Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus

Mar Drugs. 2021 Jul 26;19(8):413. doi: 10.3390/md19080413.

Abstract

Ochraceopetalin (1), a mixed-biogenetic salt compound and its component 2 were isolated from the culture broths of a marine-derived fungus, Aspergillus ochraceopetaliformis. Based on combined spectroscopic and chemical analyses, the structure of 1 was determined to be a sulfonated diphenylether-aminol-amino acid ester guanidinium salt of an unprecedented structural class, while 2 was determined to be the corresponding sulfonated diphenylether. Ochraceopetaguanidine (3), the other guanidine-bearing aminol amino acid ester component, was also prepared and structurally elucidated. Compound 1 exhibited significant cytotoxicity against K562 and A549 cells.

Keywords: Aspergillus ochraceopetaliformis; diphenylether; marine-derived fungi; organic salt.

MeSH terms

  • A549 Cells / drug effects
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms
  • Aspergillus / chemistry*
  • Humans
  • K562 Cells / drug effects
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents

Supplementary concepts

  • Aspergillus ochraceopetaliformis