Two New Spiro-Heterocyclic γ-Lactams from A Marine-Derived Aspergillus fumigatus Strain CUGBMF170049

Mar Drugs. 2019 May 14;17(5):289. doi: 10.3390/md17050289.

Abstract

Two new spiro-heterocyclic γ-lactam derivatives, cephalimysins M (1) and N (2), were isolated from the fermentation cultures of the marine-derived fungus Aspergillus fumigatus CUGBMF17018. Two known analogues, pseurotin A (3) and FD-838 (4), as well as four previously reported helvolic acid derivatives, 16-O-propionyl-16-O-deacetylhelvolic acid (5), 6-O-propionyl-6-O-deacetylhelvolic acid (6), helvolic acid (7), and 1,2-dihydrohelvolic acid (8) were also identified. One-dimensional (1D), two-dimensional (2D) NMR, HRMS, and circular dichroism spectral analysis characterized the structures of the isolated compounds.

Keywords: cephalimysins; marine-derived Aspergillus fumigatus; spiro-heterocyclic γ-lactam.

MeSH terms

  • Aquatic Organisms / chemistry*
  • Aspergillus fumigatus / chemistry*
  • Circular Dichroism
  • Furans / chemistry*
  • Fusidic Acid / analogs & derivatives
  • Fusidic Acid / chemistry
  • Imidazoles / chemistry*
  • Lactams / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pyrrolidinones / chemistry*
  • Spiro Compounds / chemistry*

Substances

  • FD 838
  • Furans
  • Imidazoles
  • Lactams
  • Pyrrolidinones
  • Spiro Compounds
  • pseurotin
  • Fusidic Acid
  • helvolic acid