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.

Fraxitoxin, a New Isochromanone Isolated from Diplodia fraxini / Cimmino, Alessio; Maddau, Lucia; Masi, Marco; Linaldeddu, Benedetto T.; Pescitelli, Gennaro; Evidente, Antonio. - In: CHEMISTRY & BIODIVERSITY. - ISSN 1612-1872. - 14:11(2017), p. e1700325. [10.1002/cbdv.201700325]

Fraxitoxin, a New Isochromanone Isolated from Diplodia fraxini

Maddau, Lucia;
2017-01-01

Abstract

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.
2017
Inglese
14
11
e1700325
http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1612-1880
Esperti anonimi
Ash dieback; Diplodia fraxini; Fraxitoxin; Isochromanones; Phytotoxicity; Ascomycota; Circular Dichroism; Isocoumarins; Magnetic Resonance Spectroscopy; Molecular Conformation; Mycotoxins; Oleaceae; Plant Diseases; Plant Leaves; Spectrometry, Mass, Electrospray Ionization; Stereoisomerism; Bioengineering; Biochemistry; Chemistry (all); Molecular Medicine; Molecular Biology
Internazionale
No
Cimmino, Alessio; Maddau, Lucia; Masi, Marco; Linaldeddu, Benedetto T.; Pescitelli, Gennaro; Evidente, Antonio
Fraxitoxin, a New Isochromanone Isolated from Diplodia fraxini / Cimmino, Alessio; Maddau, Lucia; Masi, Marco; Linaldeddu, Benedetto T.; Pescitelli, Gennaro; Evidente, Antonio. - In: CHEMISTRY & BIODIVERSITY. - ISSN 1612-1872. - 14:11(2017), p. e1700325. [10.1002/cbdv.201700325]
info:eu-repo/semantics/article
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11388/199902
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