New phenalenone derivatives from Pinellia ternata tubers derived Aspergillus sp

Fitoterapia. 2017 Jul:120:72-78. doi: 10.1016/j.fitote.2017.05.014. Epub 2017 May 31.

Abstract

Nine new phenalenone derivatives (1-9), along with two known analogues (10-11) have been isolated from the solid cultures of an endophytic fungus Aspergillus sp. which was obtained from Pinellia ternate. Their structures were established through interpretations of spectroscopic evidence, and some of their absolute configurations were determined by electronic circular dichroism (ECD) and Mo2(OCOCH3)4 induced ECD. All of the phenalenones are unusual acyclic diterpenoid adducts, which are diversely oxidized and partly epoxidized to form different heterocycles. In addition, compound 10 exhibited significant antimicrobial activity against Pseudomonas aeruginosa, Staphylococcus aureus, and Bacillus subtilis with MIC50 values of 1.87, 2.77, and 4.80μg/mL, respectively.

Keywords: Acyclic diterpenoid adducts; Antibacterial activities; Aspergillus sp.; Ethyl ethanoate (PubChem CID: 8857); Methanol (PubChem CID: 887); Methyl cyanide (PubChem CID: 6342); Methylene chloride (PubChem CID: 6344); Phenalenones.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Aspergillus / chemistry*
  • Bacillus subtilis / drug effects
  • Endophytes / chemistry
  • Phenalenes / chemistry*
  • Phenalenes / isolation & purification
  • Pinellia / microbiology*
  • Plant Tubers / chemistry*
  • Pseudomonas aeruginosa / drug effects
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Phenalenes
  • phenalen-1-one