Diverse Secondary Metabolites from the Marine-Derived Fungus Dichotomomyces cejpii F31-1

Mar Drugs. 2017 Nov 1;15(11):339. doi: 10.3390/md15110339.

Abstract

By adding l-tryptophan and l-phenylalanine to GPY medium, twenty-eight compounds, including amides, polyketides, a sesquiterpenoid, a diterpenoid, a meroterpenoid, diketopiperazines, β-carbolines, fumiquinazolines, and indole alkaloids, were discovered from the marine-derived fungus Dichotomomyces cejpii F31-1, demonstrating the tremendous biosynthetic potential of this fungal strain. Among these compounds, four amides dichotomocejs A-D (1-4), one polyketide dichocetide A (5), and two diketopiperazines dichocerazines A-B (15 and 16) are new. The structures of these new compounds were determined by interpreting detailed spectroscopic data as well as calculating optical rotation values and ECD spectra. Obviously, Dichotomomyces cejpii can effectively use an amino acid-directed strategy to enhance the production of nitrogen-containing compounds. Dichotomocej A (1) displayed moderate cytotoxicity against the human rhabdomyosarcoma cell line RD with an IC50 value of 39.1 µM, and pityriacitrin (22) showed moderate cytotoxicity against the human colon carcinoma cell line HCT116 with an IC50 value of 35.1 µM.

Keywords: Dichotomomyces cejpii; amino acid-directed strategy; bioactivity; diverse secondary metabolites; nitrogen-containing compounds.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms*
  • Cell Line, Tumor / drug effects*
  • Diketopiperazines / chemistry
  • Diketopiperazines / metabolism
  • Diketopiperazines / pharmacology*
  • Fungi / chemistry*
  • HCT116 Cells / drug effects
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy

Substances

  • Antineoplastic Agents
  • Diketopiperazines