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Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079.
Harwoko, Harwoko; Lee, Jungho; Hartmann, Rudolf; Mándi, Attila; Kurtán, Tibor; Müller, Werner E G; Feldbrügge, Michael; Kalscheuer, Rainer; Ancheeva, Elena; Daletos, Georgios; Frank, Marian; Liu, Zhen; Proksch, Peter.
Afiliación
  • Harwoko H; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany; Department of Pharmacy, Faculty of Health Sciences, Universitas Jenderal Soedirman, Jalan dr. Soeparno, Karangwangkal, 53123 Purwokerto, Indonesia.
  • Lee J; Institute for Microbiology, Cluster of Excellence on Plant Sciences (CEPLAS), Heinrich Heine University, 40204 Duesseldorf, Germany; Bioeconomy Science Center (BioSC), c/o Forschungszentrum Jülich, 52425 Juelich, Germany.
  • Hartmann R; Institute of Complex Systems: Strukturbiochemie (ICS-6), Forschungszentrum Jülich, Wilhelm-Johnen-Strasse, 52428 Juelich, Germany.
  • Mándi A; Department of Organic Chemistry, University of Debrecen, PO Box 400, 4002 Debrecen, Hungary.
  • Kurtán T; Department of Organic Chemistry, University of Debrecen, PO Box 400, 4002 Debrecen, Hungary.
  • Müller WEG; Institute of Physiological Chemistry, University Medical Center, Johannes Gutenberg University Mainz, 55128 Mainz, Germany.
  • Feldbrügge M; Institute for Microbiology, Cluster of Excellence on Plant Sciences (CEPLAS), Heinrich Heine University, 40204 Duesseldorf, Germany; Bioeconomy Science Center (BioSC), c/o Forschungszentrum Jülich, 52425 Juelich, Germany.
  • Kalscheuer R; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany.
  • Ancheeva E; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany.
  • Daletos G; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany.
  • Frank M; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany.
  • Liu Z; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany. Electronic address: zhenfeizi0@sina.com.
  • Proksch P; Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yicha
Fitoterapia ; 146: 104698, 2020 Oct.
Article en En | MEDLINE | ID: mdl-32745508
ABSTRACT
Three new flavipin-derived alkaloids, azacoccones F-H (1-3), along with six known compounds (4-9) were isolated from the endophytic fungus Epicoccum nigrum MK214079 associated with leaves of Salix sp. The structures of the new compounds were established by analysis of their 1D/2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy (HRESIMS) data. The absolute configuration of azacoccones F-H (1-3) was determined by comparison of experimental electronic circular dichroism (ECD) data with reported ones and biogenetic considerations. Epicocconigrone A (4), epipyrone A (5), and epicoccolide B (6) exhibited moderate antibacterial activity against Staphylococcus aureus ATCC 29213 with minimal inhibitory concentration (MIC) values ranging from 25 to 50 µM. Furthermore, epipyrone A (5) and epicoccamide A (7) displayed mild antifungal activity against Ustilago maydis AB33 with MIC values of 1.6 and 1.8 mM, respectively. Epicorazine A (8) showed pronounced cytotoxicity against the L5178Y mouse lymphoma cell line with an IC50 value of 1.3 µM.
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Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Ascomicetos / Productos Biológicos / O-Ftalaldehído / Alcaloides Límite: Animals País/Región como asunto: Asia / Europa Idioma: En Revista: Fitoterapia Año: 2020 Tipo del documento: Article País de afiliación: Indonesia
Texto completo
Imprimir
XML
PubMed Links
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Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Ascomicetos / Productos Biológicos / O-Ftalaldehído / Alcaloides Límite: Animals País/Región como asunto: Asia / Europa Idioma: En Revista: Fitoterapia Año: 2020 Tipo del documento: Article País de afiliación: Indonesia