Radicinin and cochliotoxin (1 and 2) two phytotoxic pyranpyran-4,5-diones were isolated together with their close metabolites 3-epi-radicinin, radicinol, and its 3-epimer (3-5), from the culture filtrates of Cochliobolus australiensis, a fungus proposed as mycoherbcide for biocontrol of buffelgrass, a very noxious and dangerous weed. The absolute configuration of cochliotoxin was determined by chiroptical Optical Rotatory Dispersion (ORD), Electronic Circular Dichroism (ECD), and Vibrational Circular Dichroism (VCD)) and computational methods. The same methods were used to confirm that of radicinin, radicinol and their 3-epimers, previously determined with chemical, spectroscopic and ECD methods.

Assignment through chiroptical methods of the absolute configuration of fungal dihydropyranpyran-4-5-diones phytotoxins, potential herbicides for buffelgrass (cenchrus ciliaris) biocontrol

Santoro E.;Mazzeo G.;Longhi G.;Abbate S.
2019-01-01

Abstract

Radicinin and cochliotoxin (1 and 2) two phytotoxic pyranpyran-4,5-diones were isolated together with their close metabolites 3-epi-radicinin, radicinol, and its 3-epimer (3-5), from the culture filtrates of Cochliobolus australiensis, a fungus proposed as mycoherbcide for biocontrol of buffelgrass, a very noxious and dangerous weed. The absolute configuration of cochliotoxin was determined by chiroptical Optical Rotatory Dispersion (ORD), Electronic Circular Dichroism (ECD), and Vibrational Circular Dichroism (VCD)) and computational methods. The same methods were used to confirm that of radicinin, radicinol and their 3-epimers, previously determined with chemical, spectroscopic and ECD methods.
2019
2019
Ateneo di appartenenza
PE4_3 Molecular architecture and Structure
PE4_2 Spectroscopic and spectrometric techniques
Esperti anonimi
Inglese
Internazionale
ELETTRONICO
24
17
3022
11
Absolute configuration; Buffelgrass; Cochliobolus australiensis; DFT (Density Functional Theory) calculations; Electronic Circular Dichroism (ECD); Optical Rotatory Dispersion (ORD); Phytotoxins; Vibrational Circular Dichroism (VCD); Cenchrus; Circular Dichroism; Herbicides; Molecular Structure; Optical Rotatory Dispersion; Stereoisomerism
Sogg. privati ital. no profit
https://www.mdpi.com/1420-3049/24/17/3022
no
8
info:eu-repo/semantics/article
262
Santoro, E.; Mazzeo, G.; Marsico, G.; Masi, M.; Longhi, G.; Superchi, S.; Evidente, A.; Abbate, S.
1 Contributo su Rivista::1.1 Articolo in rivista
none
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11379/528285
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? 8
  • Scopus 14
  • ???jsp.display-item.citation.isi??? 14
social impact