A pair of new antioxidant phenolic acid stereoisomers isolated from danshen injection (lyophilized powder)

Molecules. 2014 Feb 4;19(2):1786-94. doi: 10.3390/molecules19021786.

Abstract

A pair of new phenolic acid stereoisomers, (R)-norsalvianolic acid L (1) and (S)-norsalvianolic acid L (2), was isolated from the Danshen Injection (lyophilized powder). The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D, 2D NMR (1H-1H COSY, HSQC and HMBC) and circular dichroism experiments. Their antioxidant activities were assessed by the DPPH· and ABTS·+ scavenging methods in vitro with microplate assay. The IC50 values of 1 were 6.9 and 9.7 μM respectively, which was close to the control salvianolic acid B (7.8 and 7.1 μM respectively), while the IC50 values of isomer 2 were 27.1 and 25.3 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Antioxidants / chemistry*
  • Antioxidants / isolation & purification
  • Drugs, Chinese Herbal / chemistry*
  • Free Radical Scavengers / chemistry
  • Hydroxybenzoates / chemistry*
  • Phenols / chemistry
  • Polyphenols / chemistry
  • Salvia miltiorrhiza / chemistry*
  • Stereoisomerism

Substances

  • Alkenes
  • Antioxidants
  • Drugs, Chinese Herbal
  • Free Radical Scavengers
  • Hydroxybenzoates
  • Phenols
  • Polyphenols
  • salvianolic acid
  • dan-shen root extract
  • phenolic acid