IP Library Granted Patent US 9,962,401
Granted Patent B2
US 9,962,401 · App. 15/345,870 · Granted May 8, 2018

Chitosan derivatives for inactivation of endotoxins and surface protection of nanoparticles

Inventors: Yoon Yeo (West Lafayette, IN); Gaurav Bajaj (West Lafayette, IN); Peisheng Xu (Lafayette, IN); Karen Liu (Lafayette, IN); Eun Jung Cho (West Lafayette, IN)
Assignee: PURDUE RESEARCH FOUNDATION
A61K31/722A61K9/0019A61K9/19C08B37/003C08J3/16C08L5/08C08L79/02C08L101/005C08J2300/202C08J2405/08C08L2205/18
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Quick Facts
Patent No.
US 9,962,401
App. No.
15/345,870
Granted
May 8, 2018
Kind
B2
Abstract

The present disclosure provides a polymer comprising a derivative of chitosan, wherein the derivative is zwitterionic, as well as methods of using the polymer. In addition, the present disclosure provides a nanoparticle structure comprising a derivative of chitosan and a dendrimer, as well as methods of utilizing the nanoparticle structure.

Claims (20)

1. A method of suppressing an inflammatory response in a subject having a bacterial infection, said method comprising administering a therapeutically effective amount of a zwitterionic derivative of chitosan to a subject having a bacterial infection, wherein the inflammatory response is induced in the subject by bacterial lipopolysaccharide (LPS), wherein the zwitterionic derivative of chitosan has an anhydride to amine (An/Am) ratio of 0.3 to 0.7, and wherein the zwitterionic derivative of chitosan was synthesized by partial amidation of a chitosan with succinic anhydride.

2. The method of claim 1 , wherein the inflammatory response is a pro-inflammatory response of activated macrophages.

3. The method of claim 1 , wherein the inflammatory response is pro-inflammatory cytokine production.

4. The method of claim 3 , wherein the cytokine is IL-6.

5. The method of claim 3 , wherein the cytokine is TNF-α.

6. A method of suppressing cytokine or chemokine production in a subject having a bacterial infection, said method comprising administering a therapeutically effective amount of a zwitterionic derivative of chitosan to a subject having a bacterial infection, wherein cytokine or chemokine production is induced in the subject by bacterial lipopolysaccharide (LPS), wherein the zwitterionic derivative of chitosan has an anhydride to amine (An/Am) ratio of 0.3 to 0.7, and wherein the zwitterionic derivative of chitosan was synthesized by partial amidation of a chitosan with succinic anhydride.

7. The method of claim 6 , wherein the cytokine or chemokine production is by white blood cells.

8. The method of claim 6 , wherein the cytokine or chemokine production is by one or more of monocytes, neutrophils, eosinophils, basophils, lymphocytes, macrophages, B cells, T cells, natural killer cells, dendritic cells, and follicular dendritic cells.

9. The method of claim 6 , wherein the cytokine production is the production of pro-inflammatory cytokines.

10. The method of claim 6 , wherein the cytokine production is IL-6.

11. The method of claim 6 , wherein the cytokine production is TNF-α.

12. The method of claim 6 , wherein the cytokine production is Macrophage Inflammatory Protein 2 (MIP-2) production.

13. The method of claim 9 , wherein the pro-inflammatory cytokines are one or more of interleukin-1 β(IL-1β), interleukin-6 (IL-6), interleukin-12(IL-12), interferon-γ(IFN-γ), and tumor necrosis factor alpha (TNF-α).

14. A method of suppressing cytokine or chemokine production in a subject having a bacterial infection, said method comprising the step of administering a therapeutically effective amount of a nanoparticle structure to a subject having a bacterial infection, wherein the nanoparticle structure comprises a zwitterionic derivative of chitosan and a dendrimer, wherein the cytokine or chemokine production is induced by lipopolysaccharide (LPS), wherein the zwitterionic derivative of chitosan has an anhydride to amine (An/Am) ratio of 0.3 to 0.7, and wherein the zwitterionic derivative of chitosan was synthesized by partial amidation of a chitosan with succinic anhydride.

15. The method of claim 14 , wherein the cytokine or chemokine production is by activated macrophages.

16. The method of claim 14 , wherein the chitosan binds directly to the LPS.

17. The method of claim 14 , wherein the cytokine is IL-6.

18. The method of claim 14 , wherein the cytokine is TNF-α.

19. The method of claim 14 , wherein the chemokine is MIP-2.

20. The method of claim 14 , wherein the zwitterionic derivative of chitosan has an isoelectric point (pI) between about 4 and about 7.

Assignments (3)
CONFIRMATORY LICENSE Recorded Sep 12, 2017
From: PURDUE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 043820/0727 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2017
From: YEO, YOON; BAJAJ, GAURAV; CHO, EUN JUNG; XU, PEISHENG; LIU, KAREN
To: PURDUE RESEARCH FOUNDATION
Reel/Frame 042324/0730 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2017
From: YEO, YOON; BAJAJ, GAURAV; XU, PEISHENG; LIU, KAREN; CHO, EUN JUNG
To: PURDUE RESEARCH FOUNDATION
Reel/Frame 042308/0600 →
Continuity (4)
Continuation In Part 15212771 · Jul 18, 2016
Continuation 13628991 · Sep 27, 2012
Provisional Application 61539557 · Sep 27, 2011
Related Publication 20170143755A1 · May 25, 2017