Moya Sanz, Mª del Pilar

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ORCID
0000-0001-9631-3084
Página personal
https://www.upv.es/ficha-personal/mmoyasa
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https://panorama.upv.es/es/ipublic/researcher/337378
Nombre
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1999 - 20002
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Autor: 1057 × Mat: Fungicide ×

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Mostrando 1 - 2 de 2
  • Miniatura
    Publicación
    Synthesis and biological evaluation of new analogs of the active fungal metabolites N-(2-methyl-3-oxodecanoyl)-2-pyrroline and N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline (II)
    (ACS, 2000) Cantin Sanz, Angel; Moya Sanz, Mª del Pilar; Miranda Alonso, Miguel Ángel; Primo Millo, Jaime; Primo Yufera, Eduardo; Instituto Universitario Mixto de Tecnología Química; Instituto Agroforestal Mediterráneo; Departamento de Química; Centro de Ecología Química Agrícola; Escuela Técnica Superior de Ingeniería Industrial
    [EN] New analogues of the bioactive enamides isolated from P. brevicompactum (2 and 3) have been synthesized to improve the biological activities. Two different structural modifications have been introduced: substitution of the aliphatic side chain present in the natural products (1-4) by other groups frequently found in other active compounds and use of other nitrogen-containing five-membered rings with different degrees of oxidation. In this way, the insecticidal and fungicidal activities have been improved. Thus, compound 9, which posseses a 3-pyrroline ring, exhibited important insecticidal activity against third-instar nymphs of Oncopeltus fasciatus Dallas (100% mortality at 7.5 mu g/cm(2)). Remarkable fungicidal activity was also found, and preliminary structure-activity relationships could be established.
  • Miniatura
    Publicación
    Isolation and synthesis of N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline and 2-(hept-5-enyl)-3-methyl-4-oxo-6,7,8,8a-tetrahydro-4H-pyrrolo(2,1-b)-3-oxazine, two new fungal metabolites with in vivo antijuvenile hormone and insecticidal activity
    (John Wiley & Sons, 1999) Cantin Sanz, Angel; Moya Sanz, Mª del Pilar; Castillo López, María Ángeles; Primo Millo, Jaime; Miranda Alonso, Miguel Ángel; Primo Yufera, Eduardo; Instituto Universitario Mixto de Tecnología Química; Departamento de Biotecnología; Instituto Agroforestal Mediterráneo; Departamento de Química; Centro de Ecología Química Agrícola; Escuela Técnica Superior de Ingeniería Industrial; Centro Avanzado de Microbiología Aplicada; Escuela Técnica Superior de Ingeniería Agronómica y del Medio Natural
    [EN] Two new natural products, N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline (2) and 2-(hept-5-enyl)-3-methyl-4-oxo-6,7,8,8a-tetrahydro-4H-pyrrolo[2,1-b]-1,3-oxazine (3), have been isolated from Penicillium brevicompactum Dierckx. Compound 2 has shown an important in vivo anti-juvenile-hormone (anti-JH) activity while compound 3 has exhibited insecticidal activity against Oncopeltus fasciatus Dallas. Both products have been synthesized starting from 1,4-hexadiene, by means of a sequence of reactions which includes the preparation of 6-octenoic acid and its transformation into the corresponding acid chloride, in order to acylate Meldrum's acid. Subsequent aminolysis with pyrrolidine, followed by methylation at the activated position of the ß-oxo amide with iodomethane, introduction of a methoxy group at the pyrrolidine ring by anodic oxidation and final elimination of methanol on SiO2 led to 2 and 3. The fact that both metabolites can be prepared by the same sequence indicates that they must be biogenetically related. Based on structural similarities, compounds 2 and 3 are also closely related to the recently discovered brevioxime