Penicyclones A-E, Antibacterial Polyketides from the Deep-Sea-Derived Fungus Penicillium sp. F23-2

J Nat Prod. 2015 Nov 25;78(11):2699-703. doi: 10.1021/acs.jnatprod.5b00655. Epub 2015 Nov 5.

Abstract

Five new ambuic acid analogues, penicyclones A-E (1-5), were isolated from the extract of the deep-sea-derived fungus Penicillium sp. F23-2. The structures including the absolute configurations were established by interpretation of NMR and MS data, as well as the application of ECD, X-ray crystallography, and a chemical conversion, as well as the TDDFT-ECD calculations. Penicyclones A-E (1-5) exhibited antimicrobial activity against the Gram-positive bacterium Staphylococcus aureus with MIC values ranging from 0.3 to 1.0 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Crystallography, X-Ray
  • Doxorubicin / pharmacology
  • Drug Screening Assays, Antitumor
  • Gram-Positive Bacteria / drug effects
  • HCT116 Cells
  • HEK293 Cells
  • HeLa Cells
  • Humans
  • Marine Biology
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Penicillium / chemistry*
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Polyketides / pharmacology*
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Polyketides
  • Doxorubicin