On the metabolites produced by Colletotrichum gloeosporioides a fungus proposed for the Ambrosia artemisiifolia biocontrol; spectroscopic data and absolute configuration assignment of colletochlorin A |
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Authors: | Marco Masi Maria Chiara Zonno Alessio Cimmino Pierluigi Reveglia Alexander Berestetskiy Angela Boari |
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Affiliation: | 1. Department of Chemical Sciences, University of Naples Federico II, Complesso Universitario Monte S. Angelo, Napoli, Italy;2. Institute of Sciences of Food Production, National Research Council, Bari, Italy;3. All-Russian Institute of Plant Protection, Federal Agency of Scientific Organizations, Pushkin, Saint-Petersburg, Russia |
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Abstract: | Ambrosia artemisiifolia L. is responsible for serious allergies induced on humans. Different approaches for its control were proposed during the COST Action FA1203 “Sustainable management of Ambrosia artemisiifolia in Europe” (SMARTER). Fungal secondary metabolites often show potential herbicidal activity. Three phytotoxins were purified from the fungal culture filtrates of Colletotrichum gloeosporioides, isolated from infected leaves of A. artemisiifolia. They were identified by spectroscopic and chemical methods as colletochlorin A, orcinol and tyrosol (1, 2 and 3). The absolute configuration 6’R to colletochlorin A was assigned for the first time applying the advanced Mosher’s method. When assayed by leaf-puncture on A. artemisiifolia only 1 caused the appearance of large necrosis. The same symptoms were also induced by 1 on ambrosia plantlets associated with plant wilting. On Lemna minor, colletochlorin A caused a clear fronds browning, with a total reduction in chlorophyll content. |
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Keywords: | Ambrosia artemisiifolia Colletotrichum gloeosporioides biocontrol phytotoxins colletochlorin A, orcinol and tyrosol |
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