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Herbicidal potential of ophiobolins produced by Drechslera gigantea (Articolo in rivista)

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Herbicidal potential of ophiobolins produced by Drechslera gigantea (Articolo in rivista) (literal)

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Evidente A., Andolfi A., Cimmino A., Vurro M., Fracchiolla M., Charudattan R. (2006)
Herbicidal potential of ophiobolins produced by Drechslera gigantea
in Journal of agricultural and food chemistry; ACS, American chemical society, Washington, DC (Stati Uniti d'America)
(literal)

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Evidente A., Andolfi A., Cimmino A., Vurro M., Fracchiolla M., Charudattan R. (literal)

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Dipartimento di Scienze del Suolo della Pianta e dell'Ambiente, Universita` di Napoli Federico II, Via Universita` 100, 80055 Portici, Italy Dipartimento di Scienze delle Produzioni Vegetali, Universita` di Bari, Via Amendola 165/a, 70125 Bari, Italy Plant Pathology Department, University of Florida/IFAS, Gainesville, Florida 32611-0680 (literal)

Titolo

Abstract

Drechslera gigantea, a potential mycoherbicide of grass weeds, was isolated in Florida from naturally infected large crabgrass ( Digitaria sanguinalis); it produces phytotoxic metabolites in liquid culture. The main metabolite was identified by spectroscopic methods and optical properties as ophiobolin A (1), a well-known phytotoxic sesterterpene produced by several phytopathogenic fungi of important crops and already extensively studied for its interesting biological activities. The other three minor metabolites proved to be related to ophiobolin A and were identified using the same techniques as 6- epi-ophiobolin A and 3-anhydro-6- epi-ophiobolin A (2 and 3) and ophiobolin I (4). Assayed on punctured detached leaves of several grass and dicotyledon weeds, ophiobolin A proved to be on average more phytotoxic as compared to the other related compounds. Some structural features appear to be important for the phytoxicity, such as the hydroxy group at C-3, the stereochemistry at C-6, and the aldehyde group at C-7. Furthermore, grass weeds usually proved to be more sensitive to the phytotoxins than dicotyledons, on which ophiobolin A caused the appearance of large necrosis even at the lowest concentration assayed. This is the first report about the production of ophiobolins from D. giganteaand of the proposed use as potential natural herbicides against grass weeds. (literal)

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