Thioester-Containing Benzoate Derivatives with α-Glucosidase Inhibitory Activity from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688

Mar Drugs. 2021 Dec 29;20(1):33. doi: 10.3390/md20010033.

Abstract

Eurothiocins C-H (1-6), six unusual thioester-containing benzoate derivatives, were isolated from the deep-sea-derived fungus Talaromyces indigoticus FS688 together with a known analogue eurothiocin A (7). Their structures were elucidated through spectroscopic analysis and the absolute configurations were determined by X-ray diffraction and ECD calculations. In addition, compound 1 exhibited significant inhibitory activity against α-glucosidase with an IC50 value of 5.4 μM, while compounds 4 and 5 showed moderate effects with IC50 values of 33.6 and 72.1 μM, respectively. A preliminary structure-activity relationship is discussed and a docking analysis was performed.

Keywords: deep-sea-derived fungus; docking study; thioester-containing benzoate; α-glucosidase inhibitory activity.

MeSH terms

  • Animals
  • Aquatic Organisms
  • Benzofurans / chemistry
  • Benzofurans / pharmacology*
  • Inhibitory Concentration 50
  • Structure-Activity Relationship
  • Talaromyces*
  • alpha-Glucosidases / drug effects*
  • alpha-Glucosidases / metabolism

Substances

  • Benzofurans
  • eurothiocin A
  • alpha-Glucosidases

Supplementary concepts

  • Talaromyces indigoticus