Reaction of irofulven with zinc and acid

J Nat Prod. 2003 Feb;66(2):310-2. doi: 10.1021/np0204085.

Abstract

Reaction of antitumor agent irofulven (1) with zinc and acetic acid yielded several new indene derivatives (6, 7, 8, 10) as well as the known indene (9). These all have greatly reduced toxicity to human leukemia (HL60) cells compared to irofulven.

Publication types

  • Comparative Study

MeSH terms

  • Acetic Acid / chemistry*
  • Antineoplastic Agents, Alkylating / chemistry*
  • Antineoplastic Agents, Alkylating / pharmacology*
  • Chromatography, Thin Layer
  • Drug Screening Assays, Antitumor
  • HL-60 Cells / drug effects
  • Humans
  • Indenes / chemistry*
  • Indicators and Reagents
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / pharmacology*
  • Zinc / chemistry*

Substances

  • Antineoplastic Agents, Alkylating
  • Indenes
  • Indicators and Reagents
  • Sesquiterpenes
  • irofulven
  • Zinc
  • Acetic Acid