Synthesis and biological evaluation of caffeic acid derivatives as potent inhibitors of α-MSH-stimulated melanogenesis

Bioorg Med Chem Lett. 2017 Aug 1;27(15):3374-3377. doi: 10.1016/j.bmcl.2017.06.011. Epub 2017 Jun 3.

Abstract

We have disclosed our effort to develop caffeic acid derivatives as potent and non-toxic inhibitors of α-MSH-stimulated melanogenesis to treat pigmentation disorders and skin medication including a cosmetic skin-whitening agent. The SAR studies revealed that cyclohexyl ester and secondary amide derivatives of caffeic acid showed significant inhibitory activities.

Keywords: Caffeamide; Caffeic acid; Melanogenesis; Skin whitening; α-MSH.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Caffeic Acids / chemical synthesis
  • Caffeic Acids / chemistry
  • Caffeic Acids / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Mice
  • Molecular Structure
  • Skin Lightening Preparations / chemical synthesis
  • Skin Lightening Preparations / chemistry
  • Skin Lightening Preparations / pharmacology*
  • Skin Pigmentation / drug effects*
  • Structure-Activity Relationship
  • alpha-MSH / antagonists & inhibitors*
  • alpha-MSH / metabolism

Substances

  • Caffeic Acids
  • Skin Lightening Preparations
  • alpha-MSH
  • caffeic acid