Antimicrobial agents

• US 8,193,244 B1
• Filed: 05/28/2009
• Issued: 06/05/2012
• Est. Priority Date: 05/29/2008
• Status: Active Grant

• Current Assignee: Nevada Naturals, Inc.
• Original Assignee: Nevada Naturals, Inc.
• Inventors: Stockel, Richard F., Sawyer, Anthony Joseph
• Primary Examiner(s): Wang, Shengjun
• Application Number:
  US12/455,197
• Time in Patent Office: 1,104 Days
• Field of Search: 514/529, 514/534, 424/401, 424/450, 424/405
• US Class Current: 514/529
• CPC Class Codes: A01N 37/02 Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
• CPC Class Codes: A01N 37/46 N-acyl derivatives
• CPC Class Codes: A61K 2300/00 Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
• CPC Class Codes: A61K 2800/10 General cosmetic use
• CPC Class Codes: A61K 2800/524 Preservatives
• CPC Class Codes: A61K 31/223 of alpha-aminoacids
• CPC Class Codes: A61K 31/23 of acids having a carboxyl group bound to a chain of seven or more carbon atoms
• CPC Class Codes: A61K 8/375 the alcohol moiety containing more than one hydroxy group
• CPC Class Codes: A61K 8/44 Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
• CPC Class Codes: A61K 9/0036 Devices retained in the vagina or cervix for a prolonged period, e.g. intravaginal rings, medicated tampons, medicated diaphragms
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin

Abstract

The combination of N^α-long chain alkanoyl di basic amino acid alkyl ester salts with glycerol monofatty acid esters results in biocidal synergy and the extension of cidal activity of the di basic amino acid derivative for a variety of antimicrobial applications like oral care, wound care, dermatological care, animal care, and cosmetic applications.

N^α-C8-C14-long chain alkanoyl-L-arginine alkyl (C1-C4 short chain) ester salts with glycerol monofatty acid esters (C8-C14) are very effective as antimicrobial agents for hospital use particularly as a coating for surgical drapes, covers, walls, trays, table tops, gurneys, or the like. Other uses include the treatment of HSV-1 (fever sore) and as a microbicide when using the combination of the di basic amino acid ester derivative with glycerol monofatty acid esters for preventing HIV and STD'"'"'s.

Claims

1. A composition comprising N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate at a synergistically effective antimicrobial ratio in an aqueous or non-aqueous solution.

2. The composition of claim 1 wherein the N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate are present in the composition in a ratio of between about 9;

1 to about 1;

1 respectively, within which ratios the said combination of N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate provide synergistic anti-microbial activity.

3. The composition of claim 1, wherein the N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate are each present in an effective antimicrobial concentration between about 0.001 wt % and 2% wt %.

4. The composition of claim 1 which also optionally contains one or more non-ionic, cationic, or amphoteric surfactants in the range of about 0.1 to 5 wt. % based on the weight of the composition.

5. The composition of claim 1 which also contains a solvent comprising ethanol, propylene glycol, sorbitol, or polysorbate which is added to the final usage formulation in addition of any water present.

6. An antimicrobial composition as described in claim 1 whereby the final formulation has a pH of about 2.5 to about 6.0.

7. A method of inhibiting bacterial, fungi, mold, yeast, and virus growth by the application of a composition comprising N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate to a surface or a solution, said composition showing synergistic activity of N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt with glycerol monolaurate.

8. A method as described in claim 7, wherein the N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate are present in the composition in a ratio of between about 9;

1 to about 1;

1 by wt. respectively, within which ratios the said combination of N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate provide synergistic anti-microbial activity.

9. A method as described in claim 7, wherein the N^α

-lauroyl-L-arginine ethyl ester hydrochloride salt and glycerol monolaurate are each present in an effective antimicrobial concentration between about 0.001 wt % and 2% wt %.