# US 11,297,835 B2 · Aqueous compositions of perillic acid compounds

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- Number: US 11,297,835 B2
- Document ID: US11297835B2
- Status: Granted
- Kind: B2
- Application number: 16/072,336
- Filed: 2016-12-22
- Published: 2019-01-31
- Granted: 2022-04-12
- Earliest claimed: 2016-01-29
- Assignees: BRAIN Biotech AG
- Applicants: B.R.A.I.N. Biotechnology Research and Information Network AG
- Inventors: Jessica Rehdorf; Alice Kleber
- Web page: https://patentgrep.com/patent/US11297835B2

## CPC

- A01N 37/08: containing carboxylic groups or thio analogues thereof, directly attached by the carbon atom to a cycloaliphatic ring; Derivatives thereof
- A23L 2/52: Adding ingredients (adding preservatives A23B70/10)
- A23L 33/10: using additives (addition of substantially indigestible substances A23L33/21)
- A61K 8/062: {Oil-in-water emulsions}
- A61K 8/064: {Water-in-oil emulsions, e.g. Water-in-silicone emulsions}
- A61K 8/36: Carboxylic acids; Salts or anhydrides thereof
- A61K 31/19: Carboxylic acids, e.g. valproic acid (salicylic acid A61K31/60)
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A61K 47/36: Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61P 17/00: Drugs for dermatological disorders
- A61P 17/10: Anti-acne agents
- A61P 31/04: Antibacterial agents
- A61P 31/10: Antimycotics
- A61Q 19/00: Preparations for care of the skin
- A23V 2002/00: Food compositions, function of food ingredients or processes for food or foodstuffs
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A23V: INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION

## Abstract

The present invention relates to compositions of perillic acid compounds, therapeutic and non-therapeutic uses of the compounds and compositions as well as a method of preparing the composition.

## Claims

### Claim 1

A composition comprising:
at least one perillic acid compound, selected from the group consisting of perillic acid, and one or more salts of perillic acid, and
water,
wherein the composition has a pH in the range of from 2.5 to 6.5,
wherein the perillic acid compound is present in an amount from about 0.001% (w/v) to about 0.2% (w/v)
so that the composition is capable of maintaining the total amount of Lactobacillus sp. present in the composition below 1,000 cfu/mL after 28 days at 22-25° C.

### Claim 2 (depends on 1)

The composition according to claim 1, comprising the perillic acid compound in an amount of at least 0.01% w/v.

### Claim 3 (depends on 1)

The composition according to claim 1, wherein the perillic acid compound comprises a salt of perillic acid, wherein the salt comprises the ammonium salt, the alkali metal salt or the alkaline metal salt.

### Claim 4 (depends on 1)

The composition according to claim 1, wherein the perillic acid compound comprises sodium perillate, potassium perillate, ammonium perillate, calcium perillate, magnesium perillate, and mixtures thereof.

### Claim 5 (depends on 1)

The composition according to claim 1, wherein the pH is at least 3.

### Claim 6 (depends on 1)

The composition according to claim 1, wherein the pH is from 4.5 to 6.5.

### Claim 7 (depends on 1)

The composition according to claim 1, wherein the amount of water is at least 10% by weight relative to the total amount of the composition.

### Claim 8 (depends on 1)

The composition according to claim 1, wherein the amount of water is at least 30% by weight relative to the total amount of the composition.

### Claim 9 (depends on 1)

The composition according to claim 1, wherein the perillic acid compound is used in the form of its R-enantiomer, its S-enantiomer or any mixture thereof, including racemic mixtures.

### Claim 10 (depends on 1)

The composition according to claim 1, wherein the composition comprises a foodstuff, food packaging, beverage, animal food, medicinal product, pharmaceutical product, cosmetic product, household product, plant protection, industrial or technical product.

### Claim 11 (depends on 1)

The composition according to claim 1, wherein the composition comprises limonene in a concentration of less than 10 mM.

### Claim 12 (depends on 1)

The composition according to claim 1, wherein the composition does not comprise any limonene in detectable amounts.

### Claim 13 (depends on 1)

The composition according to claim 1, wherein the composition additionally comprises at least one antimicrobial compound.

### Claim 14 (depends on 1)

The composition according to claim 1, wherein the range of said perillic acid is from about 0.000977% w/v to about 0.0099% w/v.

### Claim 15 (depends on 2)

The composition according to claim 2, wherein the range of said perillic acid is from about 0.000977% w/v to about 0.0099% w/v.

### Claim 16 (depends on 5)

The composition according to claim 5, wherein the range of said perillic acid is from about 0.000977% w/v to about 0.0099% w/v.

### Claim 17 (depends on 6)

The composition according to claim 6, wherein the range of said perillic acid is from about 0.000977% w/v to about 0.0099% w/v.
