Novel Hybrid Molecules Based on (-)-Epigallocatechin Gallate as Potent Anti-adipogenic Agents

Chem Pharm Bull (Tokyo). 2020;68(12):1155-1162. doi: 10.1248/cpb.c20-00229.

Abstract

A series of novel (-)-epigallocatechin gallate (EGCG)-phloroglucinol hybrid compounds 1-4 has been successfully synthesized by employing a simple and efficient methodology using a dielectric barrier discharge (DBD) plasma irradiation. The new hybrid structures were determined by interpretation of spectroscopic data, with the absolute configurations being established by analysis of the circular dichroism (CD) spectra. The novel hybrids 1 and 2 showed highly improved anti-adipogenic potencies toward both pancreatic lipase and preadipocytes differentiation in 3T3-L1 compared to the original EGCG and phloroglucinol. A novel hybrid 1 represent an interesting subclass of anti-adipogenic candidates that need further research.

Keywords: (−)-epigallocatechin gallate; adipogenesis; dielectric barrier discharge plasma; hybrid compound; phloroglucinol.

MeSH terms

  • 3T3-L1 Cells
  • Adipocytes / drug effects
  • Adipocytes / metabolism
  • Adipogenesis / drug effects*
  • Animals
  • Anti-Obesity Agents / chemical synthesis
  • Anti-Obesity Agents / chemistry
  • Anti-Obesity Agents / pharmacology*
  • Catechin / analogs & derivatives*
  • Catechin / chemical synthesis
  • Catechin / chemistry
  • Catechin / pharmacology
  • Cell Differentiation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Lipids / antagonists & inhibitors
  • Mice
  • Molecular Structure
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Anti-Obesity Agents
  • Lipids
  • Catechin
  • epigallocatechin gallate