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(12) United States Patent (10) Patent No.: US 8,828.458 B2 Morariu (45) Date of Patent: Sep

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(12) United States Patent (10) Patent No.: US 8,828.458 B2 Morariu (45) Date of Patent: Sep USOO8828458B2 (12) United States Patent (10) Patent No.: US 8,828.458 B2 Morariu (45) Date of Patent: Sep. 9, 2014 (54) TOPICAL MACQUIBERRY FORMULATION USPC ............. 424/777; 424/725; 424/401; 424/63; 426,590 (76) Inventor: Marius Morariu, Brooklyn, NY (US) (58) Field of Classification Search None (*) Notice: Subject to any disclaimer, the term of this S lication file f let h hist patent is extended or adjusted under 35 ee appl1cauon Ille Ior complete searcn n1Story. U.S.C. 154(b) by 232 days. (b) by y (56) References Cited (21) Appl. No.: 13/226,834 U.S. PATENT DOCUMENTS (22) Filed: Sep. 7, 2011 2002/0187114 A1* 12/2002 Mankovitz. ...................... 424,59 (65) Prior Publication Dat 2005, 0166336 A1* 8, 2005 De La Mettrie .................. 8/405 O DO US 2012/0114719 A1 May 10, 2012 OTHER PUBLICATIONS O O Miranda-Rottmann, Juice and phenolic fractions of the berry Related U.S. Application Data Aristotelia chilensis inhibit LDL oxidation invitro and protect human (63) Continuation of application No. 1 1/525,288, filed on endothelial cells against Oxidative stress. Journal of agricultural and Sep. 21, 2006, now abandoned. food chemistry, 50 (26): 7542-7, 2002.* Liu et al., microencapsulation of nurture edible anthocyanins, Shipin (60) Eyal application No. 60/719,530, filed on Sep. Gongye Keji (2004), 25(12), 109-110.* (51) Int. Cl * cited by examiner A6 IK36/00 (2006.01) A6 IK 8/02 (2006.01) Primary Examiner — Qiuwen M1 A6 IK 8/18 (2006.01) (74) Attorney, Agent, or Firm — Edwards Wildman Palmer A2.3L 2/00 (2006.01) LLP: Jeffrey D. Hsi A61O 19/08 (2006.01) A6 IK36/85 (2006.01) (57) ABSTRACT A6 IK 8/49 (2006.01) A 6LX8/97 (2006.01) The present invention provides a topical formulation and A6 IK 8/44 (2006.01) method ofuse where the formulation comprises macquiberry A6 IK 8/46 (2006.01) or a macqui berry extract containing anthocyanins having a A6 IK 8/60 (2006.01) very high oxygen radical absorbance capacity (ORAC). The (52) U.S. Cl formulation provides the macqui berry in a stabilized form which includes a glucuronide or glycuronide, a photostabi CPC. A61K 8/97 (2013.01); A61O 19/08 (2013.01); lizing agent, encapsulation, or light- and/or air-blocking A61K 36/185 (2013.01); A61 K8/4913 packaging. (2013.01); A61K 8/44 (2013.01); A61 K 2800/522 (2013.01); A61K 8/46 (2013.01); A61K 8/602 (2013.01) 16 Claims, No Drawings US 8,828,458 B2 1. 2 TOPICAL MACQUIBERRY FORMULATION and anthocyanin content. High ORAC ratings are generally defined as greater than 25 umole of Trolox equivalents (TE)/ CROSS REFERENCE TO RELATED g. In most fruits, ORAC values ranged from 7.8 to 33.7 mole APPLICATIONS TE/goffresh berries and the ORAC values of the leaves range from 69.7 to 182.2 umole TE/g (Wang SY. Lin H S., J Agric This application claims priority pursuant to 35 U.S.C.S 119 Food Chem. 2000 February; 48(2): 140-6.). Comparatively, a from Provisional Patent Application Ser. No. 60/719,530 filed fruit with an ORAC value of 8 umol TE/g of fresh berries will Sep. 21, 2005, the entire disclosure of which is hereby incor have an ORAC value of about 35umol TE/g of driedberries porated by reference. This application is a continuation of and an ORAC of 34 umol TE/g of fresh berries corresponds U.S. patent application Ser. No. 1 1/525,288 filed Sep. 21, 10 with an ORAC of 162 ummol TE/g dried matter. Black rasp 2006, herein incorporated by reference in its entirety. berries have a very high ORAC of 77 umole TE/g while boysenberries have an ORAC of 48 umole TE/g, and red FIELD OF THE INVENTION raspberries and blueberries have an ORAC of 24 and 23 umole TE/g, respectively. (http://www.deckerfarm.com/anti The present invention relates to the topical application of 15 compositions containing macqui berry or macqui berry oxidants.html). Acai is another fruit having a high ORAC extract in a topical formulation for the prevention and/or content (167 ORAC units/g according to Brunswick Labora treatment of damage to skin, particularly skin damage result tories). Other fruit having high ORAC values include pome ing from chronoaging and photoaging. granate (33.1 uplummole TE/g) and aronia berry (62 Lummole TE/g) as well as whole coffee fruit extract (6250 ORAC units BACKGROUND OF THE INVENTION per gram according to Brunswick Laboratories). The stage at which the plant is harvested affects the ORAC value. Black Skin is subject to abuse by many extrinsic (environmental) berries have their highest ORAC values during the green factors as well as intrinsic factors. A common extrinsic factor stages, whereas red raspberries have their highest ORAC is exposure to ultraviolet radiation. Whether extrinsic or 25 values when ripe. The ORAC may be obtained by using the intrinsic, the abuse results in skin aging. Skin aging happens method described by the U.S. Department of Agricultures in two ways: (1) through the natural aging process which Agricultural Research Service (Prior and Cao,83(4) J. AOAC dermatologists call chronological aging (also known as chro INT. 950-6 (2000)). Additionally, testing for ORAC, noaging); and (2) through UV rays in Sunlight accelerating H-ORAC, N-ORAC, S-ORAC, and ORAC-E (high through the aging process which dermatologists call photoaging. 30 Chronoaging results in thinning, loss of elasticity and general put ORAC for oil-in-water emulsion) is available from Brun degradation of skin. As the skin naturally ages, there is a swick Laboratories (www.brunswicklabs.com). reduction in the cells and blood vessels that supply the skin. Anthocyanins have been formulated in topical form. For There is also a flattening of the dermal-epidermal junction example, U.S. Pat. Pub. 2004/0022818 provides a skin care which results in weaker mechanical resistance. As a conse 35 composition comprising fruit particles. Red and blue fruits, as quence, older persons are more Susceptive to blister forma well as other fruits which contain anthocyanins are included tion in cases of mechanical traumas or disease processes in this composition. Similarly, U.S. Pub. 2003/0161897 and (Oikarinen et al., Photodermatal. Photoimmunol. Photomed. U.S. Pat. No. 6,361,786 provide atopical antimicrobial factor 7:3-4 (1990)). having fruit juice (cranberry, Aronia berry, blackberry, grape By contrast, photoaging, or premature aging, is a process in 40 or blueberry) and polyvinylprolidinone. A topical oil-in-wa which the skin changes in appearance as a result of repeated ter emulsion containing a surfactant/emulsifier and a lipid, exposure to Sunlight. Typically, photoaging occurs in areas of which may be an anthocyanin-containing berry extract, is habitual exposure, Such as the scalp, face, ears, neck, chest, provided by WO 98/05294. U.S. Pat. No. 5,011,855 provides forearms and hands. The changes associated with photoaging a cosmetic composition having a-linolenic acid and an oil include elastosis, atrophy, wrinkling, vascular changes (dif 45 extracted from Ribes genus fruits. fuse erythema, ecchymoses, and telangiectasias), pigmentary However, there are problems associated with these and changes (lentigines, freckles, and areas of hypo- and hyper other uses of antioxidants in a topical formulation. Particu pigmentation), and the development of Seborrheic keratosis, larly, antioxidants are readily oxidized and lose their anti actinic keratosis, comedones and cysts. oxidant capacity. Additionally, some of the oxidation prod Antioxidants are useful agents treating the skin from dam 50 ucts of antioxidants will have a deleterious effect; for age caused by chronoaging and photoaging. The most useful example, vitamin C oxidizes to dehydroascorbate which is antioxidants are those that provide the highest capacity to known to lead to the formation of advanced glycation end absorb free radicals. The oxygen radical absorbance capacity products (AGES) and therefore increase the signs of aging (ORAC) is a measurement of this (Dreher F, Maibach H. Curr skin. Probl Dermatol. 2001; 29:157-64.) Anthocyanins are a type 55 Therefore, a topical formulation containing an antioxidant of antioxidants that generally encompass a class of flavonoid with a much higher ORAC and consequently greater anti compounds that are naturally occurring, water-soluble com oxidant power is needed in combination with a formulation pounds, responsible for the red, purple, and blue colors of that protects the antioxidant from degradation and loss of the many fruits, vegetables, cereal grains, and flowers. Most anti-oxidative power to be used in treating and protecting the anthocyanins have a high ORAC rating compared to other 60 skin. antioxidants and make them particularly useful for their topi cal antioxidative properties. Additionally, anthocyanins are SUMMARY OF THE INVENTION collagenase inhibitors, which helps in the prevention and reduction of wrinkles, increase in skin elasticity, etc., which It is an object of the present invention to provide a compo are caused by a reduction in skin collagen. 65 sition and method for treating and protecting the skin. For ripe berries, a rich Source of anthocyanin antioxidants, In accordance therewith, a method and composition is pro there is generally a linear relationship between ORAC values vided for treating skin, comprising a topical composition US 8,828,458 B2 3 4 containing macqui berry in a stabilized form and the admin extract may be used as a liquid or juice, pulp, or in Solid, dried istration of an effective amount of the topical composition to form. Other compounds within the macqui berry are also the skin. advantageous for use in the topical formulation of the present In a preferred embodiment, the stabilized form of macqui invention Macnuiliberry contains a number of anthocyanins berry includes a macqui berry or macqui berry extract and a including: delfinidin-3-glucoarabinoside-5-glucoside; glucuronide or glycuronide, or a dermatologically acceptable delfinidin 3,5-diglucoside; cyanidine-3-glucoarabinoside-5- salt thereof.
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