Cyclopiamines C and D: Epoxide Spiroindolinone Alkaloids from Penicillium sp. CML 3020

Sara Kildgaard, Lívia S de Medeiros, Emma Phillips, Charlotte H. Gotfredsen, Jens Christian Frisvad, Kristian Fog Nielsen, Lucas M. Abreu, Thomas O. Larsen*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review


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.
Original languageEnglish
JournalJournal of Natural Products
Issue number4
Pages (from-to)785-790
Number of pages6
Publication statusPublished - 2018

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