The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jan. 26, 2016

Filed:

May. 22, 2008
Applicants:

Jean Paul Briand, Strasbourg, FR;

Gilles Guichard, Gradignan, FR;

Jose Courty, Villecresnes, FR;

Robert H. Zimmer, Mulhouse, FR;

Chantal Devin, Strasbourg, FR;

Annie Lang, Wahlenheim, FR;

Haixang Zhang, Illkirch Grafenstaden, FR;

Ara Hovanessian, El Metn, LB;

Inventors:

Jean Paul Briand, Strasbourg, FR;

Gilles Guichard, Gradignan, FR;

Jose Courty, Villecresnes, FR;

Robert H. Zimmer, Mulhouse, FR;

Chantal Devin, Strasbourg, FR;

Annie Lang, Wahlenheim, FR;

Haixang Zhang, Illkirch Grafenstaden, FR;

Ara Hovanessian, El Metn, LB;

Attorneys:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
A61K 38/10 (2006.01); C07K 7/02 (2006.01); A61K 38/16 (2006.01); C07K 5/068 (2006.01); C07K 7/06 (2006.01); A61K 38/00 (2006.01);
U.S. Cl.
CPC ...
C07K 5/06086 (2013.01); C07K 7/06 (2013.01); A61K 38/00 (2013.01);
Abstract

The present invention relates to new optically pure compounds displaying an improved anticancer activity compared to previously known complex mixtures of stereoisomers thereof. Such compounds are of formula (I): wherein each X independently represents any amino acid; n is 0 or 1; m is an integer between 0 and 3; k is an integer of at least 3; Psi is a reduced bond of formula replacing the peptide amide bond between Lys and Pro; and wherein Lys residues in pseudopeptide units of said compound of formula (I) are either all in L configuration or all in D configuration. A method for preparing such compounds, and therapeutic uses thereof are also provided. The synthetic method involves the selective reduction of the peptide bond between Lys and Pro in a dipeptide intermediate with borane. The therapeutic uses are against cancer, inflammation and for wound healing.


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