Synthesis of a cyclic hexapeptide with sequence corresponding to murine tumor necrosis factor-(127-132) as a novel potential antitumor agent.
A cyclic hexapeptide cyclo(Lys-Gly-Asp-Gln-Leu-Ser-) 10 was synthesized stepwise in solution by acylation of peptide ester trifluoroacetates directly with preactivated Boc-amino acids using the DCC/HOBt method; the final cyclization reaction was performed using the pentafluorophenyl ester method in solution (1-4). This peptide is a cyclic derivative of murine tumor necrosis factor-(127-132) and is designed as a potential antitumor agent. The cyclic peptide 10 displayed weak cytotoxic activity on three of the four human tumor cell lines tested.
Sheh
L
L
Department of Chemistry, Tunghai University, Taichung, R.O.C.
Cheng
J Y
JY
Kuan
Y H
YH
Chen
C F
CF
D000595:Amino Acid Sequence; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008233:Lymphotoxin-alpha / Q000737:chemistry; D051379:Mice; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects; D014409:Tumor Necrosis Factor-alpha / Q000737:chemistry*
D000970:Antineoplastic Agents; D008233:Lymphotoxin-alpha; D009842:Oligopeptides; D010456:Peptides, Cyclic; D014409:Tumor Necrosis Factor-alpha