Synthesis of cyclic peptide homologs of glutathione as potential antitumor agents.
Two cyclic tripeptide homologs, cyclo(Glu[Cys-beta-Ala-]-OH) 8a, and cyclo(Glu[Cys-Gaba-]-OH) 8b, were synthesized by the pentafluorophenyl ester method in solution. These cyclic peptides are cyclo homologs of glutathione and are designed as potential antitumor agents. The 1H- and 13C-n.m.r. spectral parameters of cyclo(Glu[Cys(Bzl)-beta-Ala-]-OH) 7a were measured in DMSO-d6 and a possible conformation has been proposed. The cyclic peptide 8a showed low cytotoxic activities against three human tumor cell lines: KB, HeLa, and Colo 205.
Sheh
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Department of Chemistry, Tunghai University, Taichung, ROC.
Chen
B L
BL
Chen
C F
CF
D000970:Antineoplastic Agents / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D005978:Glutathione / Q000031:analogs & derivatives / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D005978:Glutathione