INVESTIGADORES
MERILES Jose Manuel
artículos
Título:
Inhibitory effect of 10 natural phenolic compounds on Fusarium verticilliodes. A structure-property-activity relationship study.
Autor/es:
DAMBOLENA J.S.; LÓPEZ A.G.; MERILES J.M.; RUBINSTEIN H.R.; ZYGADLO J.A.
Revista:
FOOD CONTROL
Editorial:
ELSEVIER SCI LTD
Referencias:
Lugar: Holanda; Año: 2012 vol. 28 p. 163 - 170
ISSN:
0956-7135
Resumen:
Fusarium is a ubiquitous hyalohyphomycete fungus usually isolated from food, which is widespread in
different environments (plant, grain, soil) and present at all latitudes. This genus has been widely studied
due to its ability to infect, cause tissue destruction and produce mycotoxins on important crops such as
corn, wheat and other small grains. Over recent years, much effort has been directed at the search for
new antifungal materials from natural sources, and many antimicrobial compounds coming from plants
have been identified. Although the essential oils and their components have been recommended as
fumigants for preservation of food commodities, little is known about the molecular properties related to
the antifungal activity. In the present study, we performed a QSAR study for the inhibition of Fusarium
verticillioides growth by ten natural phenolic compounds, which could serve as a guide for the rational
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
verticillioides growth by ten natural phenolic compounds, which could serve as a guide for the rational
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
fumigants for preservation of food commodities, little is known about the molecular properties related to
the antifungal activity. In the present study, we performed a QSAR study for the inhibition of Fusarium
verticillioides growth by ten natural phenolic compounds, which could serve as a guide for the rational
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
verticillioides growth by ten natural phenolic compounds, which could serve as a guide for the rational
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
design of further inhibitors. The results of the experimental determinations demonstrated that in terms
of the antifungal activity of natural phenolic compounds on F. verticillioides, the following order was
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
found: carvacrol > thymol > isoeugenol > eugenol > vanillin > creosol > m-cresol > o-cresol, p-cresol,
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth
and guaiacol. Mathematical models based on molecular properties, Lipophilicity, Molar refractivity and
Saturated area were found to be the descriptors that best explained the antifungal activity of these
compounds. These models could be used in future to predict the activity of new compounds and to guide
the search for the synthesis of phenolic compounds with the capacity to alter F. verticillioides growth