IP Library Granted Patent US 8,722,107
Granted Patent B2
US 8,722,107 · App. 13/400,007 · Granted May 13, 2014

Modified pectins, compositions and methods related thereto

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Quick Facts
Patent No.
US 8,722,107
App. No.
13/400,007
Granted
May 13, 2014
Kind
B2
Abstract

The present invention provides compositions of modified pectin and methods for preparing and using them.

Claims (38)

1. A method for treating chronic inflammation, comprising administering to a patient in need thereof a biologically active pectin made by a process comprising: (a) passing an aqueous solution comprising 1-20 mg/mL pectin and 7.5%-25% w/w ethanol through a tangential flow filter with a pore size of less than 1.0 μm to yield a permeate comprising a biologically active pectin having an average molecular weight from 10 kDa to 250 kDa; and (b) collecting said biologically active pectin.

2. A method for treating chronic inflammation, comprising administering to a patient in need thereof a partially de-esterified pectin made by a process comprising: (a) treating a first aqueous solution comprising 1-20 mg/mL pectin with acid, base, or both, to partially de-esterify the pectin, (b) neutralizing the first solution to yield a second aqueous solution comprising partially de-esterified pectin, (c) combining the second aqueous solution with sufficient ethanol to result in a solution comprising 7.5%-25% w/w ethanol, (d) passing the resulting solution through a tangential flow filter with a pore size of less than 1.0 μm to yield a permeate comprising partially de-esterified pectin having an average molecular weight from 10 kDa to 250 kDa, wherein the degree of esterification in the partially de-esterified pectin is between 10% and 60%, and (d) collecting said partially de-esterified pectin.

3. A method for treating chronic inflammation, comprising administering to a patient in need thereof a biologically active pectin made by a process comprising: (a) passing an aqueous solution comprising 1-20 mg/mL pectin and 7.5%-25% w/w ethanol through a tangential flow filter with a pore size of 0.1 μm to 1.0 μm to yield a permeate, wherein said permeate comprises a biologically active pectin having an average molecular weight from 10 kDa to 250 kDa; and (b) collecting said biologically active pectin.

4. A method for treating chronic inflammation, comprising administering to a patient in need thereof a partially de-esterified pectin made by a process comprising: (a) treating a first aqueous solution comprising 1-20 mg/mL pectin with acid, base, or both, to partially de-esterify the pectin, (b) neutralizing the first aqueous solution to yield a second aqueous solution comprising partially de-esterified pectin, (c) passing a third aqueous solution comprising the second aqueous solution and 7.5%-25% w/w ethanol through a tangential flow filter with a pore size of 0.1 μm to 1.0 μm to yield a permeate comprising partially de-esterified filtered pectin having an average molecular weight from 10 kDa to 250 kDa, wherein the degree of esterification in the partially de-esterified pectin is between 10% and 60%, and (d) collecting said biologically active partially de-esterified pectin.

5. The method of claim 1 , wherein the pore size is about 0.2 μm.

6. The method of claim 1 , wherein the aqueous solution has a pectin concentration of 1 to 10 mg/mL.

7. The method of claim 1 , wherein the aqueous solution has a pH in the range of 2.5 to 7.5.

8. The method of claim 1 , wherein the average molecular weight of the pectin is in a range of 50 kDa-200 kDa.

9. The method of claim 1 , wherein the biologically active pectin binds galectin-3 and modifies the interaction of galectin-3 with monocytes or macrophages.

10. The method of claim 1 , wherein the aqueous solution comprises 10%-20% w/w ethanol or 15%-25% w/w ethanol.

11. The method of claim 1 , wherein the pectin in the aqueous solution is citrus pectin.

12. The method of claim 1 , wherein the pectin in the aqueous solution has one or more mannose subunits.

13. The method of claim 12 , wherein the pectin in the aqueous solution has galactose side chains.

14. The method of claim 13 , wherein the pectin in the aqueous solution has a galactose content of greater than or equal to 5%.

15. The method of claim 13 , wherein the galactose side chains are linked to one or more of the mannose subunits.

16. The method of any one of claim 1 , wherein the pectin is formulated for oral delivery.

17. The method of any one of claim 1 , wherein the pectin is formulated for parenteral delivery.

18. The method of claim 2 , wherein the pore size is about 0.2 μm.

19. The method of claim 2 , wherein the first aqueous solution has a pectin concentration of 1 to 10 mg/mL.

20. The method of claim 2 , wherein the first aqueous solution has a pH in the range of 2.5 to 7.5.

21. The method of claim 2 , wherein the average molecular weight of the biologically active partially de-esterified pectin is in a range of 50 kDa-200 kDa.

22. The method of claim 2 , wherein the partially de-esterified pectin binds galectin-3 and modifies the interaction of galectin-3 with monocytes or macrophages.

23. The method of claim 2 , wherein the second aqueous solution is combined with sufficient ethanol to yield a solution comprising 10%-20% w/w ethanol or 15%-25% w/w ethanol.

24. The method of claim 2 , wherein the pectin in the first aqueous solution is citrus pectin.

25. The method of claim 2 , wherein the pectin in the aqueous solution has one or more mannose subunits.

26. The method of claim 25 , wherein the pectin in the aqueous solution has galactose side chains.

27. The method of claim 26 , wherein the pectin in the aqueous solution has a galactose content of greater than or equal to 5%.

28. The method of claim 26 , wherein the galactose side chains are linked to one or more of the mannose subunits.

29. The method of claim 3 , wherein the pectin in the aqueous solution has one or more mannose subunits.

30. The method of claim 29 , wherein the pectin in the aqueous solution has galactose side chains.

31. The method of claim 30 , wherein the pectin in the aqueous solution has a galactose content of greater than or equal to 5%.

32. The method of claim 30 , wherein the galactose side chains are linked to one or more of the mannose subunits.

33. The method of claim 1 , wherein the average molecular weight of the pectin is in a range of 80 kDa-150 kDa.

34. The method of claim 1 , wherein the average molecular weight of the pectin is in a range of 70 kDa-150 kDa.

35. The method of claim 1 , wherein the average molecular weight of the pectin is in a range of 80 kDa-100 kDa.

36. The method of claim 2 , wherein the average molecular weight of the biologically active partially de-esterified pectin is in a range of 80 kDa-150 kDa.

37. The method of claim 2 , wherein the average molecular weight of the biologically active partially de-esterified pectin is in a range of 70 kDa-150 kDa.

38. The method of claim 2 , wherein the average molecular weight of the biologically active partially de-esterified pectin is in a range of 80 kDa-100 kDa.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2014
From: STAPLES, MARK; ROLKE, JAMES
To: GLYCOGENESYS, INC.
Reel/Frame 032391/0179 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2014
From: GLYCOGENESYS, INC.
To: MARLBOROUGH RESEARCH AND DEVELOPMENT INC.
Reel/Frame 032391/0201 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2014
From: PROSPECT PHARMACEUTICALS, INC.
To: TANG CAPITAL PARTNERS LP
Reel/Frame 032391/0243 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2014
From: TANG CAPTIAL PARTNERS, LP
To: SOLANA THERAPEUTICS, INC.
Reel/Frame 032391/0262 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2014
From: SOLANA THERAPEUTICS, INC.
To: LA JOLLA PHARMACEUTICAL COMPANY
Reel/Frame 032391/0280 →
CHANGE OF NAME Recorded Mar 10, 2014
From: PROSPECT PHARMACEUTICALS, INC.
To: PROSPECT THERAPEUTICS, INC.
Reel/Frame 032422/0192 →
CHANGE OF NAME Recorded Mar 10, 2014
From: MARLBOROUGH RESEARCH AND DEVELOPMENT INC.
To: PROSPECT PHARMACEUTICALS, INC.
Reel/Frame 032510/0072 →
CHANGE OF NAME Recorded Jul 3, 2012
From: LJPC MERGER SUB, INC.
To: LA JOLLA PHARMACEUTICAL COMPANY
Reel/Frame 028484/0884 →
MERGER Recorded Jun 29, 2012
From: LA JOLLA PHARMACEUTICAL COMPANY
To: LJPC MERGER SUB, INC.
Reel/Frame 028467/0776 →