Search for metabolites of ecteinascidin 743, a novel, marine-derived, anti-cancer agent, in man

Anticancer Drugs. 2001 Sep;12(8):653-66. doi: 10.1097/00001813-200109000-00003.

Abstract

Ecteinascidin 743 (ET-743) is a potent anti-tumoral agent of a marine origin. It is currently being tested in phase II clinical trials using a 3-weekly 24-h i.v. infusion of 1500 microg/m(2) and 3-h infusions of 1650 microg/m(2). Knowledge of the metabolism of ET-743 is, however, still scarce. In the present study, a qualitative chromatographic discovery of metabolites of ET-743 in man is reported. ET-743 and its demethylated analog ET-729 were incubated at 37 degrees C in the presence of enzyme systems, pooled human microsomes, pooled human plasma and uridine 5'-diphosphoglucuronyltransferase, respectively, in appropriate media. Reaction products were investigated chromatographically using photodiode array and ion spray-mass spectrometric detection (LC-MS). The main reaction products in microsomal incubations of ET-743 resulted from a remarkable breakdown of the molecule. In plasma the drugs were deacetylated, and the transferase did actually yield a glucuronide of both ET-743 and ET-729. In contrast, screening of urine, plasma and bile, collected from patients treated with ET-743 at the highest dose levels, using a sensitive LC-MS assay, did not result in detection of ET-729 and metabolites which were generated in vitro. The urinary excretion of ET-743 in man was lower than 0.7% of the administered dose for a 24-h infusion.

Publication types

  • Clinical Trial

MeSH terms

  • Antineoplastic Agents, Alkylating / blood
  • Antineoplastic Agents, Alkylating / pharmacokinetics
  • Antineoplastic Agents, Alkylating / urine
  • Area Under Curve
  • Chromatography, High Pressure Liquid
  • Dioxoles / blood
  • Dioxoles / pharmacokinetics*
  • Dioxoles / urine
  • Glucuronides / metabolism*
  • Glucuronosyltransferase / metabolism*
  • Humans
  • Isoquinolines / blood
  • Isoquinolines / pharmacokinetics*
  • Isoquinolines / urine
  • Microsomes, Liver / metabolism*
  • Plasma / metabolism*
  • Tetrahydroisoquinolines
  • Trabectedin

Substances

  • Antineoplastic Agents, Alkylating
  • Dioxoles
  • Glucuronides
  • Isoquinolines
  • Tetrahydroisoquinolines
  • ecteinascidin 729
  • Glucuronosyltransferase
  • Trabectedin