Formulation of dual cycloxygenase (COX) and lipoxygenase (LOX) inhibitors for mammal skin care

Patent metadata

Field	Value
Publication number	US-9622964-B2
Application number	US-201414445688-A
Country	US
Kind code	B2
Filing date	Jul 29, 2014
Priority date	Apr 4, 2003
Publication date	Apr 18, 2017
Grant date	Apr 18, 2017

Abstract

The present invention provides a novel composition of matter comprised of a mixture of two specific classes of compounds—Free-B-Ring flavonoids and flavans—for use in the prevention and treatment of diseases and conditions associated with the skin. This composition of matter simultaneously inhibits cyclooxygenase (COX) and lipoxygenase (LOX) enzymatic activity in normal, aged and damaged dermal cells and tissues. This invention further provides a method for the prevention and treatment of diseases and conditions of the skin mediated by cyclooxygenase (COX) and lipoxygenase (LOX). The method for preventing and treating COX and LOX mediated diseases and conditions of the skin is comprised of topically administering to a host in need thereof a therapeutically effective amount of a composition comprising a mixture of Free-B-Ring flavonoids and flavans synthesized and/or isolated from a single plant or multiple plants, preferably in the Scutellaria and Acacia genus of plants and pharmaceutically and/or cosmetically acceptable carriers. Finally the present invention provides a method for the prevention and treatment of COX and LOX mediated diseases and conditions, including but not limited to sun burns, thermal burns, acne, topical wounds, minor inflammatory conditions caused by fungal, microbial and viral infections, vitilago, systemic lupus erythromatosus, psoriasis, carcinoma, melanoma, as well as other mammal skin cancers, skin damage resulting from exposure to ultraviolet (UV) radiation, chemicals, heat, wind and dry environments, wrinkles, saggy skin, lines and dark circles around the eyes, dermatitis and other allergy related conditions of the skin. Use of the composition described herein also affords the benefit of smooth and youthful skin with improved elasticity, reduced and delayed aging, enhanced youthful appearance and texture, and increased flexibility, firmness, smoothness and suppleness.

First claim

The invention claimed is:

1. A method for promoting youthful skin appearance or texture, comprising administering to a subject an effective amount of a composition comprising a mixture of a Scutellaria extract enriched for Free-B-Ring flavonoids containing baicalin and an Acacia extract enriched for flavans containing catechin, epicatechin or both, wherein the weight ratio of Scutellaria extract to Acacia extract in the composition ranges from 10:90 to 90:10, respectively,
wherein the youthful skin appearance or texture is promoted by inhibiting cyclooxygenase and 5-lipoxygenase activity.

2. The method of claim 1 , wherein each of the Scutellaria extract and the Acacia extract is independently obtained from a plant part selected from stems, stem barks, trunks, trunk barks, twigs, tubers, roots, root barks, young shoots, seeds, rhizomes, flowers or other reproductive organs, leaves or other aerial parts, or any combination thereof.

3. The method of claim 1 , wherein the Scutellaria is selected from Scutellaria baicalensis, Scutellaria lateriflora, Scutellaria radix or Scutellaria orthocalyx.

4. The method of claim 1 , wherein one or more of the Free-B-Ring flavonoids of the Scutellaria extract have the following structure:

wherein R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, —OH, —SH, —OR, —SR, —NH 2 , —NHR, —NR 2 , —NR 3 + X − , a carbon, oxygen, nitrogen or sulfur, glycoside of a single or a combination of multiple sugars, wherein the sugars comprise aldopentoses, methyl-aldopentose, aldohexoses, ketohexose or derivatives thereof;
wherein R is an alkyl group having between 1-10 carbon atoms; and
X is hydroxyl, chloride, iodide, sulfate, phosphate, acetate, fluoride or carbonate.

5. The method claim 1 , wherein the Acacia is selected from a Acacia catechu, Acacia concinna, Acacia farnesiana, Acacia Senegal, Acacia speciosa, Acacia arabica, A. caesia, A. pennata, A. sinuata, A. mearnsii, A. picnantha, A. dealbata, A. auriculiformis, A. holoserecia and A. mangium plant species.

6. The method of claim 1 , wherein one or more of the flavans of the Acacia extract have the following structure:

wherein R 1 , R 2 , R 3 , R 4 and R 5 are independently H, —OH, —SH, —OCH 3 , —SCH 3 , —OR, —SR, —NH 2 , —NRH, —NR 2 , —NR 3 + X − , a gallate ester, an acetate ester, a cinnamoylester, a hydroxyl-cinnamoyl ester, a trihydroxybenzoyl ester, a caffeoyl ester, a carbon, oxygen, nitrogen or sulfur glycoside of a single, or a combination of multiple sugars, wherein the sugars comprise aldopentoses, methyl aldopentose, aldohexoses, ketohexose or derivatives thereof or dimer, trimer or other polymerized flavans;
wherein R is an alkyl group having between 1-10 carbon atoms; and
X is hydroxyl, chloride, iodide, sulfate, phosphate, acetate, fluoride or carbonate.

7. The method of claim 1 , wherein the weight ratio of Scutellaria extract to Acacia extract in the composition is about 12:88, 15:85, or 20:80.

8. The method of claim 1 , wherein the improved youthful skin appearance or texture is selected from improved elasticity, enhanced texture, increased flexibility, increased firmness, increased smoothness, or increased suppleness of the skin.

9. The method of claim 1 , wherein the youthful skin appearance or texture is selected from reduced wrinkles, reduced saggy skin, reduced lines and dark circles around the eyes, or reduced and delayed aging.

10. The method of claim 1 , wherein the subject is a human.

11. The method of claim 1 , wherein the composition is administered orally or topically.

12. The method of claim 11 , wherein the composition is topically administered using a non-sticking gauze, a bandage, a swab, a cloth wipe, a patch, a mask, a protectant, a cleanser, an antiseptic, a solution, a cream, a lotion, an ointment, a gel or an emulsion, a liquid, a paste, a soap, or a powder.

13. The method of claim 1 , wherein the composition further comprises an excipient that is dermatologically or cosmetically suitable for topical application.

14. The method of claim 13 , further comprising an adjuvant, a carrier, a regular or controlled releasing vehicle, or any combination thereof.

15. The method of claim 1 , wherein the composition is administered as a dermatological or cosmetic formulation comprising from 0.001 weight percent (wt %) to 40.0 wt % of the extract mixture in a dermatologically or cosmetically acceptable carrier.

16. The method of claim 15 , wherein the dermatological or cosmetic formulation comprises from 0.5 wt % to 1.5 wt % of the extract mixture.

17. A method for promoting youthful skin appearance or texture, comprising administering to a subject an effective amount of a composition comprising a mixture of a Scutellaria extract enriched for Free-B-ring flavonoids containing baicalin and an Acacia extract enriched for flavans containing catechin, epicatechin or both, wherein the weight ratio of Scutellaria extract to Acacia extract in the composition ranges from 10:90 to 90:10, respectively,
wherein the youthful skin appearance or texture is promoted by inhibiting peroxidase activity.

18. A method for improving a condition of the skin, comprising administering to a subject in need thereof an effective amount of a composition comprising a mixture of a Scutellaria extract enriched for Free-B-Ring flavonoids containing baicalin and an Acacia extract enriched for flavans containing catechin, epicatechin or both, wherein the weight ratio of Scutellaria extract to Acacia extract in the composition ranges from 10:90 to 90:10, respectively,
wherein the condition of the skin is improved by inhibiting cyclooxygenase and 5-lipoxygenase activity, and wherein the condition of the skin is selected from the group consisting of a sun burn, thermal burn, sensitive skin, acne, topical wound, minor inflammatory condition caused by fungal, microbial or viral infections, vitiligo, systemic lupus erythematosus, psoriasis, skin damage from exposure to ultraviolet radiation, chemicals, dry skin, and allergy-related.

19. The method of claim 18 , wherein the subject is a human.

Assignees

• Unigen Inc

Inventors

• Jia Qi

Classifications

• A61P17/00

  Drugs for dermatological disorders · CPC title

• A61K36/47

  Euphorbiaceae (Spurge family), e.g. Ricinus (castorbean) · CPC title

• A61K2800/782

  Enzyme inhibitors; Enzyme antagonists · CPC title

• A61K45/06

  Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca · CPC title

• A61K36/11

  Pteridophyta or Filicophyta (ferns) · CPC title