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Epicolactone – Natural Product Isolated from the Sugarcane Endophytic Fungus Epicoccum nigrum
Author(s) -
da Silva Araújo Francisca Diana,
de Lima Fávaro Léia Cecilia,
Araújo Welington Luiz,
de Oliveira Fábio Lazzarotto,
Aparicio Ricardo,
Marsaioli Anita Jocelyne
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200757
Subject(s) - natural product , plant use of endophytic fungi in defense , chemistry , botany , fractionation , secondary metabolite , stereochemistry , biology , organic chemistry , biochemistry , gene
The endophytic fungus Epicoccum nigrum was isolated from sugarcane and the bioguided fractionation of the ethyl acetate extract led to the isolation of epicolactone, mellein, and 4,5‐dimethylresorcinol. Characterization of epicolactone by MS, NMR and X‐ray crystallography revealed a new natural product with an unusual carbon skeleton. The production of this secondary metabolite decreased in mutants of Epicoccum nigrum transformed by Agrobacterium tumefaciens . Additionally, these mutants produced 4‐hydroxymellein.