Síntesis y estudio de propiedades antifúngicas de diversas 5-nitrosopirimidinas
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2017-10-31
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Jaén: Universidad de Jaén
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[ES]Hongos fitopatógenos tales como Rhízopus sp., Fusaríum oxysporum y Vertícíllíum dahlíae ocasionan grandes pérdidas económicas en el sector agroalimentario. Para evitar estas pérdidas se utilizan agroquímicos que pueden llegar a ser tóxicos para el hombre y el medio ambiente. Por tanto, la búsqueda de fungicidas no tóxicos es de gran interés en el control de las enfermedades de las plantas.
En el presente trabajo, se han sintetizado dos series de 5-nitrosopirimidinas isómeras, a partir de pirimidinas comerciales. La reacción de síntesis radicó en la sustitución de un hidrogeno por un grupo nitroso en la posición 5 del anillo de pirimidina y posterior sustitución de un grupo metoxilo unido al carbono 6 del anillo de pirimidina por diferentes alquilaminas.
El estudio de la actividad antifúngica frente a Rhízopus sp., F. oxysporum y V. dahlíae, reveló que las nitrosopirimidinas que tenían grupos pequeños y flexibles produjeron mayor inhibición del crecimiento, siendo V. dahliae el hongo más sensible.
[EN]Phytopathogen fungus such as Rhízopus sp., Fusaríum oxyporum and Vertícíllíum dahlíae represent a big economic loss for agro-alimentary industries. To avoid this loss, agrochemicals that can be toxic for humans and the environment are used. Thus, the search for non-toxic fungicides is immensely important to control plant diseases. In this research, two isomeric series of 5-nitrosopyrimidines have been synthesized, starting from commercial pyrimidines. The reaction of synthesis was based on the substitution of an atom of hydrogen joined to carbon 5 of the pyrimidine ring by a nitroso group and the subsequent substitution of the methoxy group joined to carbon 6 of the pyrimidine ring by different alkyl amines. The study of the antifungal activity, as opposed to Rhizopus sp., F. oxysporum and V. dahliae revealed that nitrosopyrimidines with small and flexible groups produced a greater inhibition of the growth, being V. dahliae the most sensitive fungus.
[EN]Phytopathogen fungus such as Rhízopus sp., Fusaríum oxyporum and Vertícíllíum dahlíae represent a big economic loss for agro-alimentary industries. To avoid this loss, agrochemicals that can be toxic for humans and the environment are used. Thus, the search for non-toxic fungicides is immensely important to control plant diseases. In this research, two isomeric series of 5-nitrosopyrimidines have been synthesized, starting from commercial pyrimidines. The reaction of synthesis was based on the substitution of an atom of hydrogen joined to carbon 5 of the pyrimidine ring by a nitroso group and the subsequent substitution of the methoxy group joined to carbon 6 of the pyrimidine ring by different alkyl amines. The study of the antifungal activity, as opposed to Rhizopus sp., F. oxysporum and V. dahliae revealed that nitrosopyrimidines with small and flexible groups produced a greater inhibition of the growth, being V. dahliae the most sensitive fungus.