Metabolites of isocorynoxeine in rats after its oral administration

J Asian Nat Prod Res. 2015;17(4):384-90. doi: 10.1080/10286020.2014.1003182. Epub 2015 Jan 30.

Abstract

This work presents the metabolites of isocorynoxeine (ICOR), which is one of four bioactive tetracyclic oxindole alkaloids isolated from Uncaria hooks used commonly in the traditional Chinese medicines and Kampo medicines. After oral administration of 40 mg kg(-1) ICOR to rats, bile was drained and analyzed by LC-MS. Two phase I metabolites, namely 11-hydroxyisocorynoxeine (M1) and 10-hydroxyisocorynoxeine (M2), and two phase II metabolites, namely 11-hydroxyisocorynoxeine 11-O-β-D-glucuronide (M3) and 10-hydroxyisocorynoxeine 10-O-β-D-glucuronide (M4), were isolated from rat excreta and bile, respectively, whose structures were elucidated on the basis of CD, NMR, and MS.

Keywords: isocorynoxeine; metabolites; structure elucidation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Animals
  • Bile / chemistry
  • Bile / metabolism
  • Chromatography, Liquid
  • Glucuronides / chemistry
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / pharmacokinetics*
  • Male
  • Medicine, Chinese Traditional
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Rats
  • Uncaria / chemistry*

Substances

  • Glucuronides
  • Indole Alkaloids
  • corynoxeine