Hydrophobic peptide esters and amides

US5304474A · kind A · utility

Assignee

• The Board of Regents of the University of Texas System · US

Inventors

• Peter E. Lipsky · Dallas, US
• Dwain L. Thiele · Coppell, US

Key dates

• Filing date: Apr 11, 1991
• Grant date: Apr 19, 1994
• Expiry date: Apr 11, 2011

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/05
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Esters or amides of a peptide, preferably a dipeptide, consisting essentially of natural or synthetic L-amino acids with hydrophobic side chains were found to have specific cellular toxicities. Preferable amino acids of the peptide are leucine, phenylalanine valine, isoleucine, alanine, proline, glycine or aspartic acid beta methyl ester. Preferable dipeptides are L leucyl L-leucine, L-leucyl L-phenylalanine, L-valyl L-phenylalanine, L-leucyl L-isoleucine, L-phenylalanyl L-phenylalanine, L-valyl L-leucine, L-leucyl L-alanine, L-valyl L-valine, L-phenylalanyl L leucine, L prolyl L-leucine, L-leucyl L-valine, L-phenylalanyl L-valine, L glycyl L-leucine, L-leucyl L-glycine, glycyl L-phenylalanine and L-aspartyl beta methyl ester L-phenylalanine. Most preferable dipeptides are L-leucyl L-leucine, L-leucyl L-phenylalanine, L-valyl L-phenylalanine, L-phenylalanyl L-leucine, L-leucyl L-isoleucine L-phenylalanyl L-phenylalanine and L-valyl L-leucine.