Kojyl cinnamate ester derivatives promote adiponectin production during adipogenesis in human adipose tissue-derived mesenchymal stem cells

Bioorg Med Chem Lett. 2014 May 1;24(9):2141-5. doi: 10.1016/j.bmcl.2014.03.034. Epub 2014 Mar 21.

Abstract

The subcutaneous fat tissue mass gradually decreases with age, and its regulation is a strategy to develop anti-aging compounds to ameliorate the photo-aging of human skin. The adipogenesis of human adipose tissue-mesenchymal stem cells (hAT-MSCs) can be used as a model to discover novel anti-aging compounds. Cinnamomum cassia methanol extracts were identified as adipogenesis-promoting agents by natural product library screening. Cinnamates, the major chemical components of Cinnamomum cassia extracts, promoted adipogenesis in hAT-MSCs. We synthesized kojyl cinnamate ester derivatives to improve the pharmacological activity of cinnamates. Structure-activity studies of kojyl cinnamate derivatives showed that both the α,β-unsaturated carbonyl ester group and the kojic acid moiety play core roles in promoting adiponectin production during adipogenesis in hAT-MSCs. We conclude that kojyl cinnamate ester derivatives provide novel pharmacophores that can regulate adipogenesis in hAT-MSCs.

Keywords: Adipogenesis; Cinnamic acid; Human mesenchymal stem cells; Kojyl cinnamate ester.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adipogenesis / drug effects*
  • Adiponectin / metabolism*
  • Adipose Tissue / cytology*
  • Cells, Cultured
  • Cinnamates / chemistry*
  • Cinnamates / pharmacology*
  • Esters / chemistry
  • Esters / pharmacology
  • Humans
  • Mesenchymal Stem Cells / cytology
  • Mesenchymal Stem Cells / drug effects*
  • Pyrones / chemistry
  • Pyrones / pharmacology

Substances

  • Adiponectin
  • Cinnamates
  • Esters
  • Pyrones
  • kojic acid