Journal article
Cyclopiamines C and D: Epoxide Spiroindolinone Alkaloids from Penicillium sp. CML 3020
Department of Biotechnology and Biomedicine, Technical University of Denmark1
Natural Product Discovery, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark2
Universidade Federal de São Paulo3
German Cancer Research Center4
Department of Chemistry, Technical University of Denmark5
Organic Chemistry, Department of Chemistry, Technical University of Denmark6
Fungal Chemodiversity, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark7
Universidade Federal de Viçosa8
Cyclopiamines C (1) and D (2) were isolated from the extract of Penicillium sp. CML 3020, a fungus sourced from an Atlantic Forest soil sample. Their structures and relative configuration were determined by 1D and 2D NMR, HRMS, and UV/vis data analysis. Cyclopiamines C and D belong to a small subset of rare spiroindolinone compounds containing an alkyl nitro group and a 4,5-dihydro-1H-pyrrolo[3,2,1-ij]quinoline-2,6-dione ring system.
NMR and MS/HRMS data confirmed the presence of an epoxide unit (C-17-O-C-18) and a hydroxy group at C-5, not observed for their known congeners. Cytotoxic and antimicrobial activities were evaluated.
Language: | English |
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Publisher: | American Chemical Society and American Society of Pharmacognosy |
Year: | 2018 |
Pages: | 785-790 |
ISSN: | 15206025 and 01633864 |
Types: | Journal article |
DOI: | 10.1021/acs.jnatprod.7b00825 |
ORCIDs: | Kildgaard, Sara , Larsen, Thomas O. , Gotfredsen, Charlotte H. , Frisvad, Jens Christian and Nielsen, Kristian Fog |