Articles producció científica> Ciències Mèdiques Bàsiques

Seven new cytotoxic and antimicrobial xanthoquinodins from jugulospora vestita

  • Datos identificativos

    Identificador: imarina:8787055
    Autores:
    Shao LMarin-Felix YSurup FStchigel AMStadler M
    Resumen:
    © 2020 by the authors. Licensee MDPI, Basel, Switzerland. During the course of a screening for novel biologically active secondary metabolites produced by the Sordariomycetes (Ascomycota, Fungi), the ex-type strain of Jugulospora vestita was found to produce seven novel xanthone-anthraquinone heterodimers, xanthoquinodin A11 (1) and xanthoquinodins B10–15 (2–7), together with the already known compound xanthoquinodin B4 (8). The structures of the xanthoquinodins were determined by analysis of the nuclear magnetic resonance (NMR) spectroscopic and mass spectrometric data. Moreover, the absolute configurations of these metabolites were established by analysis of the1H−1H coupling constants, nuclear Overhauser effect spectroscopy (NOESY) correlations, and Electronic Circular Dichroism (ECD) spectroscopic data. Antifungal and antibacterial activities as well as cytotoxicity of all compounds were tested. Xanthoquinodin B11 showed fungicidal activities against Mucor hiemalis [minimum inhibitory concentration (MIC) 2.1 µg/mL], Rhodotorula glutinis (MIC 2.1 µg/mL), and Pichia anomala (MIC 8.3 µg/mL). All the compounds 1–8 displayed anti-Gram-positive bacteria activity (MIC 0.2–8.3 µg/mL). In addition, all these eight compounds showed cytotoxicity against KB 3.1, L929, A549, SK-OV-3, PC-3, A431, and MCF-7 mammalian cell lines. The six novel compounds (1–3, 5–7), together with xanthoquinodin B4, were also found in the screening of other strains belonging to Jugulospora rotula, revealing the potential chemotaxonomic significance of the compound class for the genus.
  • Otros:

    Autor según el artículo: Shao L; Marin-Felix Y; Surup F; Stchigel AM; Stadler M
    Departamento: Ciències Mèdiques Bàsiques
    Autor/es de la URV: MARÍN FÉLIX, YASMINA / Stchigel Glikman, Alberto Miguel
    Palabras clave: Xanthoquinodins Sordariales Secondary metabolites Cytotoxicity Antimicrobial activity
    Resumen: © 2020 by the authors. Licensee MDPI, Basel, Switzerland. During the course of a screening for novel biologically active secondary metabolites produced by the Sordariomycetes (Ascomycota, Fungi), the ex-type strain of Jugulospora vestita was found to produce seven novel xanthone-anthraquinone heterodimers, xanthoquinodin A11 (1) and xanthoquinodins B10–15 (2–7), together with the already known compound xanthoquinodin B4 (8). The structures of the xanthoquinodins were determined by analysis of the nuclear magnetic resonance (NMR) spectroscopic and mass spectrometric data. Moreover, the absolute configurations of these metabolites were established by analysis of the1H−1H coupling constants, nuclear Overhauser effect spectroscopy (NOESY) correlations, and Electronic Circular Dichroism (ECD) spectroscopic data. Antifungal and antibacterial activities as well as cytotoxicity of all compounds were tested. Xanthoquinodin B11 showed fungicidal activities against Mucor hiemalis [minimum inhibitory concentration (MIC) 2.1 µg/mL], Rhodotorula glutinis (MIC 2.1 µg/mL), and Pichia anomala (MIC 8.3 µg/mL). All the compounds 1–8 displayed anti-Gram-positive bacteria activity (MIC 0.2–8.3 µg/mL). In addition, all these eight compounds showed cytotoxicity against KB 3.1, L929, A549, SK-OV-3, PC-3, A431, and MCF-7 mammalian cell lines. The six novel compounds (1–3, 5–7), together with xanthoquinodin B4, were also found in the screening of other strains belonging to Jugulospora rotula, revealing the potential chemotaxonomic significance of the compound class for the genus.
    Áreas temáticas: Plant science Mycology Microbiology (medical) Microbiology Farmacia Ecology, evolution, behavior and systematics Ciências biológicas iii Ciências biológicas ii
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    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/publishedVersion
    Enlace a la fuente original: https://www.mdpi.com/2309-608X/6/4/188
    Referencia al articulo segun fuente origial: J Fungi (Basel). 6 (4): 1-17
    Referencia de l'ítem segons les normes APA: Shao L; Marin-Felix Y; Surup F; Stchigel AM; Stadler M (2020). Seven new cytotoxic and antimicrobial xanthoquinodins from jugulospora vestita. J Fungi (Basel), 6(4), 1-17. DOI: 10.3390/jof6040188
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    DOI del artículo: 10.3390/jof6040188
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2020
    Tipo de publicación: Journal Publications
  • Palabras clave:

    Ecology, Evolution, Behavior and Systematics,Microbiology,Microbiology (Medical),Mycology,Plant Science
    Xanthoquinodins
    Sordariales
    Secondary metabolites
    Cytotoxicity
    Antimicrobial activity
    Plant science
    Mycology
    Microbiology (medical)
    Microbiology
    Farmacia
    Ecology, evolution, behavior and systematics
    Ciências biológicas iii
    Ciências biológicas ii
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