Four new antitumor metabolites isolated from a mutant 3-f-31 strain derived from Penicillium purpurogenum G59

Eur J Med Chem. 2018 Oct 5:158:548-558. doi: 10.1016/j.ejmech.2018.09.015. Epub 2018 Sep 8.

Abstract

Penicimutanolones A (1) and B (2), penicimutanolone A methyl ether (3), and penicimumide (4), four new antitumor metabolites, were isolated from a neomycin-resistant mutant of the marine-derived fungus Penicillium purpurogenum G59. The structures of the compounds were elucidated by spectroscopic methods, and the absolute configurations were determined by X-ray crystallography and calculated ECD. In MTT and SRB assays, compounds 1-3 showed strong inhibitory effects on 14 human cancer cell lines. Compounds 1 and 2 maybe induce apoptosis of cancer cells mainly due to the inhibition of the expression of survivin, a client protein of HSP90. In addition, in vivo antitumor activity was observed for compound 1 in murine sarcoma HCT116 tumor-bearing Kunming mice, using docetaxel as a positive control.

Keywords: Activation of silent biosynthetic pathway; Neomycin resistance; Penicillium purpurogenum; Penicimumide; Penicimutanolones; Polyketides.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Biological Products / chemistry*
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Cell Line, Tumor
  • HCT116 Cells
  • Humans
  • Mice
  • Models, Molecular
  • Mutation
  • Neoplasms / drug therapy
  • Penicillium / chemistry*
  • Penicillium / genetics

Substances

  • Antineoplastic Agents
  • Biological Products