Paraherquamide J, a new prenylated indole alkaloid from the marine-derived fungus Penicillium janthinellum HK1-6

Nat Prod Res. 2020 Feb;34(3):378-384. doi: 10.1080/14786419.2018.1534105. Epub 2019 Jan 9.

Abstract

A new prenylated indole alkaloid, named paraherquamide J (1), together with four known compounds (2-5), were isolated from the mangrove rhizosphere soil-derived fungus Penicillium janthinellum HK1-6. The planar structure and relative configuration of 1 were determined by detailed analysis of the spectroscopic data especially the NOESY spectrum. The absolute configuration of 1 was determined by ECD spectra. Compound 2 was first isolated as a natural product and named as paraherquamide K. All isolated metabolites were evaluated for their antibacterial, topoisomerase I (topo I) inhibitory activities and lethality towards brine shrimp Artemia salina.

Keywords: marine-derived fungus; Penicillium janthinellum; paraherquamide; prenylated indole alkaloid.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Artemia / drug effects
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology
  • Indolizines / isolation & purification*
  • Indolizines / toxicity
  • Molecular Structure
  • Penicillium / chemistry*
  • Prenylation
  • Rhizosphere
  • Spiro Compounds / isolation & purification*
  • Spiro Compounds / toxicity
  • Topoisomerase I Inhibitors / chemistry
  • Topoisomerase I Inhibitors / isolation & purification
  • Topoisomerase I Inhibitors / pharmacology

Substances

  • Anti-Bacterial Agents
  • Indole Alkaloids
  • Indolizines
  • Spiro Compounds
  • Topoisomerase I Inhibitors
  • paraherquamide