IMBIV   05474
INSTITUTO MULTIDISCIPLINARIO DE BIOLOGIA VEGETAL
Unidad Ejecutora - UE
artículos
Título:
Antifumonisin activity of natural phenolic compounds. A structure–property–activity relationship study
Autor/es:
DAMBOLENA JS; ZYGADLO JA; RUBINSTEIN HR
Revista:
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY
Editorial:
ELSEVIER SCIENCE BV
Referencias:
Lugar: Amsterdam ; Año: 2010
ISSN:
0168-1605
Resumen:
Fumonisin B1 (FB1) is a Fusarium mycotoxin that has received considerable attention related to food safety concerns from regulatory agencies, since it shows immunotoxic, neurotoxic, hepatotoxic, nephrotoxic and carcinogenic properties in animals. Although several publications have reported that some natural phenolic compounds can cause reduction in mycotoxin production, little is known about the molecular properties related to their antitoxigenic activities. The objective of this work was to evaluate which of these molecular properties are important in antifumonisin activity, with this being the first structure-activity relationship study concerning the antimicotoxigenic activity of natural phenolic compounds. The results of the experimental determination of the FB1 inhibition capacity for ten natural phenolic compounds revealed thymol, carvacrol, and isoeugenol followed by eugenol to be the most active antifumonisin compounds. Lipophilicity, molar refractivity and saturated area were demonstrated to be the molecular properties or descriptors which best explained the antifumonisin activity of these phenolic compounds. A mathematical expression, obtained by QSAR analysis, was able to predict the antifumonisin activity of other structurally related molecules. These findings could provide an important contribution in the search for new compounds with antifumonisin activity.