Voici les éléments 1 - 2 sur 2
  • Publication
    Métadonnées seulement
    3-D-Glucopyranosyl-6-methoxy-2-benzoxazolinone (MBOA-N-Glc) is an insect detoxification product of maize 1,4-benzoxazin-3-ones
    (2014) ; ; ;
    Köhler, Angela
    ;
    Wouters, Felipe C.
    ;
    Vassão, Daniel G.
    ;
    Gershenzon, Jonathan
    ;
    Wolfender, Jean-Luc
    ;
    ; ;
    Glauser, Gaetan
    In order to defend themselves against arthropod herbivores, maize plants produce 1,4-benzoxazin-3-ones (BXs), which are stored as weakly active glucosides in the vacuole. Upon tissue disruption, BXs come into contact with ?-glucosidases, resulting in the release of active aglycones and their breakdown products. While some aglycones can be reglucosylated by specialist herbivores, little is known about how they detoxify BX breakdown products. Here we report on the structure of an N-glucoside, 3-?-d-glucopyranosyl-6-methoxy-2-benzoxazolinone (MBOA-N-Glc), purified from Spodoptera frugiperda faeces. In vitro assays showed that MBOA-N-Glc is formed enzymatically in the insect gut using the BX breakdown product 6-methoxy-2-benzoxazolinone (MBOA) as precursor. While Spodoptera littoralis and S. frugiperda caterpillars readily glucosylated MBOA, larvae of the European corn borer Ostrinia nubilalis were hardly able to process the molecule. Accordingly, Spodoptera caterpillar growth was unaffected by the presence of MBOA, while O. nubilalis growth was reduced. We conclude that glucosylation of MBOA is an important detoxification mechanism that helps insects tolerate maize BXs.
  • Publication
    Métadonnées seulement
    The NCCR Plant Survival at the University of Neuchatel - The role of chemistry in an interdisciplinary Swiss research network
    (2003)
    Vogelgsang, Susanne
    ;
    Abou-Mansour, Eliane
    ;
    ;
    Hoballah, Maria Elena
    ;
    ;
    The survival of plants is of fundamental importance to guarantee the biodiversity in natural areas and a sustainable agriculture. The National Centre of Competence in Research 'Plant Survival in Natural and Agricultural Ecosystems' devotes its research efforts to the understanding of mechanisms of plant survival. The mechanisms that plants employ to adapt to their biotic and abiotic environment and to cope with important stress factors are investigated. This is achieved by interdisciplinary interaction of disciplines within the NCCR. The particular role played by natural products and analytical chemistry in seven different projects is summarized.