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Masi, M.; Sautua, F. J.; Zatout, R., Castaldi, S.; Arrico, L.; Isticato, R.; Pescitelli, G.; & Evidente, A. (2021)"Phaseocyclopentenones A and B, Phytotoxic Penta - and Tetrasubstituted Cyclopentenones produced by Macrophomina phaseolina, the causal agent of Charcoal rot of Soybean in Argentina". Journal of Natural Products,84, (2),p.459-465

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Título en inglés:
Phaseocyclopentenones A and B, Phytotoxic Penta - and Tetrasubstituted Cyclopentenones produced by Macrophomina phaseolina, the causal agent of Charcoal rot of Soybean in Argentina
Autor/es:
Masi, Marco; Sautua, Francisco José; Zatout, Roukia; Castaldi, Stefany; Arrico, Lorenzo; Isticato, Rachele; Pescitelli, Gennaro; Carmona, Marcelo Aníbal; Evidente, Antonio
Filiación:
Masi, Marco. Università di Napoli Federico II. Complesso Universitario Monte S. Angelo. Dipartimento di Scienze Chimiche. Napoli, Italy.
Sautua, Francisco José. Universidad de Buenos Aires. Facultad de Agronomía. Departamento de Producción Vegetal. Cátedra de Fitopatología. Buenos Aires, Argentina.
Zatout, Roukia. Università di Napoli Federico II. Complesso Universitario Monte S. Angelo. Dipartimento di Scienze Chimiche. Napoli, Italy.
Zatout, Roukia. Université des Frères Mentouri. Département de Biologie Appliquée. Laboratoire de Mycologie, de Biotechnologie et de l’Activité Microbienne (LaMyBAM). Constantine, Algeria.
Castaldi, Stefany. Università di Napoli Federico II. Complesso Universitario Monte S. Angelo. Dipartimento di Biologia, Napoli, Italy.
Arrico, Lorenzo. Università di Pisa. Dipartimento di Chimica e Chimica Industriale. Pisa, Italy.
Isticato, Rachele. Università di Napoli Federico II. Dipartimento di Biologia. Complesso Universitario Monte S. Angelo, Napoli, Italy.
Pescitelli, Gennaro. Università di Pisa. Dipartimento di Chimica e Chimica Industriale. Pisa, Italy.
Carmona, Marcelo Aníbal. Universidad de Buenos Aires. Facultad de Agronomía. Departamento de Producción Vegetal. Cátedra de Fitopatología. Buenos Aires, Argentina.
Evidente, Antonio. Università di Napoli Federico II. Complesso Universitario Monte S. Angelo. Dipartimento di Scienze Chimiche. Napoli, Italy.
Año:
2021
Título revista:
Journal of Natural Products
ISSN:
0163-3864 (impreso); 1520-6025 (en línea)
Volumen:
84
Número:
2
Páginas:
459-465
Temas:
ASSYS; METABOLISM; PHENYLS; PLANT DERIVED FOOD; PLANTS
Idioma:
Inglés

Resumen:

Two new penta- and tetrasubstituted cyclopentenones, named phaseocyclopentenones A and B (1 and 2), together with guignardone A (3), were isolated from Macrophomina phaseolina cultures. The phytopathogenic fungus was isolated from infected soybean tissues showing charcoal rot symptoms in Argentina. Charcoal rot is a devastating disease considering that soybean is one of the main legumes cultivated in the world. Phaseocyclopentenones A and B were characterized by 1D and 2D 1 H and 13C NMR spectroscopic and HRESIMS spectrometric data and chemical methods as 4-benzoyl-3,4,5-trihydroxy-2-phenylcyclopent-2- enone and 3,5-dihydroxy-2,4-diphenylcyclopent-2-enone, respectively. The relative configuration of phaseocyclopentenones A and B was assigned by 1 H and NOESY NMR methods, while their absolute configurations were assigned by electronic circular dichroism methods. When assayed on a nonhost plant (Solanum lycopersicum L.) by the leaf puncture assay, Phaseocyclopentenones A and B and guignardone A showed phytotoxic activity, while only 1 and 2 were toxic when tested on cuttings of the same plant. No phytotoxicity or antifungal activity was detected for the three compounds on the host plant soybean (Glycine max L.) and against some of its fungal pathogens, namely, Cercospora nicotianae and Colletotrichum truncatum, also isolated from infected soybean plants in Argentina.

Citación:

---------- APA ----------

Masi, M.; Sautua, F. J.; Zatout, R., Castaldi, S.; Arrico, L.; Isticato, R.; Pescitelli, G.; & Evidente, A. (2021). Phaseocyclopentenones A and B, Phytotoxic Penta - and Tetrasubstituted Cyclopentenones produced by Macrophomina phaseolina, the causal agent of Charcoal rot of Soybean in Argentina. Journal of Natural Products,84, (2),p.459-465
10.1021/acs.jnatprod.0c01287

---------- CHICAGO ----------

Masi, Marco,Sautua, Francisco José,Zatout, Roukia,Castaldi, Stefany,Arrico, Lorenzo,Isticato, Rachele, et al.. 2021. "Phaseocyclopentenones A and B, Phytotoxic Penta - and Tetrasubstituted Cyclopentenones produced by Macrophomina phaseolina, the causal agent of Charcoal rot of Soybean in Argentina". Journal of Natural Products 84, no.2:459-465.
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http://ri.agro.uba.ar/greenstone3/library/collection/arti/document/2021masi