New Deoxyisoaustamide Derivatives from the Coral-Derived Fungus Penicillium dimorphosporum KMM 4689

Mar Drugs. 2021 Jan 12;19(1):32. doi: 10.3390/md19010032.

Abstract

Seven new deoxyisoaustamide derivatives (1-7) together with known compounds (8-10) were isolated from the coral-derived fungus Penicillium dimorphosporum KMM 4689. Their structures were established using spectroscopic methods, X-ray diffraction analysis and by comparison with related known compounds. The absolute configurations of some alkaloids were determined based on CD and NOESY data as well as biogenetic considerations. The cytotoxic and neuroprotective activities of some of the isolated compounds were examined and structure-activity relationships were pointed out. New deoxyisoaustamides 4-6 at concentration of 1 µM revealed a statistical increase of PQ(paraquat)-treated Neuro-2a cell viability by 30-39%.

Keywords: Penicillium dimorphosporum; deoxyisoaustamide; neuroprotective activity; paraquat; prenylated indole diketopiperazines; secondary metabolites.

MeSH terms

  • Animals
  • Anthozoa* / chemistry
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cell Survival / physiology
  • Crystallography, X-Ray / methods
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Penicillium / chemistry
  • Penicillium / isolation & purification*

Substances

  • Antineoplastic Agents
  • Indoles
  • deoxyisoaustamide

Supplementary concepts

  • Penicillium dimorphosporum