Alternethanoxins C-E, Further Polycyclic Ethanones Produced by Alternaria sonchi, a Potential Mycoherbicide for Sonchus arvensis Biocontrol

作者:Berestetskiy Alexander; Cimmino Alessio; Sofronova Julia; Dalinova Anna; Avolio Fabiana; Evidente Marco; Chisty Leonid; Krivorotov Denis; Evidente Antonio*
来源:Journal of Agricultural and Food Chemistry, 2015, 63(4): 1196-1199.
DOI:10.1021/jf5054595

摘要

Three new polycyclic ethanones, named alternethanoxins C-E, were isolated together with the well-known and closely related alternethanoxins A and B, from the solid culture of Alternaria sonchi, a fungal pathogen proposed for perennial sowthistle (Sonchus arvensis L.) biocontrol. Alternethanoxins C-E were characterized by spectroscopic methods (essentially NMR and HRESI MS) as 2'-dihydroxymethyl-2,5,6,6'-tetrahydroxy-3'-methoxy-biphenyl-3-carboxylic acid methyl ester, 1,4,6,9,10-pentahydroxy-7-methoxy-6H-benzo[c]chromene-2-carboxylic acid methyl ester, and 7,9-dihydroxy-2-methoxy-9H-4,8-dioxa-cyclopenta[def]phenanthrene-5-carboxylic acid methyl ester. When assayed on leaf segments of weeds (Sonchus arvensis and Elytrigia repens), alternethanoxins A and C showed phytotoxic activity inducing notable necrotic lesions. Alternethanoxins C and D possess notable antimicrobial activity when tested against Bacillus subtilis (MIC 10 mu g/disc) and Candida tropicalis (MIC 25 mu g/disc). Alternethanoxins A and B had low activity against these microbes, while alternethanoxin E was inactive.

  • 出版日期2015-2-4