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(12) United States Patent (10) Patent No.: US 9,585,822 B2 Lewis, II Et Al

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(12) United States Patent (10) Patent No.: US 9,585,822 B2 Lewis, II Et Al USOO9585822B2 (12) United States Patent (10) Patent No.: US 9,585,822 B2 Lewis, II et al. (45) Date of Patent: *Mar. 7, 2017 (54) METHODS OF PREPARING AND USING (2013.01); A61 K 2800/30 (2013.01); A61 K BOTANCAL ANTOXDANT 2800/52 (2013.01); A61 K 2800/522 (2013.01); COMPOSITIONS A61K 2800/596 (2013.01); A61 K 2800/5922 (2013.01); A61 K 2800/70 (2013.01) (71) Applicant: US COSMECEUTECHS, LLC, (58) Field of Classification Search Richmond, VA (US) None See application file for complete search history. (72) Inventors: Joseph Abernathy Lewis, II, Chesterfield, VA (US); Joseph C. (56) References Cited Dinardo, Vesuvius, VA (US) U.S. PATENT DOCUMENTS (73) Assignee: PCR TECHNOLOGY HOLDINGS, 4,144,325 A 3/1979 Voyt LC, Richmond, VA (US) 4,248,861 A 2f1981 Schutt 5,384,123 A 1/1995 Metsada (*) Notice: Subject to any disclaimer, the term of this 5,804,168 A 9, 1998 Murad patent is extended or adjusted under 35 6,207,694 B1 3/2001 Murad 7,132,296 B2 11/2006 Ou et al. U.S.C. 154(b) by 0 days. 7.357.950 B2 * 4/2008 Mazzio ......................... 424/404 This patent is Subject to a terminal dis 7.959,957 B2 6/2011 Miljkovic claimer. 8,048,456 B2 * 1 1/2011 Burke-Colvin ........ A61K 8,585 424/401 2004/0241286 All 12/2004 Markwell et al. (21) Appl. No.: 15/083,314 2005. O154054 A1 7/2005 Zielinski et al. 2006,0002884 A1 1/2006 Golz-Berner et al. (22) Filed: Mar. 29, 2016 2008/O124409 A1 5/2008 Zimmerman et al. 2009 OO74822 A1 3/2009 DeClercq et al. Prior Publication Data 2009, 0220623 A1 9, 2009 Mitra et al. (65) 2010/0272790 A1 10, 2010 Morariu US 2016/02O6536 A1 Jul. 21, 2016 2014/017.9747 A1 6/2014 Lewis, II et al. Related U.S. Application Data FOREIGN PATENT DOCUMENTS (63) Continuation of application No. 14/234,649, filed as DE 10231468 A1 2, 2004 application No. PCT/US2012/047790 on Jul. 23, EP 2263470 A2 12/2010 2012, now Pat. No. 9,326,932. (Continued) (60) Provisional application No. 61/511,382, filed on Jul. OTHER PUBLICATIONS 25, 2011. Prance, Cocoa re-emerges as beneficial skin care ingredient, May (51) Int. C. 11, 2007.* A6 IK S/37 (2006.01) The skin benefits of green tea extract, Mar. 20, 2011.* A6 IK 8/34 (2006.01) Inja Bogdan Allemann, et al., “Botanicals in skin care products'. A6 IK 8/36 (2006.01) International Journal of Dermatology, 48(9), pp. 923–934, Sep. 2009 (Sep. 2009). A6 IK 8/365 (2006.01) Database GNPD Online MINTEL; Jun. 1, 2011, Love Life Skin: A6 IK 8/368 (2006.01) “Restorative Moisturizer XPOO2742850. A6 IK 8/49 (2006.01) Database GNPD Online MINTEL: Oct. 1, 2007, Jurlique: A6 IK 8/67 (2006.01) “Wrinkle Softener Beauty Cream”, XP002742851. A61O 19/06 (2006.01) (Continued) A61O 19/08 (2006.01) A 6LX 8/97 (2006.01) Primary Examiner — Robert A Wax A61O 19/00 (2006.01) Assistant Examiner — Melissa Mercier A6 IK 8/02 (2006.01) (74) Attorney, Agent, or Firm — Leydig, Voit & Mayer, A61O 1700 (2006.01) Ltd. A61O 1704 (2006.01) A61O 19/10 (2006.01) (57) ABSTRACT (52) U.S. C. A method of improving the appearance of skin, involves CPC ............ A61K 8/375 (2013.01); A61K 8/0216 topically administering to a Subject in need thereof a botani (2013.01); A61K 8/347 (2013.01); A61K 8/36 cal antioxidant composition having a botanical antioxidant (2013.01); A61K 8/365 (2013.01); A61K 8/368 extract blend with: (a) at least one hydroxycinnamic acid, (2013.01); A61K 8/498 (2013.01); A61 K and (b) a camelia sinesis, vitis vinifera, euterpe Oleracea, 8/4926 (2013.01); A61K 8/673 (2013.01); curcuma longa, and/or theobroma cacao extract, wherein A61K 8/676 (2013.01); A61K 8/678 (2013.01); the composition is in cream, lotion, Solution, serum, anhy A61K 8/97 (2013.01); A61O 1700 (2013.01); drous preparation, emulsion, microemulsion, multiple emul A61O 1704 (2013.01); A61O 19/00 Sion, gel, Solid stick, ointment, dry powder, spray, or aerosol (2013.01); A61O 19/007 (2013.01); A61O form. 19/06 (2013.01); A61O 19/08 (2013.01); A61O 19/10 (2013.01); A61 K 2800/28 24 Claims, No Drawings US 9,585,822 B2 Page 2 (56) References Cited Voelckel, “Vorkommen und Photo-Isomerisierung der Urocaninsäure im Stratum corneum bei polymorpher Lichtdermatose (PLD). Vergleichende Untersuchung bei PLD FOREIGN PATENT DOCUMENTS Patienten und Hautgesunden”, Neue Entwicklungen in der EP 2736484 A1 6, 2014 Dermatologie, Dec. 1990, pp. 58-72. FR 2695318 A1 3, 1994 Michiels, et al., Cytotoxicity of linoleic acid peroxide, WO WO 2007026101 A1 3, 2007 malondialdehyde and 4-hydroxynonenal towards human fibroblasts, WO WO 2008073684 A1 * 6, 2008 ............. A61K 8,365 Toxicology an International Journal Concerned with the Effects of Chemicals on Living Systems, vol. 66, Nr. 1, Feb. 11, 1991, pp. 225-234 OTHER PUBLICATIONS Deflandre, et al., “Photostability Assessment of Sunscreens. Benzylidene Camphor and Dibenzoylmethane Derivatives' Inter Boxin, et al., “Development and Validation of an Improved Oxygen national Journal of Cosmetic Science 10, Mar. 1988, pp. 53-62. Radical Absorbance Capacity Assay Using Fluorescein as the Thiele, et al., “Depletion of Human Stratum Corneum Vitamin E: Fluorescent Probe'. J. Agric. Food Chem... vol. 49, Nr. 10, Oct. An Early and Sensitive In Vivo Marker of UV Induced Photo 2001, pp. 4619-41926, American Chemical Society. Oxidation'. The Journal of Investigative Dermatology, vol. 110, Nr. Huang, et al., “Development and Validation of Oxygen Radical 5, May 1998, 756-761. Absorbance Capacity Assay for Lipophilic Antioxidants Using Miyachi, et al., “Skin Diseases Associated with Oxidative Injury”. Randomly Methylated B- Cyclodextrin as the Solubility Enhancer', Oxidative Stress in Dermatology, Jun. 23, 1993, pp. 323-331. J. Agric. Food Chem., vol. 50, Nr. 7, Mar. 27, 2002, pp. 1815-1821. U.S. Appl. No. 15/083,313, filed Mar. 29, 2016. Cao, et al., "Oxygen-Radical Absorbance Capacity Assay for Anti U.S. Appl. No. 14/234,649, filed Jan. 24, 2014. oxidants'. Free Radical Biology & Medicine, vol. 14, Nr. 3, Mar. 1993, pp. 303-311. * cited by examiner US 9,585,822 B2 1. 2 METHODS OF PREPARING AND USING Further, UV radiation is ionizing radiation. Hence, there BOTANCAL ANTOXDANT is the risk that ionic species are produced upon UV exposure, COMPOSITIONS which are then able to intervene oxidatively in the biochemi cal processes. CROSS-REFERENCE TO RELATED For protection against the rays of the UVA range, certain APPLICATIONS derivatives of dibenzoylmethane have therefore been used, the photostability of which is not provided to an adequate The present application is a continuing application of U.S. extent. Deflandre, A., Lang, G. “Photostability assessment of application Ser. No. 14/234,649 filed on Jan. 24, 2014, i.e., Sunscreens. BenZylidene camphor and dibenzoylmethane 10 derivatives.” Int. J. Cosm. Sci. 10(2):53-62 (1988). UV the U.S. national stage of international application PCT/ radiation, however, can also lead to photochemical reac US2012/047790, filed on Jul. 23, 2012, claiming the benefit tions, wherein then the photochemical reaction products of U.S. Provisional Appl. Ser. No. 61/511,382, filed on Jul. intervene in the skin mechanism. 25, 2011, each of which is incorporated in its entirety herein. Predominantly such photochemical reaction products are 15 free radical compounds, for example hydroxyl radicals. FIELD Also, undefined free radical photoproducts, which are pro duced in the skin itself, can trigger uncontrolled side reac The present invention relates to topical cosmetic or der tions due to their high reactivity. Singlet oxygen, a non-free matological compositions containing an effective amount of radical excited State of the oxygen molecule, however, can a botanical antioxidant extract blend. In particular, the occur in UV irradiation, short-lived epoxides and many invention relates to compositions comprising the botanical others. Singlet oxygen, for example, is characterized with antioxidant extract blend that provide effective protection respect to the normally existing triplet oxygen (free radical from damaging oxidation processes in the skin, and also base state) by increased reactivity. Nevertheless, excited, provide protection for the compositions themselves from reactive (free radical) triplet states of the oxygen molecule damaging oxidation processes. 25 also exist. Furthermore, there is the occurrence of lipid peroxidation products, such as hydroperoxides and alde BACKGROUND hydes, wherein first in turn free radical chain reactions can be triggered and to which overall cytotoxic properties have Skin is exposed to damage resulting from various sources, been ascribed. Michiels, C., Ramacle, J., “Cytotoxicity of including both environmental factors and biochemical pro 30 linoleic acid peroxide malondialdehyde and 4-hydroxynon cesses. Oxidative processes damage proteins, lipids, and enal towards human fibroblasts. Toxicology, 66:225-234 other cellular components necessary to maintain the health (1990). Lipid peroxidation is an oxidative process that and appearance of skin, resulting in skin changes, such as degrades lipids, wherein free radicals steal electrons from skin aging, hyperpigmentation, UV damage, lines, wrinkles, the lipids in cell membranes, causing oxidative stress and 35 cell damage. uneven skin texture, etc. Oxidative damage to the skin and Light-sensitive skin includes the disorder photoderma its more detailed causes are described in Myachi, Y., “Skin toses (photosensitive eruptions). Further designations for the Diseases Associated with Oxidative Injury. In: Fuchs, J., polymorphic light-dermatosis are PLD, PLE, Mallorca Acne Packer, L. (eds.), “Oxidative Stress in Dermatology.” Marcel and a plurality of further designations, as are given in the Dekker, New York, pp. 323-331 (1993). 40 literature.
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