The role of botrydienediol in the biodegradation of the sesquiterpenoid phytotoxin botrydial by Botrytis cinerea |
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Authors: | Mourad Daoubi,Rosario Herná ndez-Galá n,James R. Hanson |
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Affiliation: | a Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, s/n, Apdo. 40, 11510 Puerto Real, Cádiz, Spain b Laboratoire de Chimie des Substances Naturelles et Hétérocycles, Université Cadi Ayyad, Faculté des Sciences Semlalia, B.P: 2390, Marrakech, Maroc c The Department of Chemistry, University of Sussex, Brighton, Sussex BN1 9QJ, UK |
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Abstract: | The biotransformation of botrydienediol (6) labelled with deuterium on carbons C-10 and C-15 has been studied. This has led to modification of some previous assumptions about the biodegradative route of botrydial. The [10-2H,15-2H]-botry-1(9)-4-diendiol (12) was transformed into dehydrobotrydienediol derivatives 13-15 but it was not incorporated into secobotryane skeleton (7). In addition, three new sesquiterpenoids have been isolated, which shed further light on the secondary metabolites of Botrytis cinerea. From the point of view of persistence of these toxins in the food chain, the easy biotransformation and different biodegradative routes of botrydial (1), seem to indicate that the toxin may not persist in the plant for a long time as it will be metabolized by the fungi and the plant. |
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Keywords: | Botrydienol Biodegradation Sesquiterpenoid Phytotoxin Botrydial Botrytis cinerea |
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