Evidente Antonio, Cimmino Alessio, Berestetskiy Alexander, Mitina Galina, Andolfi Anna, Motta Andrea
Dipartmento di Sciencze del Suolo, della Pianta, dell'Ambiente e delle Produzioni Animali, Università di Napoli Federico II, Porici, Italy.
J Nat Prod. 2008 Jan;71(1):31-4. doi: 10.1021/np0703038. Epub 2007 Dec 19.
Stagonospora cirsii, a fungal pathogen isolated from Cirsium arvense and proposed as a potential mycoherbicide of this perennial noxious weed, produces phytotoxic metabolites in liquid and solid cultures. Recently, the main metabolite, stagonolide (1), with interesting phytotoxic properties, was isolated from a liquid culture and characterized as a new nonenolide. In the present work this same fungus, grown in solid culture, exhibited an increased capacity to produce nonenolides. Five new nonenolides, named stagonolides B-F (2-6), were isolated and characterized using spectroscopic methods. When tested by a leaf disk puncture assay at a concentration of 1 mg/mL, these compounds showed no toxicity to C. arvense and Sonchus arvensis, whereas stagonolide (1) was highly toxic. Stagonolide (1) and stagonolide C (3) were weakly toxic to Colpoda steinii, a protozoan, when tested at 0.05 mg/mL, with the other stagonolides nontoxic. A number of structure-activity relationship observations were made.
蓟柄锈菌是一种从田蓟中分离出的真菌病原体,被提议作为这种多年生有害杂草的一种潜在真菌除草剂,它在液体和固体培养物中产生具有植物毒性的代谢产物。最近,从液体培养物中分离出了主要代谢产物——具有有趣植物毒性特性的蓟柄锈菌素(1),并将其鉴定为一种新的壬烯内酯。在本研究中,这种在固体培养物中生长的真菌表现出更高的产生壬烯内酯的能力。使用光谱方法分离并鉴定了五种新的壬烯内酯,命名为蓟柄锈菌素B - F(2 - 6)。当通过叶盘穿刺试验在浓度为1毫克/毫升下进行测试时,这些化合物对田蓟和苣荬菜没有毒性,而蓟柄锈菌素(1)具有高毒性。当在0.05毫克/毫升下进行测试时,蓟柄锈菌素(1)和蓟柄锈菌素C(3)对原生动物斯坦尼肾形虫有微弱毒性,其他蓟柄锈菌素则无毒。得出了一些构效关系观察结果。