Fraxitoxin, a New Isochromanone Isolated from Diplodia fraxini

被引:16
作者
Cimmino, Alessio [1 ]
Maddau, Lucia [2 ]
Masi, Marco [1 ]
Linaldeddu, Benedetto T. [3 ]
Pescitelli, Gennaro [4 ]
Evidente, Antonio [1 ]
机构
[1] Univ Napoli Federico II, Dipartimento Sci Chim, Complesso Univ Monte St Angelo,Via Cintia 4, I-80126 Naples, Italy
[2] Univ Sassari, Dipartimento Agr, Sez Patol Vegetale & Entomol, Viale Italia 39, I-07100 Sassari, Italy
[3] Univ Padua, Dipartimento Terr & Sistemi Agroforestali, Viale Univ 16, I-35020 Padua, Italy
[4] Univ Pisa, Dipartimento Chim & Chim Ind, Via Moruzzi 13, I-56124 Pisa, Italy
关键词
Ash dieback; Diplodia fraxini; Phytotoxicity; Isochromanones; Fraxitoxin; ABSOLUTE-CONFIGURATIONS; PHYTOTOXIC METABOLITES; NEOFUSICOCCUM-PARVUM; FUNGAL PATHOGEN; SP NOV; DIEBACK;
D O I
10.1002/cbdv.201700325
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new isochromanone, named fraxitoxin, was isolated together with (-)-mellein and tyrosol from liquid cultures of Diplodia fraxini, a pathogen involved in the etiology of canker and dieback disease of Fraxinus spp. in Europe. It was characterized as 5-methoxy-3-methylisochroman-1-one using spectroscopic methods (essentially NMR and HR-EI-MS). Its absolute configuration (R) at C(3) was assigned by electronic circular dichroism (ECD) measurements and calculations. Phytotoxic activity of the compound was evaluated on ash, cork and holm oak leaves at concentration of 1 mg/ml by the leaf-puncture assay. Interestingly, fraxitoxin caused necrotic lesions only on ash leaves.
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页数:6
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