Secondary Metabolites from the Marine-Derived Fungus Dichotomomyces sp. L-8 and Their Cytotoxic Activity

Molecules. 2017 Mar 11;22(3):444. doi: 10.3390/molecules22030444.

Abstract

Bioassay-guided isolation of the secondary metabolites from the fungus Dichotomomyces sp. L-8 associated with the soft coral Lobophytum crassum led to the discovery of two new compounds, dichotones A and B (1 and 2), together with four known compounds including dichotocejpin C (3), bis-N-norgliovictin (4), bassiatin (5) and (3R,6R)-bassiatin (6). The structures of these compounds were determined by 1D, 2D NMR and mass spectrometry. (3R,6R)-bassiatin (6) displayed significant cytotoxic activities against the human breast cancer cell line MDA-MB-435 and the human lung cancer cell line Calu3 with IC50 values of 7.34 ± 0.20 and 14.54 ± 0.01 μM, respectively, while bassiatin (5), the diastereomer of compound 6, was not cytotoxic.

Keywords: Dichotomomyces sp.; cytotoxic activity; secondary metabolites; structure elucidation.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Aquatic Organisms
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Diketopiperazines / chemistry*
  • Diketopiperazines / isolation & purification
  • Diketopiperazines / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Morpholines / chemistry*
  • Morpholines / isolation & purification
  • Morpholines / pharmacology
  • Saccharomycetales / chemistry
  • Saccharomycetales / metabolism*
  • Secondary Metabolism / physiology*
  • Structure-Activity Relationship
  • Sulfides / chemistry*
  • Sulfides / isolation & purification
  • Sulfides / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Diketopiperazines
  • Morpholines
  • Sulfides
  • bis-N-norgliovictin
  • lateritin