Neuronal Modulators from the Coral-Associated Fungi Aspergillus candidus

Mar Drugs. 2021 May 19;19(5):281. doi: 10.3390/md19050281.

Abstract

Three new p-terphenyl derivatives, named 4″-O-methyl-prenylterphenyllin B (1) and phenylcandilide A and B (17 and 18), and three new indole-diterpene alkaloids, asperindoles E-G (22-24), were isolated together with eighteen known analogues from the fungi Aspergillus candidus associated with the South China Sea gorgonian Junceela fragillis. The structures and absolute configurations of the new compounds were elucidated on the basis of spectroscopic analysis, and DFT/NMR and TDDFT/ECD calculations. In a primary cultured cortical neuronal network, the compounds 6, 9, 14, 17, 18 and 24 modulated spontaneous Ca2+ oscillations and 4-aminopyridine hyperexcited neuronal activity. A preliminary structure-activity relationship was discussed.

Keywords: coral-associated fungi; indole-diterpene alkaloids; p-terphenyl; secondary metabolites; spontaneous Ca2+ oscillations.

MeSH terms

  • Animals
  • Anthozoa / microbiology
  • Anthozoa / parasitology*
  • Aquatic Organisms / chemistry
  • Aspergillus / chemistry*
  • Calcium Signaling
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Neurons / drug effects*
  • Oceans and Seas
  • Primary Cell Culture
  • Structure-Activity Relationship
  • Terphenyl Compounds / chemistry
  • Terphenyl Compounds / isolation & purification
  • Terphenyl Compounds / pharmacology*

Substances

  • Diterpenes
  • Indole Alkaloids
  • Terphenyl Compounds

Supplementary concepts

  • Aspergillus candidus