Antimicrobial compositions and methods of use

• US 10,383,330 B2
• Filed: 03/13/2014
• Issued: 08/20/2019
• Est. Priority Date: 03/15/2013
• Status: Active Grant

• Current Assignee: Purdue Research Foundation (Purdue University)
• Original Assignee: Purdue Research Foundation (Purdue University)
• Inventors: Li, Jianming, Connell, Sean Dennis
• Primary Examiner(s): Pak, John
• Assistant Examiner(s): Holt, Andriae M
• Application Number:
  US14/775,865
• Publication Number:
  US 20160007594A1
• Time in Patent Office: 1,986 Days
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16
• CPC Class Codes: A01N 25/22 containing ingredients stabilising the active ingredients
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 27/00 Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
• CPC Class Codes: A01N 31/04 Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
• CPC Class Codes: A01N 31/06 Oxygen or sulfur directly attached to a cycloaliphatic ring system
• CPC Class Codes: A01N 31/08 Oxygen or sulfur directly attached to an aromatic ring system
• CPC Class Codes: A01N 31/14 Ethers
• CPC Class Codes: A01N 31/16 with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 49/00 Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group , wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group , wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof containing hydrocarbons A01N27/00
• CPC Class Codes: A01N 65/22 Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
• CPC Class Codes: A23B 7/00 Preservation or chemical ripening of fruit or vegetables
• CPC Class Codes: A61K 47/10 Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
• CPC Class Codes: A61K 8/06 Emulsions
• CPC Class Codes: A61K 8/347 Phenols
• CPC Class Codes: A61K 9/10 Dispersions; Emulsions A61K9/06 takes precedence; composition of dispersions, emulsions A61K47/00
• CPC Class Codes: A61L 15/00 Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads for liquid bandages A61L26/00; radioactive dressings A61N5/1029
• CPC Class Codes: A61L 26/00 Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
• CPC Class Codes: A61L 26/0061 Use of materials characterised by their function or physical properties

Abstract

Disclosed are antimicrobial emulsions, products comprising the emulsions, and methods of use.

Claims

1. A self-assembling antimicrobial formulation comprising:

an effective amount of an active component, the active component comprising thymol, wherein thymol is present at a concentration of 0.02% to 1% by weight;

a non-ionic or anionic surfactant selected from the group consisting of polysorbates and sodium laureth sulfate, wherein the non-ionic or anionic surfactant is present at a concentration of 0.0015% to 0.1% by weight;

an organic co-solvent selected from the group consisting of ethanol, acetic acid, and citric acid, wherein the co-solvent is present at a concentration of 0.2 to 2% by weight; and

water, wherein the weight ratio of thymol to the nonionic or anionic surfactant is 10;

1 to 5;

1, and

wherein the formulation is a self-assembling emulsion having a mean emulsion droplet size from about 25 nm to 900 nm.

2. The antimicrobial formulation of claim 1, wherein the antimicrobial formulation is effective against microorganisms selected from the group consisting of Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus MRSA strain, Enterococcus faecalis VRE strain, Candida albicans, Herpes simplex 1, Salmonella typhimurium and Listeria monocytogenes.

3. The antimicrobial formulation of claim 2, wherein the formulation inactivates the microorganisms by a factor of greater than or equal to a 3-log reduction within about 10 minutes.

4. The antimicrobial formulation of claim 1, wherein the thymol is present at a concentration of about 0.05% to about 0.10% by weight.

5. The antimicrobial formulation of claim 1, wherein the surfactant is present at a concentration of about 0.005% to about 0.01% by weight.

6. The antimicrobial formulation of claim 1, wherein the organic co- solvent is present at a concentration of about 0.25% to about 1% by weight.

7. The antimicrobial formulation of claim 1, wherein the antimicrobial formulation is delivered in an emulsion form.

8. The antimicrobial formulation of claim 1, wherein a mean emulsion droplet size of the emulsion is about 25 nm to about 500 nm.

9. The antimicrobial formulation of claim 1, wherein a mean emulsion droplet size of the emulsion is about 100 nm to about 600 nm.

10. The antimicrobial formulation of claim 1 further comprising a chelating agent.

11. The antimicrobial formulation of claim 10, wherein the chelating agent comprises at least one selected from the group consisting of EDTA and citric acid.

12. The antimicrobial formulation of claim 1 further comprising a spore germinating agent.

13. The antimicrobial formulation of claim 1, wherein the antibacterial formulation is used for at least one of a surface disinfectant, an antiseptic preparation for wounds, and an agricultural disinfectant.

14. The antimicrobial formulation of claim 1, wherein the antibacterial formulation is implemented in a liquid form.

15. The antimicrobial formulation of claim 1, wherein the antibacterial formulation is incorporated into a hydrocolloid suspension.

16. The antimicrobial formulation of claim 1, wherein the weight ratio of active component to the non-ionic or anionic surfactant is 10:

1.

17. The antimicrobial formulation of claim 16, wherein the active component is present at a concentration of about 0.063% to about 0.0315% by weight.

18. The antimicrobial formulation of claim 1, wherein the surfactant is selected from the group consisting of polysorbate 20 and sodium laureth sulfate.

19. A product comprising the self-assembling antimicrobial formulation of claim 1 selected from the group consisting of cleaning solutions, disinfectants, sanitizers, antiseptics, wound care preparations, agricultural sprays or rinses, fruit and vegetable sprays for home use, wipes, and personal care products.

20. A method for reducing viable microorganisms on an object, comprising contacting the object with an effective amount of the antimicrobial formulation of claim 1.

21. The method of claim 20, wherein the object comprises a hard surface, biologic tissue, or foodstuff.

22. A self-assembling antimicrobial formulation consisting of:

thymol, wherein thymol is present at a concentration of 0.02% to 1% by weight;

a non-ionic or anionic surfactant selected from the group consisting of polysorbates and sodium laureth sulfate, wherein the non-ionic or anionic surfactant is present at a concentration of 0.0015% to 0.1% by weight;

an organic co-solvent selected from the group consisting of ethanol, acetic acid, and citric acid, wherein the co-solvent is present at a concentration of 0.2 to 2% by weight; and

water, wherein the weight ratio of thymol to the nonionic or anionic surfactant is 10;

1 to 5;

1, and

wherein the formulation is a self-assembling emulsion having a mean emulsion droplet size from about 25 nm to 900 nm.