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

  • Dades identificatives

    Identificador: imarina:6112197
    Autors:
    Tran TWilson BHenrich CWendt KKing JCichewicz RStchigel AMiller AO'Keefe BGustafson K
    Resum:
    © 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.
  • Altres:

    Autor segons l'article: Tran T; Wilson B; Henrich C; Wendt K; King J; Cichewicz R; Stchigel A; Miller A; O'Keefe B; Gustafson K
    Departament: Ciències Mèdiques Bàsiques
    Autor/s de la URV: Stchigel Glikman, Alberto Miguel
    Paraules clau: Structure elucidation Mosher's ester analysis Dictyosporium digitatum Dictyosporin Dictyosporiaceae Dft calculations
    Resum: © 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.
    Àrees temàtiques: 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
    Adreça de correu electrònic de l'autor: albertomiguel.stchigel@urv.cat
    Identificador de l'autor: 0000-0003-3987-7996
    Data d'alta del registre: 2023-02-19
    Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
    Enllaç font original: https://www.sciencedirect.com/science/article/abs/pii/S0031942219307824?via%3Dihub
    Referència a l'article segons font original: Phytochemistry. 173 (112278):
    Referència 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 Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    DOI de l'article: 10.1016/j.phytochem.2020.112278
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2020
    Tipus de publicació: Journal Publications
  • Paraules clau:

    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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