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

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2018
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Kildgaard, Sara
Medeiros, Livia S. de [UNIFESP]
Phillips, Emma
Gotfredsen, Charlotte H.
Frisvad, Jens C.
Nielsen, Kristian F.
Abreu, Lucas M.
Larsen, Thomas O.
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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.
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Journal Of Natural Products. Washington, v. 81, n. 4, p. 785-790, 2018.
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