Preparation and biological activity of amino acid and peptide conjugates of antitumor hydroxymethylacylfulvene.
The primary hydroxyl group in hydroxymethylacylfulvene, a potent antitumor drug, is readily replaced by thiols including cysteine, N-acetylcysteine, homocysteine, and glutathione. Best yields are obtained when reaction is carried out in the presence of dilute sulfuric acid. A variety of sulfur-containing analogues have been prepared, and their toxicity to tumor cells was examined.
McMorris
T C
TC
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0506, USA.
Yu
J
J
Ngo
H T
HT
Wang
H
H
Kelner
M J
MJ
D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D020128:Inhibitory Concentration 50; D010455:Peptides / Q000737:chemistry*; D051381:Rats; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D000596:Amino Acids; D000970:Antineoplastic Agents; D010455:Peptides; D012717:Sesquiterpenes; C102714:irofulven