Cross-linked polycarboxylated polysaccharides and methods of use thereof
AssigneeHallura Ltd.
InventorsStephane MEUNIER, Svetlana SHNEIDER, Elena RAGOZIN
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Abstract
The present invention is directed to a polymer comprising a first hyaluronic acid (HA) chain and a second HA chain crosslinked via a linker comprising an unsaturated moiety or a derivative thereof coupled to a tetrazine moiety or a derivative thereof. In some embodiments, the polymer of the invention is characterized by having a crosslinking degree of 0.2 to 4%.
Claims15
A polymer comprising a first hyaluronic acid (HA) chain or a derivative thereof and a second HA chain or a derivative thereof, wherein:
- said first HA chain and said second HA chain are crosslinked via one or more linkers;
- said one or more linkers comprise a norbornene moiety or a derivative thereof bound to a tetrazine moiety, or a derivative thereof,
- said one or more linkers is represented by formula (C):
- or by formula (D):
- or a combination of C and D;
- wherein:
- - - - represents a single or a double bond;
- R1,R2, or both, are selected from the group consisting of:
- a bond, alkyl, alkenyl, cycloalkyl, aryl, heteroaryl, heteroalicyclic, C(O)—NH-alkyl-NH, and —C0-C6alkyl-ZN—, including any combination thereof;
- wherein Z is a bond, aryl, or heteroaryl;
- wherein said aryl or said heteroaryl is optionally substituted with halogen, hydroxy, C1-C6alkyl, C1-C6alkoxy, (C1-C6alkyl) amino, and di(C1-C6alkyl)amino;
- Q1, Q2 or both represent hydrogen, or are absent;
- R3 is selected from the group consisting of:
- hydrogen, alkyl, aryl, or heteroaryl substituted or non- substituted;
- and wherein said polymer is characterized by a crosslinking degree of 0.2 to 4%.
A kit comprising a first HA chain covalently bound to a norbornene moiety, and a second HA chain covalently bound to a tetrazine moiety;
- wherein said covalently bound is via a bond selected from amide, amine, ester, ether, carbamide, thiocarbamide, and carbamate;
- wherein said kit comprises instructions for mixing the first HA chain and the second HA chain in a ratio from 3:1 to 1:3, thereby obtaining a polymer comprising said first HA chain crosslinked to said second HA chain via one or more linkers;
- wherein:
- said one or more linkers is represented by formula (C):
- or by formula (D):
- or a combination thereof;
- wherein:
- - - - represents a single or a double bond;
- R1,R2, or both, are selected from the group consisting of:
- a bond, alkyl, alkenyl, cycloalkyl, aryl, heteroaryl, heteroalicyclic, C(O)—NH-alkyl-NH, and —C0-C6alkyl-ZN—, including any combination thereof;
- wherein Z is a bond, aryl, or heteroaryl;
- wherein said aryl or said heteroaryl is optionally substituted with halogen, hydroxy, C1-C6alkyl, C1-C6alkoxy, (C1-C6alkyl) amino, and di(C1-C6alkyl)amino;
- Q1, Q2 or both represent hydrogen, or are absent;
- and wherein
- R3 is selected from the group consisting of:
- hydrogen, alkyl, aryl, or heteroaryl substituted or non-substituted;
- and wherein said polymer is characterized by a crosslinking degree of 0.2 to 4%.
Dependencies are inferred from the claim text.