Berestetskiy Alexander, Cimmino Alessio, Sofronova Julia, Dalinova Anna, Avolio Fabiana, Evidente Marco, Chisty Leonid, Krivorotov Denis, Evidente Antonio
All-Russian Institute of Plant Protection, Russian Academy of Agricultural Sciences , Pushkin, Saint-Petersburg 196608, Russian Federation.
Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte Sant'Angelo , Via Cintia 4, 80126 Napoli, Italy.
J Agric Food Chem. 2015 Feb 4;63(4):1196-1199. doi: 10.1021/jf5054595. Epub 2015 Jan 27.
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 μg/disc) and Candida tropicalis (MIC 25 μg/disc). Alternethanoxins A and B had low activity against these microbes, while alternethanoxin E was inactive.
从用于多年生苦苣菜（Sonchus arvensis L.）生物防治的真菌病原体——苦苣菜链格孢的固体培养物中，分离出了三种新的多环乙酮，命名为链格乙毒素C - E，同时还分离出了著名的且与之密切相关的链格乙毒素A和B。通过光谱方法（主要是核磁共振和高分辨电喷雾电离质谱）对链格乙毒素C - E进行了表征，它们分别是2'-二羟甲基-2,5,6,6'-四羟基-3'-甲氧基-联苯-3-羧酸甲酯、1,4,6,9,10-五羟基-7-甲氧基-6H-苯并[c]色烯-2-羧酸甲酯和7,9-二羟基-2-甲氧基-9H-4,8-二氧杂-环戊并[def]菲-5-羧酸甲酯。在杂草（苦苣菜和偃麦草）的叶片切段上进行测定时，链格乙毒素A和C表现出植物毒性活性，可诱导明显的坏死斑。当针对枯草芽孢杆菌（最低抑菌浓度为10 μg/圆片）和热带假丝酵母（最低抑菌浓度为25 μg/圆片）进行测试时，链格乙毒素C和D具有显著的抗菌活性。链格乙毒素A和B对这些微生物的活性较低，而链格乙毒素E无活性。
