A Facile Semisynthesis and Evaluation of Garcinoic Acid and Its Analogs for the Inhibition of Human DNA Polymerase β

Molecules. 2020 Dec 11;25(24):5847. doi: 10.3390/molecules25245847.

Abstract

Garcinoic acid has been identified as an inhibitor of DNA polymerase β (pol β). However, no structure-activity relationship (SAR) studies of garcinoic acid as a pol β inhibitor have been conducted, in part due to the lack of an efficient synthetic method for this natural product and its analogs. We developed an efficient semi-synthetic method for garcinoic acid and its analogs by starting from natural product δ-tocotrienol. Our preliminary SAR studies provided a valuable insight into future discovery of garcinoic acid-based pol β inhibitors.

Keywords: DNA polymerase β; garcinoic acid; semi-synthesis; structure-activity-relationship; δ-tocotrienol.

MeSH terms

  • Benzopyrans / chemical synthesis*
  • Biological Products / chemistry
  • Chemistry Techniques, Synthetic
  • DNA Polymerase beta / antagonists & inhibitors*
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Humans
  • Inhibitory Concentration 50
  • Phenol / chemistry
  • Structure-Activity Relationship
  • Temperature
  • Vitamin E / analogs & derivatives
  • Vitamin E / chemistry

Substances

  • Benzopyrans
  • Biological Products
  • Enzyme Inhibitors
  • garcinoic acid
  • Vitamin E
  • tocotrienol, delta
  • Phenol
  • DNA Polymerase beta
  • POLB protein, human