Bioactive peptides
AssigneeAlpharma, Inc.
InventorsJohn Sigurd Svendsen, Oystein Rekdal, Baldur Sveinbjornsson, Lars Vorland
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Abstract
The present invention provides a cytotoxic 7 to 25-mer peptide with three or more catonic residues which has one or more non-genetic bulky and lipophilic amino acids, as well as esters, amides, salts and cyclic derivatives thereof as well as methods of preparing the peptides, pharmaceutical compositions containing them, and their use as medicaments, particularly as antibacterial or antitumor agents.
Claims18
A cytotoxic 7 to 25 mer peptide with three or more cationic residues which has one or more non-genetic bulky and lipophilic amino acids, as well as esters, amides, salts and cyclic derivatives thereof.
A peptide as claimed in any one of the preceding claims wherein the non-genetic bulky and lipophilic amino acid is a modified aromatic residue.
A peptide as claimed in any one of the preceding claims which is amphipathic in nature.
A cytotoxic 7 to 25 mer peptide with three or more cationic residues, whose N-terminus is modified by a cyclic group comprising at least 5 non-hydrogen atoms, as well as esters, amides, salts and cyclic derivatives thereof.
A cytotoxic 7 to 25 mer peptide with three or more cationic residues, whose C-terminus is modified by a group comprising at least 4 non-hydrogen atoms, as well as salts and cyclic derivatives thereof.
A method of enhancing the cytotoxicity or selectivity of a 7 to 25 mer peptide with three or more cationic residues by incorporating therein a non-genetic bulky and lipophilic amino acid.
A method of preparing a peptide having enhanced cytotoxic activity and/or improved selectivity for certain cell types which comprises incorporating a non-genetic bulky and lipophilic amino acid into a 7 to 25 mer peptide with three or more cationic residues.
A method of preparing tryptophan residues substituted at the 2-position of the indole ring which comprises transferring the group with which the tryptophan will be substituted from a guanidyl containing group to an N-protected tryptophan.
Dependencies are inferred from the claim text.