Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134

Mar Drugs. 2019 Aug 29;17(9):509. doi: 10.3390/md17090509.

Abstract

Penicillum citreonigrum XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (1), 2-hydroxyl-3-pyrenocine-thio propanoic acid (2), ozazino-cyclo-(2,3-dihydroxyl-trp-tyr) (3), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihydroxypentan-2-one (4), and 2,3,4-trihydroxybutyl cinnamate (5), together with 19 known compounds (6-24), were isolated from an ethyl acetate (EtOAc) extract of its fermentation. The structures of the new compounds were comprehensively characterized by high-resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). All isolates were evaluated for their cytotoxic activities. The heteroatom-containing new compounds 2 and 4 showed potent cytotoxicity to the human hepatoma tumor cell Bel7402 with IC50 values of 7.63 ± 1.46, 13.14 ± 1.41 μM and the human fibrosarcoma tumor cell HT1080 with IC50 values of 10.22 ± 1.32, 16.53 ± 1.67 μM, respectively.

Keywords: MCCC 3A00956; Penicillum citreonigrum XT20-134; cytotoxic activity; deep-sea fungus.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Aquatic Organisms / chemistry*
  • Cell Line, Tumor
  • Cytotoxins / chemistry*
  • Cytotoxins / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy / methods
  • Penicillium / chemistry*
  • Spectrometry, Mass, Electrospray Ionization / methods

Substances

  • Antineoplastic Agents
  • Cytotoxins