Synthesis of novel compounds containing morpholine and 5(4H)-oxazolone rings as potent tyrosinase inhibitors

Bioorg Med Chem. 2015 Nov 1;23(21):7089-94. doi: 10.1016/j.bmc.2015.09.015. Epub 2015 Sep 8.

Abstract

In this study, six new compounds containing morpholine and 5(4H)-oxazolone rings were synthesized. Structures of the new compounds using IR, (1)H NMR, mass spectroscopy and elemental analysis were characterized. All new compounds (4a-4f) have a strong inhibitory effect against mushroom tyrosinase. And the inhibitory effects of these compounds were compared with Kojic acid as standard.

Keywords: 5(4H)-Oxazolone; Morpholine; Synthesis; Tyrosinase inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Melanins / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Morpholines / chemistry*
  • Oxazolone / chemistry*
  • Oxazolone / metabolism
  • Oxazolone / pharmacology
  • Protein Binding
  • Pyrones / chemistry
  • Pyrones / metabolism
  • Up-Regulation / drug effects

Substances

  • Enzyme Inhibitors
  • Melanins
  • Morpholines
  • Pyrones
  • Oxazolone
  • kojic acid
  • morpholine
  • Monophenol Monooxygenase