A new antiviral pregnane from a gorgonian-derived Cladosporium sp. fungus

Nat Prod Res. 2018 Jun;32(11):1260-1266. doi: 10.1080/14786419.2017.1342086. Epub 2017 Jun 23.

Abstract

A new pregnane, 3α-hydroxy-7-ene-6,20-dione (1), and five known steroids (2-6), along with one known steroidal glycoside (7) were obtained from the fungus Cladosporium sp. WZ-2008-0042 cultured from a gorgonian Dichotella gemmacea collected from the South China Sea. The structure and absolute configuration of the new compound (1) were elucidated by comprehensive spectroscopic data and X-ray diffraction data. The compound has a rare configuration of 3α-OH that is different from most of pregnanes. All of the isolated compounds were evaluated for their antiviral activities against respiratory syncytial virus (RSV). Among them, 1 exhibited potential antiviral activity with the IC50 value of 0.12 mM.

Keywords: 3α-OH pregnane; Cladosporium sp; antiviral activity; gorgonian Dichotella gemmacea; structure elucidation.

MeSH terms

  • Animals
  • Anthozoa / microbiology
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Cladosporium / chemistry*
  • Drug Evaluation, Preclinical / methods
  • Glycosides / chemistry
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pregnanes / chemistry*
  • Pregnanes / pharmacology
  • Respiratory Syncytial Viruses / drug effects
  • Spectrometry, Mass, Electrospray Ionization
  • Steroids / chemistry
  • X-Ray Diffraction

Substances

  • Anti-Bacterial Agents
  • Antiviral Agents
  • Cholinesterase Inhibitors
  • Glycosides
  • Pregnanes
  • Steroids