IP Library Granted Patent US 11,839,626
Granted Patent B2
US 11,839,626 · App. 15/693,806 · Granted Dec 12, 2023

Composition and kits for inhibition of pathogenic microbial infection and methods of using the same

Inventors: Joseph Charles Salamone (San Antonio, TX); Katelyn Elizabeth Reilly (San Antonio, TX); Ronald Thomas Nixon (Sugar Land, TX); Ann Beal Salamone (San Antonio, TX); Kelly Xiaoyu-Chen Leung (San Antonio, TX)
Assignee: ROCHAL TECHNOLOGIES LLC
A61K31/785A01N25/10A01N25/34A01N47/44A61K8/046A61K8/43A61K8/84A61K8/9789A61K9/0014A61K9/7015A61K31/23A61K36/61A61K45/06A61P31/00A61Q17/005A61Q17/02A61Q17/04A61Q19/005
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Quick Facts
Patent No.
US 11,839,626
App. No.
15/693,806
Granted
Dec 12, 2023
Kind
B2
Abstract

Antimicrobial polymer coating formulations are prepared that protect biological surfaces by treating, reducing, ameliorating, preventing or inhibiting pathogenic microorganism ingress to a human or animal host, reducing the potential for infection, particularly by necrotizing fasciitis originating microorganisms, through use of a polymer coating barrier containing antimicrobial agents that facilitates sustained release of biocidal agents active against such opportunistic microorganisms. Such formulations are effective for inhibiting microbial ingress pertaining to soft tissue and skin tears, abrasions, punctures and surgical wounds, and can be used as in water environments and as a skin protectant sunscreen and insect repellent.

Claims (43)

1. A method of killing Vibrio vulnificus on a biological surface, comprising:

applying a liquid antimicrobial, water-insoluble, polymer formulation to the biological surface, said liquid antimicrobial, water-insoluble, polymer formulation comprising:

0.10 to 50.0 wt-% of a water-insoluble polymer dissolved in about 45.0 to 99.7 wt-% of a volatile polar and/or nonpolar liquid,

0.30 wt-% to 1.0 wt-% poly(hexamethylene biguanide), one or more salts of poly(hexamethylene biguanide), or combinations thereof, and

an antimicrobial composition comprising 0.20 wt-% to 4.0 wt-% of glycerol monolaurate;

wherein all weight percentages are based on the total weight of the antimicrobial, water-insoluble, polymer coating formulation; and

evaporating said volatile polar and/or nonpolar liquid from the biological surface to obtain a polymer coating thereon;

wherein the polymer coating formed by said evaporating provides a log reduction of at least 2 log orders at 48 hours against Vibrio vulnificus.

2. The method according to claim 1 , wherein said applying step comprises application by at least one method selected from the group consisting of spraying, wiping, dipping, painting, brushing, casting, and aerosolization.

3. The method according to claim 1 , wherein the antimicrobial composition is present in an amount of up to 10.00 wt-%, and the antimicrobial composition further comprises one or more antimicrobial agents selected from the group consisting of alexidine, a salt of alexidine, chlorhexidine, a salt of chlorhexidine, and benzethonium chloride.

4. The method according to claim 1 , wherein the antimicrobial composition further comprises a monoacyl glycerol selected from the group consisting of 1-O-decanoylglycerol, monocaprin, 1-O-undecanoylglycerol, 1-O-undecenoylglycerol, 1-O-tridecanoylglycerol , 1-O-tetradecanoylglycerol, monomyristin, 1-O-pentadecanoylglycerol, 1-O-hexadecanoylglycerol, 1-O-heptadecanoylglycerol, 1-O-octanoylglycerol, monocaprylin, and combinations thereof.

5. The method according to claim 1 , wherein the antimicrobial composition further comprises one or more antimicrobial agents selected from the group consisting of alexidine, a salt of alexidine and combinations thereof.

6. The method according to claim 1 , wherein the antimicrobial composition further comprises at least one additional additive selected from the group consisting of surfactants, sunscreen agents, insect repelling agents, emollients, active pharmaceutical agents, antibiotics, essential oils, polymer film fiexibilizers, plasticizers, compatibilizers, skin care additives, and combinations thereof.

7. The method according to claim 1 , wherein the antimicrobial composition further comprises a surfactant selected from the group consisting of poloxamers, poloxamines, polyethylene glycol esters of fatty acids, polyoxyethylene or polyoxypropylene ethers of C 12 -C 18 higher alkanes polysorbate 20, polysorbate 80, polyoxyethylene propylene glycol stearate, nonylphenol ethoxylates, cocoamidopropyl betaine, decyl glucoside, lauryl glucoside, sodium N-lauryl-B-iminodipropionate, sodium lauriminodipropionate, disodium lauriminodipropionate, disodium 3,3′-(dodecylimino)dipropanoate, disodium 3-[2-carboxylatoethyl(dodecyl)amino]propanoate, disodium lauroamphodiacetate, sodium-2-ethylhexyliminodipropionate, disodium cocoamphodiacetate, sodium cocoamphoacetate, ammonium lauriminodipropionate, triethanolamine lauraminopropionate, disodium cocaminodipropionate, cocamidopropyl betaine, lauramidopropyl betaine, cocobetaine, laurylbetaine, isostearamidopropyl betaine, cocamidopropyl hydroxysultaine, lauramidopropyl hydroxysultaine, disodium capryloamphodiacetate, sodium lauroamphoacetate, sodium cocaminodipropionate, ammonium cocaminodipropionate, triethanolamine lauriminodipropionate, sodium cocoamphohydroxypropylsulfonate, sodium cocoamphopropionate, sodium cornamphopropionate, sodium lauroamphohydroxypropylsulfonate, sodium lauroamphopropionate, ammonium cocaminopropionate, ammonium cocoamphoacetate, disodium caproamphodiacetate, disodium caproamphoadipropionate, disodium capryloamphodiacetate, disodium capryloamphodipriopionate, disodium cocoamphocarboxyethylhydroxypropylsulfonate, disodium laureth-5 carboxyamphodiacetate, disodium oleoamphodipropionate, disodium PPG-2-isodecethyl-7 carboxyamphodiacetate, lauraminopropionic acid, lauroamphodipropionic acid, lauryl aminopropylglycine, lauryl diethylenediaminoglycine, cocoamidopropyldimethylglycine, cocoamphocarboxypropionate, cocamidopropyl PG-dimonium chloride phosphate, oleamidopropyl betaine, myristamidopropyl betaine, dimethicone propyl PG-betaine, palmitamidopropyl betaine, undecylenamidopropyl betaine, and combinations thereof.

8. The method according to claim 1 , wherein the antimicrobial composition further comprises a sunscreen agent selected from the group consisting of avobenzone (butylmethoxydibenzoylmethane; 4-tert-butyl-4′-methoxydibenzoylmethane), homosalate (homomenthyl salicylate; 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate), octisalate (octyl salicylate; 2-ethylhexyl salicylate; 2-ethylhexyl 2-hydroxybenzoate), octocrylene (2- ethylhexyl-2-cyano-3,3-diphenyl-2-acrylate; 2-ethylhexyl-2-cyano-3,3-diphenyl-2- propenoate), oxybenzone (benzophenone-3; (2-hydroxy-4-methoxyphenyl)phenylmethanone; 2-hydroxy-4-methoxybenzophenone), otinoxate (ethylhexyl methoxycinnamate; octyl methoxycinnamate), zinc oxide, titanium dioxide, and combinations thereof.

9. The method according to claim 1 , wherein the antimicrobial composition further comprises an insect repelling agent selected from the group consisting of oil of lemon eucalyptus, p-menthane-3,8-diol, picaridin, icaridin, lemongrass oil, citronella oil, castor oil, cedar oil, clove oil, geraniol oil, peppermint oil, eucalyptus oil, pine oil, rosemary oil, cedarwood oil, lavender oil, spearmint oil, lime oil, bog myrtle, neem oil, soybean oil, N,N-diethyltoluatnide, and combinations thereof.

10. The method according to claim 1 , wherein the liquid antimicrobial, water-insoluble, polymer formulation further comprises a film-forming polymer selected from the group consisting of acrylate polymers, methacrylate polymers, siloxanyl polymers, dimethicones, acrylamide polymers, octylacrylamide polymers, vinyl acetate polymers, N-vinylpyrollidone polymers, maleate polymers, crotonate polymers, alkene polymers, styrene polymers, butadiene polymers, vinyl methyl ether polymers, vinyl proprionate polymers, urethane polymers, polyesters, quaternary ammonium polymers, N-vinylcaprolactam polymers, and combinations thereof.

11. The method according to claim 1 , wherein the liquid. antimicrobial, water-insoluble, polymer formulation further comprises an aerosol propellant selected from the group consisting of ethane, propane, n-butane, isobutane, 1,1,1,2-tetrafluoroethane, 1,1,1,2,3,3,3-heptafluoropropane, dimethyl ether, methyl ethyl ether, compressed gases selected from the group consisting of nitrogen, nitrous oxide, air, and carbon dioxide, and combinations thereof.

12. The method according to claim 1 , wherein the liquid antimicrobial, water-insoluble, polymer formulation further comprises 0.10 wt-% to 4.0 wt-% of solubilized water as part of the volatile polar and/or nonpolar liquid.

13. The method according to claim 1 , wherein the liquid antimicrobial, water-insoluble, polymer formulation is non-aqueous.

14. The method according to claim 1 , wherein the biological surface is skin, tissue, or mucous membrane.

15. A method of treating or limiting growth of Vibrio vulnficus comprising:

administering a liquid antimicrobial polymer composition to a subject to form an antimicrobial, water-insoluble, polymer coating,

wherein the antimicrobial, water-insoluble, polymer coating comprises: poly(hexamethylene biguanide), one or more salts of poly(hexamethylene biguanide), or combinations thereof in an amount from at least 1.0 wt-% to 10.00 wt-%,

an antimicrobial composition comprising 0.60 wt-% to 10.00 wt-% of glycerol monolaurate, and

up to 98.4 wt-% of a water-insoluble, polymer,

wherein all weight percentages are based on the total weight of the antimicrobial, water-insoluble, polymer coating composition;

wherein said antimicrobial, water-insoluble, polymer coating provides a log reduction of at least 2 log orders at 48 hours against the Vibrio vulnficus.

16. A method of limiting the growth of Vibrio vulnficus on a biological surface, comprising:

administering a liquid antimicrobial, water-insoluble, polymer composition to the biological surface to form an antimicrobial, water-insoluble, polymer coating,

wherein the liquid antimicrobial, water-insoluble, polymer composition comprises: 45.0 to 99.4 wt-% of a volatile polar and/or nonpolar liquid;

0.10 to 50.0 wt-% of a water-insoluble polymer dissolved in said volatile polar and/or nonpolar liquid;

0.30 wt-% to 1.0 wt-% poly(hexamethylene biguanide), one or more salts of poly(hexamethylene biguanide), or combinations thereof, and

an antimicrobial composition comprising 0.20 wt-% to 4.0 wt-% of glycerol monolaurate,

wherein all weight percentages are based on the total weight of the liquid antimicrobial, water-insoluble, polymer composition;

wherein a polymer coating formed from said liquid, antimicrobial, water-insoluble, polymer composition provides a log reduction of at least 2 log orders at 48 hours against the Vibrio vulnficus.

17. The method according to claim 1 , wherein said applying step comprises mitigating an infection caused by the Vibrio vulnficus.

18. The method according to claim 1 , wherein the antimicrobial composition is present in an amount of up to 10.00 wt-%, and the antimicrobial composition further comprises

one or more antimicrobial agents selected from the group consisting of alexidine, a salt of alexidine, and combinations thereof.

19. The method according to claim 15 , wherein the antimicrobial composition is present in an amount of up to 10.00 wt-%, and the antimicrobial composition further comprises

one or more antimicrobial agents selected from the group consisting of alexidine, a salt of alexidine, and combinations thereof.

20. The method according to claim 16 , wherein the antimicrobial composition is present in an amount of up to 10.00 wt-%, and the antimicrobial composition further comprises

one or more antimicrobial agents selected from the group consisting of alexidine, a salt of alexidine, and combinations thereof.

Assignments (5)
SECURITY INTEREST Recorded Apr 18, 2024
From: ROCHAL TECHNOLOGIES, LLC
To: CRG SERVICING LLC
Reel/Frame 067154/0698 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2021
From: ROCHAL INDUSTRIES, LLC
To: SANARA MEDTECH INC.
Reel/Frame 057079/0684 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2021
From: SANARA MEDTECH INC.
To: ROCHAL TECHNOLOGIES LLC
Reel/Frame 057079/0866 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2017
From: SALAMONE, JOSEPH CHARLES; REILLY, KATELYN ELIZABETH; NIXON, RONALD THOMAS; SALAMONE, ANN BEAL; LEUNG, KELLY XIAOYU-CHEN
To: ROCHAL INDUSTRIES LLP
Reel/Frame 043471/0073 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2017
From: ROCHAL INDUSTRIES, LLP
To: ROCHAL INDUSTRIES, LLC
Reel/Frame 043471/0132 →
Continuity (2)
Division 14504079 · Oct 1, 2014
Related Publication 20170360825A1 · Dec 21, 2017