Reaction of irofulven with zinc and acid.
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.
McMorris
Trevor C
TC
Department of Chemistry, University of California, San Diego, La Jolla, California 92093-0506, USA. tmcmorris@ucsd.edu
Moon
Surk-Sik
SS
Kelner
Michael J
MJ
D019342:Acetic Acid / Q000737:chemistry*; D018906:Antineoplastic Agents, Alkylating / Q000737:chemistry* / Q000494:pharmacology*; D002855:Chromatography, Thin Layer; D004354:Drug Screening Assays, Antitumor; D018922:HL-60 Cells / Q000187:drug effects; D006801:Humans; D007192:Indenes / Q000737:chemistry*; D007202:Indicators and Reagents; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology*; D015032:Zinc / Q000737:chemistry*
D018906:Antineoplastic Agents, Alkylating; D007192:Indenes; D007202:Indicators and Reagents; D012717:Sesquiterpenes; C102714:irofulven; D015032:Zinc; D019342:Acetic Acid