 期刊代码：85_00319422
• 类别：ch
• 出版时间：July, 2012
• 卷：79
• 期：Complete
• 页码：102-108
• 文件大小：245 K

摘要

A strain of Ascochyta agropyrina var. nana, a fungal pathogen of the perennial weed Elytrigia repens, produced several toxins in a liquid medium, and its primary toxin, named agropyrenol, was characterized as a substituted salicylaldehyde on the basis of its chemical and spectroscopic properties. Its absolute stereochemistry was determined by Mosher鈥檚 method. Two other minor metabolites were isolated from the same culture and named agropyrenal and agropyrenone, respectively. They were characterized as a trisubstituted naphthalene carbaldehyde and a pentasubstituted 3H-benzofuranone, respectively, using the same techniques. When assayed on leaves of several weed plants, i.e., Mercurialis annua, Chenopodium album and Setaria viridis, agropyrenol proved to be phytotoxic, causing the appearance of necrotic lesions, agropyrenal was less active, while agropyrenone was inactive. None of the compounds showed antibiotic, fungicidal or zootoxic activity.