3-Nitroasterric Acid Derivatives From an Antarctic Sponge-Derived Pseudogymnoascus Sp. Fungus

J Nat Prod. 2015 Apr 24;78(4):919-23. doi: 10.1021/np500906k. Epub 2015 Mar 3.

Abstract

Four new nitroasterric acid derivatives, pseudogymnoascins A-C (1-3) and 3-nitroasterric acid (4), along with the two known compounds questin and pyriculamide, were obtained from the cultures of a Pseudogymnoascus sp. fungus isolated from an Antarctic marine sponge belonging to the genus Hymeniacidon. The structures of the new compounds were determined by extensive NMR and MS analyses. These compounds are the first nitro derivatives of the known fungal metabolite asterric acid. Several asterric acid derivatives isolated from other fungal strains have shown antibacterial and antifungal activities. However, the new compounds described in this work were inactive against a panel of bacteria and fungi (MIC > 64 μg/mL).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antarctic Regions
  • Anti-Bacterial Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Ascomycota / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nitro Compounds / chemistry
  • Nitro Compounds / isolation & purification*
  • Nitro Compounds / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenyl Ethers / chemistry
  • Phenyl Ethers / isolation & purification*
  • Phenyl Ethers / pharmacology
  • Porifera / microbiology*

Substances

  • 3-nitroasterric acid
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Nitro Compounds
  • Phenyl Ethers
  • pseudogymnoascin A
  • pseudogymnoascin B
  • pseudogymnoascin C
  • asterric acid