Buffelgrass ( L.) is an invasive C4 perennial grass species that substantially reduces native plant diversity of the Sonoran Desert through fire promotion and resource competition. Broad-spectrum herbicides are essentially used for its control, but they have a negative environmental and ecological impact. Recently, phytotoxicity on has been discovered for two metabolites produced in vitro by the phytopathogenic fungi and They were identified as (10,11)-(-)--pyriculol and radicinin and resulted in being potential candidates for the development of bioherbicides for buffelgrass biocontrol. They have already shown promising results, but their ecotoxicological profiles and degradability have been poorly investigated. In this study, ecotoxicological tests against representative organisms from aquatic ecosystems ( bacterium, alga, and crustacean) revealed relatively low toxicity for these compounds, supporting further studies for their practical application. The stability of these metabolites in International Organization for Standardization (ISO) 8692:2012 culture medium under different temperatures and light conditions was also evaluated, revealing that 98.90% of radicinin degraded after 3 days in sunlight. Significant degradation percentages (59.51-73.82%) were also obtained at room temperature, 30 °C or under ultraviolet (254 nm) light exposure. On the other hand, (10,11)--pyriculol showed more stability under all the aforementioned conditions (49.26-65.32%). The sunlight treatment was also shown to be most effective for the degradation of this metabolite. These results suggest that radicinin could provide rapid degradability when used in agrochemical formulations, whereas (10,11)--pyriculol stands as a notably more stable compound.
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http://dx.doi.org/10.3390/toxins15060405 | DOI Listing |
Molecules
January 2024
Department of Chemical Sciences, University of Naples Federico II, 80126 Naples, Italy.
In the search for new alternative biocontrol strategies, phytopathogenic fungi could represent a new frontier for weed management. In this respect, as part of our ongoing work aiming at using fungal pathogens as an alternative to common herbicides, the foliar pathogen has been evaluated to control buffelgrass (). In particular, in this work, the isolation and structural elucidation of two new biosynthetically related metabolites, named nigrosphaeritriol (3-(hydroxymethyl)-2-methylpentane-1,4-diol) and nigrosphaerilactol (3-(1-hydroxyethyl)-4-methyltetrahydrofuran-2-ol), from the phytotoxic culture filtrate extract were described, along with the identification of several known metabolites.
View Article and Find Full Text PDFToxins (Basel)
June 2023
Shrub Sciences Laboratory, U.S. Forest Service Rocky Mountain Research Station, 369 North 100 West Suite 8, Cedar City, UT 84721, USA.
Toxins (Basel)
July 2022
Department of Chemical Sciences, University of Naples "Federico II", Complesso Universitario Monte Sant'Angelo, Via Cintia 4, 80126 Napoli, Italy.
Natural compounds have always represented an important source for new drugs. Although fungi represent one such viable source, to date, no fungal metabolite has been marketed as an anticancer drug. Based on our work with phytotoxins as potential chemical scaffolds and our recent findings involving three phytopathogenic fungi, i.
View Article and Find Full Text PDFChirality
October 2020
Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Naples, Italy.
The fungal pathogen Pyricularia grisea has been studied to evaluate its production of phytotoxins for the biocontrol of the buffelgrass (Cenchrus ciliaris L.) weed. A first investigation allowed to isolate several new and known phytotoxic metabolites.
View Article and Find Full Text PDFMolecules
August 2019
Department Molecular and Translational Medicine, University of Brescia, viale Europa 11, 25123 Brescia, Italy.
Radicinin and cochliotoxin ( and ) two phytotoxic pyranpyran-4,5-diones were isolated together with their close metabolites 3--radicinin, radicinol, and its 3-epimer (-), from the culture filtrates of , 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.
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