Regioselective synthesis of methylated epigallocatechin gallate via nitrobenzenesulfonyl (Ns) protecting group

Bioorg Med Chem Lett. 2009 Aug 1;19(15):4171-4. doi: 10.1016/j.bmcl.2009.05.111. Epub 2009 Jun 2.

Abstract

Regioselective synthesis of methylated epigallocatechin gallate from epigallocatechin was accomplished using a 2-nitrobenzenesulfonyl (Ns) group as a protecting group for phenols. This methodology provided several methylated catechins, which are naturally scarce catechin derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Catechin / analogs & derivatives*
  • Catechin / chemical synthesis
  • Catechin / chemistry
  • Catechin / pharmacology
  • Chemistry, Organic / methods
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Matrix Metalloproteinase 1 / metabolism
  • Matrix Metalloproteinase 7 / metabolism
  • Methylation
  • Mice
  • Models, Chemical
  • Recombinant Proteins / chemistry
  • Stereoisomerism
  • Tea

Substances

  • Recombinant Proteins
  • Tea
  • Catechin
  • epigallocatechin gallate
  • Matrix Metalloproteinase 7
  • Matrix Metalloproteinase 1