IP Library Granted Patent US 9,029,351
Granted Patent B2
US 9,029,351 · App. 14/153,699 · Granted May 12, 2015

Chitosan-derivative compounds and methods of controlling microbial populations

Inventors: Shenda M. Baker (Upland, CA); William P. Wiesmann (Washington, DC)
Assignee: Synedgen, Inc.
A61K31/722A61L2/232A61L2/235A61L2202/23A61L2202/24C08B37/003C08L5/08
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Quick Facts
Patent No.
US 9,029,351
App. No.
14/153,699
Granted
May 12, 2015
Kind
B2
Abstract

The present invention is directed to chitosan-derivative compounds and structures, methods of making chitosan-derivative compounds and methods for controlling, inhibiting and enhancing microbial populations in a variety of environments. The present invention is also directed to the control, inhibition and enhancement of microbial populations in animals, particularly humans. The microbial populations include bacteria, viruses and other pathogens where control of microbial populations are a necessity. The chitosan-derivative compounds of the present invention include chitosan-arginine compounds, related chitosan-L/D unnatural amino acid compounds, chitosan-acid amine compounds, chitosan-L/D natural amino acid derivative compounds, co-derivatives of the chitosan-derivative compounds, salts of the chitosan derivative compounds, and chitosan-guanidine compounds.

Claims (16)

1. An oral care method for controlling microbial activity in an individual comprising administering functionalized chitosan-arginine compounds that are soluble at physiologic pH, in a therapeutically effective amount and in a therapeutically effective excipient, wherein the compounds are between 2% and 50% functionalized; are substantially free of compounds having a molecular weight of less than 5000 Da, and wherein the compounds are substantially free of polyarginine polymers.

2. The method as recited in claim 1 , wherein said pH is between 6.8 and 7.4.

3. The method as recited in claim 1 , wherein said chitosan-arginine is at least 6% but no more than 30% functionalized.

4. The method as recited in claim 3 , wherein said method comprises preventing biofilm formation.

5. The method as recited in claim 1 , wherein said method comprises inhibiting planktonic growth of Gram-negative bacteria.

6. The method as recited in claim 5 wherein said Gram-negative bacteria are selected from the group consisting of Escherichia coli, Pseudomonas aeruginosa, Pseudomonas fluorescens, Acinetobacter baumannii, Kelbsiella pneumoniae, Shigella Flexneri, Salmonella typhi and Proteus mirabilis.

7. The method as recited in claim 1 , wherein said method comprises inhibiting planktonic growth of Gram-positive bacteria.

8. The method as recited in claim 7 , wherein said Gram-positive bacteria are selected from the group consisting of Bacillus subtilis, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus mutans and Streptococcus pyogens.

9. The method as recited in claim 1 , further comprising controlling microbial populations in animals.

10. The method as recited in claim 1 , further comprising controlling microbial populations in humans.

11. An oral care method for controlling microbial populations comprising administering a purified preparation comprising a chitosan-derivative compound of the following formula:

wherein m is 0.02-0.50; q is 0.50-0.01; s is 1; p+q+m=1; the percentage degree of functionalization is m/(1−q)·100%; and X is selected from the group consisting of:

and

wherein the preparation is substantially free of compounds having a molecular weight of less than 5000 Da, and wherein the preparation is substantially free of polyarginine polymers.

12. The method as recited in claim 11 , wherein the compound comprises the following a molecular weight between 25,000 and 350,000 Da, solubility at pH between 6.8 and 7.4, wherein said q is at least 0.20 and said functionalization is between 6% and 30%.

13. The method as recited in claim 11 , wherein said method comprises preventing biofilm formation.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jan 20, 2023
From: SYNEDGEN, INC
To: UNITED STATES GOVERNMENT
Reel/Frame 062439/0921 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 29, 2014
From: BAKER, SHENDA M.; WIESMANN, WILLIAM P.
To: SYNEDGEN, INC.
Reel/Frame 034061/0371 →
Continuity (5)
Continuation 13324461 · Dec 13, 2011
Continuation 11657382 · Jan 24, 2007
Provisional Application 60838780 · Aug 18, 2006
Provisional Application 60810591 · Jun 2, 2006
Related Publication 20140301955A1 · Oct 9, 2014