Design, preparation, and properties of antibacterial &bgr;-peptides

US6677431B2 · kind B2 · utility

Assignee

• The Trustees of the University of Pennsylvania · US

Inventors

• William F. DeGrado · Media, US
• Yoshimoto Hamuro · San Diego, US
• Dahui Liu · Lansdowne, US

Key dates

• Filing date: Dec 11, 2000
• Grant date: Jan 13, 2004
• Expiry date: Dec 11, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2603/18
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

An antibacterial &bgr;-peptide having the following formula: whereinR1 is H, an alkyl group including 1-4 carbon atoms, phenyl, heteroaryl, or an alkyl-aryl;R2 is an amine-containing alkyl group having the formula —(CH2)mNH2, wherein m=1, 2, 3, 4, or 5, (CH2)xNHC═NHNH2 wherein x is 1, 2, 3, 4, or 5, a pyridyl, an alkylpryidyl, an amidine-substituted benzyl, a phenyl group, or a cyclic amidine;R3 is H, an alkyl group including 1-4 carbon atoms, phenyl, heteroaryl, or an alkyl-aryl;X is —NH2, —OH, —NHR, or OR where R is alkyl, aryl or acyl groups either free or polymer-supported, a carboxamide, a substituted carboxamide, or a polymer;Y is H, an alkyl group, an acyl group, an acyl-terminated polymer, a sulphonamide, an ether, a urea, a urethane, or a polymer; andn is 2, 3, 4, 5, 6, or 7.