IP Library Granted Patent US 11,400,038
Granted Patent B2
US 11,400,038 · App. 17/150,027 · Granted Aug 2, 2022

Synergistic antioxidant compositions

Inventors: Olga Dueva-Koganov (Emeryville, CA); Taylor Oswald (Oakland, CA); Christine Crane (Walnut Creek, CA); Robert Bianchini (Dana Point, CA)
Assignee: Rodan & Fields, LLC
A61K8/602A61K8/375A61K8/58A61Q19/00A61Q19/08
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Quick Facts
Patent No.
US 11,400,038
App. No.
17/150,027
Granted
Aug 2, 2022
Kind
B2
Abstract

The antioxidant compositions of various embodiments comprise methyl carboxymethylphenylaminocarboxy propylphosphonate, also known as MCAP, (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid, also known as rosmarinic acid, and 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]-4H-chromen-4-one, also known as rutin wherein the antioxidant composition demonstrate a synergistic effect compared with the MCAP, the rosmarinic acid, or the rutin alone. The methods include treating skin or hair damaged by reactive oxygen species, preventing skin or hair damage, and treating aged skin.

Claims (36)

1. A topical sunblock composition comprising about 0.000001% to about 5.0% of an antioxidant blend comprising methyl carboxymethylphenylaminocarboxy propylphosphonate (MCAP), (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid (rosmarinic acid), and 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]-4H-chromen-4-one (rutin),

wherein the ratio of the MCAP:the rosmarinic acid:the rutin in the antioxidant blend is about 1:100:100,

wherein the antioxidant blend is formulated as a sunblock, and

wherein the antioxidant blend demonstrates a synergistic effect compared with the MCAP, the rosmarinic acid, or the rutin, alone.

2. The topical sunblock composition of claim 1 , wherein the topical sunblock composition is part of an anti-aging regimen, a photoprotective regimen, an acne treatment regimen, an anti-inflammation regimen, a skin brightening regimen, or a skin lightening regimen.

3. The topical sunblock composition of claim 1 , wherein the synergistic effect is an increase in absorbance of light at 250-400 nm.

4. The topical sunblock composition of claim 1 , wherein the MCAP is present in the in an amount of about 0.00001 wt. % to about 5.0 wt. % in the topical sunblock composition.

5. The topical sunblock composition of claim 1 , wherein the rosmarinic acid is present in an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical sunblock composition.

6. The topical sunblock composition of claim 1 , wherein the rutin is present an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical sunblock composition.

7. The topical sunblock composition of claim 1 further comprising a solvent selected from the group consisting of pentylene glycol, butylene glycol, water, ethanol, and combinations thereof.

8. The topical sunblock composition of claim 1 further comprising a cosmetic additive selected from the group consisting of vitamins, cosmetic peptides, oil control agents, sensation modifying agents, skin lightening agents, hydrating formulations, a sunblock agent, a compound that absorbs or reflects UV photons, other skin care agent and combinations thereof.

9. The topical sunblock composition of claim 1 , wherein the topical sunblock composition is formulated in a form selected from the group consisting of a solution, fluid, emulsion, suspension, solid, semi-solid, jelly, paste, gel, hydrogel, ointment, lotion, emulsion, cream, foam, mousse, liquid, spray, suspension, dispersion, powder, aerosol, and color cosmetic.

10. A topical after sun skin care composition comprising about 0.000001% to about 5.0% of an antioxidant blend comprising methyl carboxymethylphenylaminocarboxy propylphosphonate (MCAP), (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid (rosmarinic acid), and 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]-4H-chromen-4-one (rutin),

wherein the ratio of the MCAP:the rosmarinic acid:the rutin in the antioxidant blend is about 1:100:100,

wherein the antioxidant blend is formulated as an after sun skin care product, and

wherein the antioxidant blend demonstrates a synergistic effect compared with the MCAP, the rosmarinic acid, or the rutin, alone.

11. The topical after sun skin care composition of claim 10 , wherein the topical after sun skin care composition is part of an anti-aging regimen, a photoprotective regimen, an acne treatment regimen, an anti-inflammation regimen, a skin brightening regimen, or a skin lightening regimen.

12. The topical after sun skin care composition of claim 10 , wherein the synergistic effect is an increase in absorbance of light at 250-400 nm.

13. The topical after sun skin care composition of claim 10 , wherein the MCAP is present in the in an amount of about 0.00001 wt. % to about 5.0 wt. % in the topical after sun skin care composition.

14. The topical after sun skin care composition of claim 10 , wherein the rosmarinic acid is present in an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical after sun skin care composition.

15. The topical after sun skin care composition of claim 10 , wherein the rutin is present an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical after sun skin care composition.

16. The topical after sun skin care composition of claim 10 further comprising a solvent selected from the group consisting of pentylene glycol, butylene glycol, water, ethanol, and combinations thereof.

17. The topical after sun skin care composition of claim 10 further comprising a cosmetic additive selected from the group consisting of vitamins, cosmetic peptides, oil control agents, sensation modifying agents, skin lightening agents, hydrating formulations, a sunblock agent, a compound that absorbs or reflects UV photons, other skin care agent and combinations thereof.

18. The topical after sun skin care composition of claim 10 , wherein the topical after sun skin care composition is formulated in a form selected from the group consisting of a solution, fluid, emulsion, suspension, solid, semi-solid, jelly, paste, gel, hydrogel, ointment, lotion, emulsion, cream, foam, mousse, liquid, spray, suspension, dispersion, powder, aerosol, color cosmetic, and hair treatment.

19. A topical skin brightening composition comprising about 0.000001% to about 5.0% of an antioxidant blend comprising methyl carboxymethylphenylaminocarboxy propylphosphonate (MCAP), (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid (rosmarinic acid), and 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[αL-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]-4H-chromen-4-one (rutin),

wherein the ratio of the MCAP:the rosmarinic acid:the rutin in the antioxidant blend is about 1:100:100,

wherein the antioxidant blend is formulated as a skin brightening product, and

wherein the antioxidant blend demonstrates a synergistic effect compared with the MCAP, the rosmarinic acid, or the rutin, alone.

20. The topical skin brightening composition of claim 19 , wherein the topical skin brightening composition is part of a photoprotective regimen, an antiaging regimen, an acne treatment regimen, an anti-inflammation regimen, a skin brightening regimen, or a skin lightening regimen.

21. The topical skin brightening composition of claim 19 , wherein the synergistic effect is an increase in absorbance of light at 250-400 nm.

22. The topical skin brightening composition of claim 19 , wherein the MCAP is present in the in an amount of about 0.00001 wt. % to about 5.0 wt. % in the topical skin brightening composition.

23. The topical skin brightening composition of claim 19 , wherein the rosmarinic acid is present in an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical skin brightening composition.

24. The topical skin brightening composition of claim 19 , wherein the rutin is present an amount of about 0.0001 wt. % to about 5.0 wt. % in the topical skin brightening composition.

25. The topical skin brightening composition of claim 19 further comprising a solvent selected from the group consisting of pentylene glycol, butylene glycol, water, ethanol, and combinations thereof.

26. The topical skin brightening composition of claim 19 further comprising a cosmetic additive selected from the group consisting of vitamins, cosmetic peptides, oil control agents, sensation modifying agents, skin lightening agents, hydrating formulations, a sunblock agent, a compound that absorbs or reflects UV photons, other skin care agent and combinations thereof.

27. The topical skin brightening composition of claim 19 , wherein the topical skin brightening composition is formulated in a form selected from the group consisting of a solution, fluid, emulsion, suspension, solid, semi-solid, jelly, paste, gel, hydrogel, ointment, lotion, emulsion, cream, foam, mousse, liquid, spray, suspension, dispersion, powder, aerosol, color cosmetic, and hair treatment.

Assignments (13)
ASSIGNMENT OF SECURITY INTERESTS IN PATENT COLLATERAL Recorded Feb 2, 2026
From: CITIBANK, N.A., IN ITS CAPACITY AS THE WITHDRAWING AGENT
To: ANKURA TRUST COMPANY, LLC, IN ITS CAPACITY AS SUCCESSOR AGENT
Reel/Frame 074643/0097 →
MERGER Recorded Oct 9, 2024
From: RODAN & FIELDS, LLC
To: RODAN & FIELDS BEAUTY, LLC
Reel/Frame 068844/0351 →
PATENT SECURITY AGREEMENT Recorded Sep 27, 2024
From: RODAN & FIELDS BEAUTY, LLC
To: ANKURA TRUST COMPANY, LLC, AS COLLATERAL AGENT
Reel/Frame 069066/0818 →
RELEASE OF SECURITY INTEREST IN PATENT COLLATERAL RECORDED ON APRIL 28, 2023, AT REEL/FRAME 063480/0786 Recorded Sep 27, 2024
From: ANKURA TRUST COMPANY, LLC, AS COLLATERAL AGENT
To: RODAN & FIELDS, LLC
Reel/Frame 069066/0803 →
PATENT SECURITY AGREEMENT Recorded Sep 27, 2024
From: RODAN & FIELDS BEAUTY, LLC
To: ANKURA TRUST COMPANY, LLC, AS COLLATERAL AGENT
Reel/Frame 069066/0810 →
SECURITY INTEREST Recorded May 2, 2023
From: RODAN & FIELDS, LLC
To: ANKURA TRUST COMPANY, LLC
Reel/Frame 063501/0804 →
SECURITY INTEREST Recorded May 2, 2023
From: RODAN & FIELDS, LLC
To: CITIBANK, N.A.
Reel/Frame 063501/0785 →
SECURITY INTEREST Recorded Apr 28, 2023
From: RODAN & FIELDS, LLC
To: ANKURA TRUST COMPANY, LLC
Reel/Frame 063480/0786 →
SECURITY INTEREST Recorded Apr 28, 2023
From: RODAN & FIELDS, LLC
To: ANKURA TRUST COMPANY, LLC
Reel/Frame 063480/0179 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: CRANE, CHRISTINE
To: RODAN & FIELDS, LLC
Reel/Frame 055002/0100 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: OSWALD, TAYLOR
To: RODAN & FIELDS, LLC
Reel/Frame 055002/0423 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: BIANCHINI, ROBERT
To: RODAN & FIELDS, LLC
Reel/Frame 055002/0712 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: DUEVA-KOGANOV, OLGA
To: RODAN & FIELDS, LLC
Reel/Frame 055001/0977 →
Continuity (3)
Continuation 16796632 · Feb 20, 2020
Provisional Application 62808052 · Feb 20, 2019
Related Publication 20210205198A1 · Jul 8, 2021