An Efficient Chemoenzymatic Approach towards the Synthesis of Rugulactone

Molecules. 2018 Mar 12;23(3):640. doi: 10.3390/molecules23030640.

Abstract

Rugulactone is a natural product isolated from the plant Cryptocarya rugulosa. It has shown very important biological activity as an inhibitor of the nuclear factor κB (NF-κB) activation pathway. A new chemoenzymatic approach towards the synthesis of rugulactone is presented here. The chirality, induced to the key intermediate by a stereoselective enzymatic reduction utilizing NADPH-dependent ketoreductase, is described in detail.

Keywords: bioreduction; chemoenzymatic; inhibitor; ketoreductase; rugulactone; α-pyrone.

MeSH terms

  • Aldo-Keto Reductases / metabolism*
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Lactones
  • rugulactone
  • Aldo-Keto Reductases