IP Library Granted Patent US 11,717,532
Granted Patent B2
US 11,717,532 · App. 15/923,696 · Granted Aug 8, 2023

Methods and compositions for treating wounds utilizing chitosan compounds

Inventors: Shenda M. Baker (Upland, CA); William P. Wiesmann (Chevy Chase, MD); Ruth Baxter (Los Angeles, CA)
Assignee: SYNEDGEN, INC.
A61K31/722A61K47/61A61L26/0023A61L26/0066C08L5/08A61L2300/404A61L2300/41A61L2300/64
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Quick Facts
Patent No.
US 11,717,532
App. No.
15/923,696
Granted
Aug 8, 2023
Kind
B2
Abstract

Described herein are methods of treating wounds, the method comprising administering to a subject an effective amount of a composition comprising a soluble or derivatized chitosan wherein the soluble or derivatized chitosan when administered contacts the wound, thereby treating the wound.

Claims (29)

1. A method of treating a wound in the eye of a subject, the method comprising topically administering to the eye of the subject an effective amount of an aqueous pharmaceutical composition comprising:

dextrose;

sterile water; and

a soluble derivatized chitosan, wherein the derivatized chitosan is of the following formula (I):

wherein:

n is an integer between 20 and 6000; and

each R 1 is independently selected for each occurrence from hydrogen, acetyl,

wherein at least 25% of R 1 substituents are H, at least 1% of R 1 substituents are acetyl, and at least 2% of R 1 substituents are

wherein the molecular weight of the derivatized chitosan is between about 10,000 and 350,000 Da,

wherein 36 hours after administration of the aqueous pharmaceutical composition, the eye wound has lower cumulative corneal scores compared to an eye wound treated with a composition consisting essentially of dextrose and sterile water,

thereby treating the wound in the eye of the subject.

2. The method of claim 1 , wherein the composition decreases the inflammation associated with the wound or healing of the wound.

3. The method of claim 1 , wherein the composition reduces the healing time or increases the healing rate of the wound.

4. The method of claim 1 , wherein the composition is administered at least 1, 2, 3, 4, 5, or 6 times daily.

5. The method of claim 1 , wherein the composition comprises from about 50 μg/mL to about 500 μg/mL of the compound of Formula (I).

6. The method of claim 1 , wherein the derivatized chitosan is functionalized at between 5% and 50%.

7. The method of claim 1 , wherein the derivatized chitosan has a polydispersity index of from 1.0 to 2.5.

8. The method of claim 1 , wherein the derivatized chitosan is soluble in the composition from about pH 6 to about pH 8.

9. The method of claim 1 , wherein the derivatized chitosan is soluble in the composition from about pH 6.8 to about pH 7.4.

10. The method of claim 1 , wherein the subject has undergone a surgical procedure, wherein the surgical procedure is laser eye surgery, refractive surgery, cataract surgery, glaucoma surgery, canaloplasty, corneal surgery, vitreo-retinal surgery, eye muscle surgery, or oculoplastic surgery.

11. The method of claim 1 , wherein the wound is from a surgical procedure.

12. The method of claim 1 , wherein the method reduces scarring in the eye.

13. The method of claim 1 , wherein the method reduces loss of vision due to scarring in the eye.

14. The method of claim 1 , wherein the wound is not a result of an infection.

15. The method of claim 1 , wherein the wound is from exposure to a chemical warfare agent selected from the group consisting of lachrymatory agents, vomiting agents, psychological agents, blister agents, arsenicals, urticants, blood agents, choking agents or pulmonary agent, and nerve agents.

16. The method of claim 1 , wherein the method further comprises administering to the subject an analgesic.

17. The method of claim 1 , wherein the method further comprises administering to the subject an antibiotic.

18. The method of claim 1 , wherein the wound is from exposure to a chemical warfare agent, wherein the chemical warfare agent is nitrogen mustards or sulfur mustards.

19. The method of claim 1 , wherein the wound is from exposure to a chemical warfare agent selected from the group consisting of chlorotoluene, benzyl bromide, bromoacetone, bromobenzylcyanide, bromomethyl ethyl ketone, capsaicin, chloracetophenone, chloromethyl chloroformate, dibenzoxazepine, ethyl iodoacetate, ortho-chlorobenzylidene malononitrile, trichloromethyl chloroformate, and xylyl bromide, adamsite, diphenylchloroarsine, diphenylcyanoarsine, 3-quinuclidinyl benzilate, phencyclidine, lysergic acid diethylamide, bis(2-chloroethyl)ethylamine, bis(2-chloroethyl)methylamine, tris(2-chloroethyl)amine, 1,2-bis(2-chloroethylthio)ethane, 1,3-bis(2-chloroethylthio)-n-propane, 1,4-bis(2-chloroethylthio)-n-butane, 1,5-bis(2-chloroethylthio)-n-pentane, 2-chloroethylchloromethylsulfide, bis(2-chloroethyl)sulfide, bis(2-chloroethylthio)methane, bis(2-chloroethylthiomethyl)ether, bis(2-chloroethylthioethyl) ether, ethyldichloroarsine, methyldichloroarsine, phenyldichloroarsine, 2-chlorovinyldichloroarsine, phosgene oxime, cyanogen chloride, hydrogen cyanide, arsine, chlorine, chloropicrin, diphosgene, phosgene, G series, GV series, and V series.

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 Jun 29, 2022
From: BAKER, SHENDA; WIESMANN, WILLIAM; BAXTER, RUTH
To: SYNEDGEN, INC.
Reel/Frame 060353/0520 →
Continuity (5)
Continuation 15173218 · Jun 3, 2016
Continuation 13639560
Provisional Application 61451430 · Mar 10, 2011
Provisional Application 61321437 · Apr 6, 2010
Related Publication 20180200286A1 · Jul 19, 2018