Polyamine-dihydroxybenzoic acid conjugate hydrogels as iron chelators

Patent metadata

Field	Value
Publication number	US-9974863-B2
Application number	US-201615225307-A
Country	US
Kind code	B2
Filing date	Aug 1, 2016
Priority date	Mar 2, 2010
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

Compositions and methods for making a composition comprising a polymer and one or more chelators covalently coupled to polymer, wherein the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, or a derivative of the chelator, or a salt of the chelator and methods of use.

First claim

What is claimed is:

1. A method for removing a metal from a medium containing the metal, the method comprising;
applying a polymeric chelator to the medium, wherein the polymeric chelator comprises a plurality of polyamine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polyamine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, and wherein the plurality of polyamine polymer backbone chains are cross-linked to one another independent of any cross-linking that may result from interactions with the one or more chelators, and wherein each of the one or more chelators is derived from 2,3 dihydroxybenzoic acid;
incubating the polymeric chelator in the medium containing the metal to form a polymeric chelator-metal complex; and
removing the polymer chelator-metal complex from the medium.

2. The method of claim 1 , wherein the polyamine polymer backbone chains are polyallylamine.

3. The method of claim 1 , wherein the metal is selected from the group consisting of aluminum, arsenic, cadmium, chromium, copper, iron, lead, manganese, mercury, and any combination thereof.

4. The method of claim 1 , wherein the metal is iron.

5. A method comprising:
administering to a subject a polymeric chelator, wherein the polymeric chelator comprises a plurality of polyamine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polyamine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, wherein the plurality of polyamine polymer backbone chains are cross-linked to one another independent of any cross-linking that may result from interactions with the one or more chelators, and wherein each of the one or more chelators is derived from 2,3 dihydroxybenzoic acid.

6. The method of claim 5 , wherein the polyamine polymer backbone chains are polyallylamine.

7. The method of claim 5 , wherein the polyamine polymer backbone chains are polyallylamine or polylysine.

8. The method of claim 5 , wherein the metal is selected from the group consisting of aluminum, arsenic, cadmium, chromium, copper, iron, lead, manganese, mercury, and any combination thereof.

9. The method of claim 5 , wherein the metal is iron.

10. The method of claim 5 , wherein the administering is performed orally.

11. The method of claim 5 , wherein the administering is performed by injection.

12. The method of claim 5 , wherein the subject is suffering from overload of iron.

13. The method of claim 12 , wherein the administering is performed orally.

14. The method of claim 12 , wherein the administering is performed by injection.

15. A method comprising:
administering to a subject a polymeric chelator, wherein the polymeric chelator comprises a plurality of polyamine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polyamine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, and wherein the molar ratio of A to B is from about 0.03 to about 0.22, wherein A is chelators covalently coupled to primary amines, and wherein B is total amines of the polymeric chelator.

16. The method of claim 15 , wherein the polyamine polymer backbone chains are polyallylamine.

17. The method of claim 15 , wherein the polyamine polymer backbone chains are polylysine.

18. The method of claim 15 , wherein the molar ratio of A to B is from about 0.07 to about 0.17.

19. The method of claim 15 , wherein the plurality of polyamine polymer backbone chains are cross-linked to one another independent of any cross-linking that may result from interactions with the one or more chelators.

20. The method of claim 15 , wherein the administering is performed orally.

21. The method of claim 15 , wherein the administering is performed by injection.

22. The method of claim 15 , wherein the subject is suffering from overload of iron.

23. The method of claim 22 , wherein the administering is performed orally.

24. The method of claim 22 , wherein the administering is performed by injection.

25. A method for removing a metal from a medium containing the metal, the method comprising;
applying a polymeric chelator to the medium, wherein the polymeric chelator comprises a plurality of polyamine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polyamine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, wherein the plurality of polyamine polymer backbone chains are cross-linked to one another independent of any cross-linking that may result from interactions with the one or more chelators, and wherein the molar ratio of A to B is from about 0.03 to about 0.22, wherein A is chelators covalently coupled to primary amines, and wherein B is total amines of the polymeric chelator;
incubating the polymeric chelator in the medium containing the metal to form a polymeric chelator-metal complex; and
removing the polymer chelator-metal complex from the medium.

26. The method of claim 25 , wherein the molar ratio of A to B is from about 0.07 to about 0.17.

27. A method for removing a metal from a medium containing the metal, the method comprising;
applying a polymeric chelator to the medium, wherein the polymeric chelator comprises a plurality of polylysine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polylysine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benzene ring with more than one hydroxyl group at any position that is free, and wherein the plurality of polylysine polymer backbone chains are cross-linked to one another independent of any cross-linking that may result from interactions with the one or more chelators;
incubating the polymeric chelator in the medium containing the metal to form a polymeric chelator-metal complex; and
removing the polymer chelator-metal complex from the medium.

28. A method comprising:
administering to a subject a polymeric chelator, wherein the polymeric chelator comprises a plurality of polyamine polymer backbone chains and one or more chelators, wherein the one or more chelators are covalently coupled to one or more primary amines, respectively, of at least one of the plurality of polyamine polymer backbone chains through one or more amide bonds, respectively, wherein each of the one or more chelators has a benze

Assignees

• Univ Kansas

Inventors

• Berkland Cory
• Mohammadi Zahra

Classifications

• A61K47/595

  Polyamides, e.g. nylon (polyamino acids A61K47/62) · CPC title

• A61P39/04

  Chelating agents · CPC title

• C08G69/10

  Alpha-amino-carboxylic acids {(polysuccinimides C08G73/1092)} · CPC title

• A61K9/0056

  Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals · CPC title

• C08F126/02

  by a single or double bond to nitrogen · CPC title