850161-83-0

Upstream product

• 138571-42-3 N-BOC-N-methyl-4-iodo-L-phenylalanine 
• 74-88-4 methyl iodide 
• 850161-81-8 N-methyl-N-trifluoroacetyl-4-iodophenylalanine methyl ester 
• 850161-82-9 N-methyl-4-iodophenylalanine 

Relevant academic research and scientific papers

N-methylsansalvamide a peptide analogues. Potent new antitumor agents

Sansalvamide A, a cyclic depsipeptide isolated from a marine fungus of the genus Fusarium, is composed of four hydrophobic amino acids (Phe, two Leu, Val) and one hydroxy acid ((S)-2-hydroxy-4-methylpentanoic acid; O-Leu) with five stereogenic centers all having S-stereochemistry. We have recently synthesized the corresponding cyclic peptide (Gu, W.; Liu, S.; Silverman, R. B. Organic Lett. 2002, 4, 4171-4174) and found that it too has antitumor activity. N-Methylation can enhance potency and selectivity for peptides. Consequently, here we synthesize 12 different N-methylated sansalvamide A peptide analogues and show that for several different tumor cell lines three of these analogues are more potent than the natural product; in pancreatic cells, sansalvamide A shows little activity, but the N-methylsansalvamide peptides are potent cytotoxic agents.

CYCLIC PEPTIDE ANTITUMOR AGENTS

Cyclic peptide compounds and derivatives thereof having antitumor activity as shown by treatment of human melanoma, pancreatic, breast, prostate cancer cells.