Articles producció científica> Ciències Mèdiques Bàsiques

Structure elucidation and absolute configuration of metabolites from the soil-derived fungus Dictyosporium digitatum using spectroscopic and computational methods

  • Datos identificativos

    Identificador: imarina:6112197
    Autores:
    Tran TWilson BHenrich CWendt KKing JCichewicz RStchigel AMiller AO'Keefe BGustafson K
    Resumen:
    © 2020 Following the discovery of a new class of compounds that inhibit the mucosa-associated lymphoid tissue lymphoma translocation 1 (MALT1) protease in a prior study, further chemical investigation of the Dictyosporium digitatum fungus resulted in the identification of 16 additional metabolites, including 12 undescribed compounds (1–12). The constitution and relative configuration of these new molecules were established by comprehensive NMR and HRMS analyses. Their absolute configurations were determined by employing Mosher's ester analysis and TDDFT ECD calculations. Two sesquiterpenes, dictyosporins A (1) and B (2), possess an undescribed eudesmen-type of structural scaffold. The ability of the isolated compounds to inhibit MALT1 proteolytic activity was evaluated, but none of them exhibited significant inhibition.
  • Otros:

    Autor según el artículo: Tran T; Wilson B; Henrich C; Wendt K; King J; Cichewicz R; Stchigel A; Miller A; O'Keefe B; Gustafson K
    Departamento: Ciències Mèdiques Bàsiques
    Autor/es de la URV: Stchigel Glikman, Alberto Miguel
    Palabras clave: Structure elucidation Mosher's ester analysis Dictyosporium digitatum Dictyosporin Dictyosporiaceae Dft calculations
    Resumen: © 2020 Following the discovery of a new class of compounds that inhibit the mucosa-associated lymphoid tissue lymphoma translocation 1 (MALT1) protease in a prior study, further chemical investigation of the Dictyosporium digitatum fungus resulted in the identification of 16 additional metabolites, including 12 undescribed compounds (1–12). The constitution and relative configuration of these new molecules were established by comprehensive NMR and HRMS analyses. Their absolute configurations were determined by employing Mosher's ester analysis and TDDFT ECD calculations. Two sesquiterpenes, dictyosporins A (1) and B (2), possess an undescribed eudesmen-type of structural scaffold. The ability of the isolated compounds to inhibit MALT1 proteolytic activity was evaluated, but none of them exhibited significant inhibition.
    Áreas temáticas: Química Plant sciences Plant science Odontología Molecular biology Medicine (miscellaneous) Medicina veterinaria Medicina ii Medicina i Interdisciplinar Horticulture General medicine Farmacia Engenharias ii Engenharias i Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Ciência de alimentos Biotecnología Biodiversidade Biochemistry & molecular biology Biochemistry Astronomia / física
    Direcció de correo del autor: albertomiguel.stchigel@urv.cat
    Identificador del autor: 0000-0003-3987-7996
    Fecha de alta del registro: 2023-02-19
    Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
    Enlace a la fuente original: https://www.sciencedirect.com/science/article/abs/pii/S0031942219307824?via%3Dihub
    Referencia al articulo segun fuente origial: Phytochemistry. 173 (112278):
    Referencia de l'ítem segons les normes APA: Tran T; Wilson B; Henrich C; Wendt K; King J; Cichewicz R; Stchigel A; Miller A; O'Keefe B; Gustafson K (2020). Structure elucidation and absolute configuration of metabolites from the soil-derived fungus Dictyosporium digitatum using spectroscopic and computational methods. Phytochemistry, 173(112278), -. DOI: 10.1016/j.phytochem.2020.112278
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    DOI del artículo: 10.1016/j.phytochem.2020.112278
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2020
    Tipo de publicación: Journal Publications
  • Palabras clave:

    Biochemistry,Biochemistry & Molecular Biology,Horticulture,Medicine (Miscellaneous),Molecular Biology,Plant Science,Plant Sciences
    Structure elucidation
    Mosher's ester analysis
    Dictyosporium digitatum
    Dictyosporin
    Dictyosporiaceae
    Dft calculations
    Química
    Plant sciences
    Plant science
    Odontología
    Molecular biology
    Medicine (miscellaneous)
    Medicina veterinaria
    Medicina ii
    Medicina i
    Interdisciplinar
    Horticulture
    General medicine
    Farmacia
    Engenharias ii
    Engenharias i
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Ciência de alimentos
    Biotecnología
    Biodiversidade
    Biochemistry & molecular biology
    Biochemistry
    Astronomia / física
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