Six new andrographolide metabolites in rats

Chem Pharm Bull (Tokyo). 2003 May;51(5):586-9. doi: 10.1248/cpb.51.586.

Abstract

Six new andrographolide metabolites M-5-M-10 were isolated from rat urine, feces, and the contents of the small intestine. Three (M-5-M-7) as sulfate ester compounds were identified as new compounds. The structures of these six metabolites were determined to be 14-deoxy-12(R)-sulfo andrographolide 3-sulfate (M-5), 14-deoxy-12(S)-sulfo andrographolide 3-sulfate (M-6), 14-sulfo isoandrographolide 3-sulfate (M-7), 14-deoxy-11,12-didehydroandrographolide (M-8), isoandrographolide (M-9), and 14-deoxy andrographolide (M-10), respectively, based on chemical evidence and spectroscopic analysis.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / metabolism*
  • Carbon / chemistry
  • Diterpenes / metabolism*
  • Diterpenes / pharmacokinetics
  • Feces / chemistry
  • Magnetic Resonance Spectroscopy
  • Male
  • Protons
  • Rats
  • Rats, Wistar
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Diterpenes
  • Protons
  • andrographolide
  • Carbon