Citrinin Monomer and Dimer Derivatives with Antibacterial and Cytotoxic Activities Isolated from the Deep Sea-Derived Fungus Penicillium citrinum NLG-S01-P1

Mar Drugs. 2019 Jan 10;17(1):46. doi: 10.3390/md17010046.

Abstract

Two previously unreported citrinin dimer derivatives, penicitol D (1) and 1-epi-citrinin H1 (2), were isolated from the culture of a deep sea-derived fungus Penicillium citrinum NLG-S01-P1, together with 11 biogenetic related compounds (313). A plausible biogenetic pathway for compounds 24 was proposed. Their structures, including absolute configurations, were established through analysis of extensive spectroscopic data and time-dependent density functional theory (TD-DFT) ECD calculations. Compounds 1 and 2 showed antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA). Compounds 5 and 10 displayed relatively stronger activities than the other compounds against Vibrio vulnificus and Vibrio campbellii. Compound 1 showed the most potent cytotoxic activity towards the HeLa cell.

Keywords: Penicillium; antibacterial; citrinin dimer; cytotoxic.

MeSH terms

  • A549 Cells
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms
  • Bacteria / drug effects
  • Cell Survival / drug effects
  • Citrinin / analogs & derivatives*
  • Citrinin / chemistry*
  • Citrinin / metabolism
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Penicillium / metabolism*

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Citrinin