Furanasperterpenes A and B, two meroterpenoids with a novel 6/6/6/6/5 ring system from the marine-derived fungus Aspergillus terreus GZU-31-1

Bioorg Chem. 2020 Jul;100:103968. doi: 10.1016/j.bioorg.2020.103968. Epub 2020 May 22.

Abstract

Furanasperterpenes A (1) and B (2) with a novel 6/6/6/6/5 pentacyclic skeleton and a new 11-acetoxy-terretonin E (3), were isolated from the marine-derived Aspergillus terreus GZU-31-1. Their structures were elucidated based on spectroscopic methods, and the absolute configurations were determined by X-ray diffraction and electronic circular dichroism (ECD) calculations. A possible biogenetic pathway was proposed. These compounds were evaluated for their lipid-lowering effects in 3T3-L1 adipocytes. Furanasperterpene A (1) showed the equivalent activity in reducing TG levels to positive control (berberine) at the concentration of 5 μM.

Keywords: Aspergillus terreus; Hypolipidemic agents; Meroterpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adipocytes / cytology
  • Adipocytes / drug effects
  • Adipocytes / metabolism
  • Animals
  • Aspergillus / chemistry*
  • Aspergillus / metabolism
  • Cell Line
  • Cell Survival / drug effects
  • Circular Dichroism
  • Crystallography, X-Ray
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Conformation
  • Terpenes / chemistry*
  • Terpenes / isolation & purification
  • Terpenes / pharmacology
  • Triglycerides / metabolism

Substances

  • Terpenes
  • Triglycerides

Supplementary concepts

  • Aspergillus terreus