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(12) Patent Application Publication (10) Pub. No.: US 2016/0067296A1 Brownell Et Al

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(12) Patent Application Publication (10) Pub. No.: US 2016/0067296A1 Brownell Et Al US 20160067296A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2016/0067296A1 BrOWnell et al. (43) Pub. Date: Mar. 10, 2016 (54) COMPOSITIONS AND METHODS FOR JOINT Publication Classification HEALTH (51) Int. Cl. (71) Applicants: Unigen, Inc., Seattle, WA (US); Unigen, A61E36/605 (2006.01) Inc., Cheonan-si (KR) A613 L/7034 (2006.01) A613 L/352 (2006.01) (72) Inventors: Lidia Alfaro Brownell, Tacoma, WA A63L/05 (2006.01) (US); Min Chu, Newcastle, WA (US); A61E36/48 (2006.01) Mei-Feng Hong, Lacey, WA (US); A613 L/353 (2006.01) Eu-Jin Hyun, Cheonan-si (KR); Qi Jia, (52) U.S. Cl. Olympia, WA (US); Ping Jiao, CPC ............... A61K 36/605 (2013.01); A61K 36/48 Newcastle, WA (US); Young-Chul Lee, (2013.01); A61 K3I/353 (2013.01); A61 K Daejeon (KR); Mesfin Yimam, Tacoma, 3 1/352 (2013.01); A61 K3I/05 (2013.01); WA (US) A61 K3I/7034 (2013.01) (73) Assignee: UNIGEN, INC., Seattle, WA (US) (57) ABSTRACT (21) Appl. No.: 14/853,063 The present disclosure provides mixtures of prenylated fla vonoids, stilbenes, or both with flavans or curcuminoids or (22) Filed: Sep. 14, 2015 both capable of modulating joint inflammation, joint pain, joint stiffness, cartilage degradation, or improving mobility, Related U.S. Application Data range of motion, flexibility, joint physical function, or any combination thereof. Such a mixture of prenylated fla (63) Continuation of application No. 14/305,839, filed on vonoids, stilbenes, or both with flavans or curcuminoids or Jun. 16, 2014. both can optionally be used in combination with other joint (60) Provisional application No. 61/836,113, filed on Jun. management agents, such as non-steroidal anti-inflammatory 17, 2013, provisional application No. 61/895,234, agents/analgesics, COX/LOXinhibiting agents, glucosamine filed on Oct. 24, 2013. compounds, neuropathic pain relief agents, or the like. Patent Application Publication Mar. 10, 2016 US 2016/006729.6 A1 S. S L. L. L. L. L. L. L. L. L. L. L. L. L. L. L. L. L. L. L. ; : S. : S. S. 3. Fraction: Niger Fig. 1 US 2016/006729.6 A1 Mar. 10, 2016 COMPOSITIONS AND METHODS FOR JOINT to the family of Leguminosae and the subfamily of HEALTH Mimosoideae. Acacias are distributed worldwide in tropical and Subtropical areas of Central and South America, Africa, CROSS-REFERENCE TO RELATED parts of Asia, as well as Australia, which has the largest APPLICATIONS number of endemic species. Acacias occur primarily in dry and arid regions, where the forests are often in the nature of 0001. This application claims the benefit under 35 U.S.C. open thorny shrubs. Acacias are very important economi S119(e) of U.S. Provisional Patent Application No. 61/836, cally, providing a source of tannins, gums, timber, fuel and 113, filed Jun. 17, 2013 and U.S. Provisional Patent Applica fodder. Tannins, which are isolated primarily from bark, are tion No. 61/895,234, filed Oct. 24, 2013. These applications used extensively for tanning hides and skins Some Acacia are incorporated herein by reference in their entireties. barks are also used for flavoring local spirits. Some indig enous species like A. sinuata also yield Saponins, which are BACKGROUND used in detergents, foaming agents and emulsifiers. The flow 0002 The most abundant heteropolysaccharides in the ers of Some Acacia species are fragrant and used to make body are glycosaminoglycans (GAGs). They are composed of perfume. The heartwood of many Acacias is used for making repetitive disaccharide units of a hexosamine and hexuronic agricultural implements and also provides a source of fire acid attached through a linker oligosaccharide region to the wood. Acacia gums find extensive use in medicine and con core protein of proteoglycans. A high number of GAGS are fectionary and as sizing and finishing materials in the textile linked to the core protein of cartilage aggrecan. GAGS are industry. highly negatively charged molecules with extended an 0006 Uncaria gambir (Rubiaceae) is a climbing shrub extended conformation that imparts viscosity to a solution. with round branches, which is believed to strengthen teeth These negatively charged carbohydrates are responsible for when chewed with piper bettle leaves. All parts of the plant the high Swelling capacity of cartilage. GAGs are located have astringent properties. Leaves of the U. gambir plant primarily on the surface of cells or in the extracellular matrix contain free catechins as well as polymerized catechins— (ECM). GAGs are important molecular constituents of both tannins—which are more abundant in younger leaves as com cell Surface proteoglycans, as well as large and Small pro pared to older leaves. U. gambir is listed in the Food Additive teoglycans of the extracellular matrix of cartilage. Along with Database in EAFUS (Everything Added to Food in the United high viscosity of GAGs comes low compressibility, which States), in the Korea Food Additives Code by KFDA, and in makes these molecules ideal for a lubricating fluid in the the Japan Food Additives Code by MHLW as a natural fla joints. At the same time, their rigidity provides structural Voring agent. U. gambir is also listed in the Korea Pharma integrity to cells and provides passageways between cells. ceutical Codex (KP), Japan Pharmaceutical Codex (JP) and 0003 Glycosaminoglycan is a major component of joint China Pharmaceutical Codex (CP). In South Korea, there are cartilage, joint fluid, and other soft connective tissue. The many over-the-counter (OTC) drugs that contain U. gambir glycosaminoglycans (GAGs) of articular cartilage have been extract, especially for dyspepsia, halitosis, vomiting and identified as chondroitin 6-sulfate, chondroitin 4-sulfate, der anorexia. In Japan, U. gambir is used for diarrhea, vomiting matan Sulfate, heparin, heparin Sulfate and keratin Sulfate. and gastritis. In the United States, U. gambir is used as a GAGs are released from the degrading cartilage matrix in dietary Supplement to Support liver function and fat metabo large amounts during inflammation of the joints. Changes in lism. the levels or molecular nature of GAGs have been associated 0007 Curcuma longa L., with common name as turmeric, with Some connective tissue diseases. For example, patients is a perennial plant of the ginger family, Zingiberaceae. The with arthritis and scleroderma have elevated concentrations name of turmeric might come from Latin, terra merita (mer of GAGs in blood and synovial fluid, and destruction of ited earth) or turmeryte, which is related to saffron. It is involved joints in arthritis patients correlates positively with originally from tropical South Asia and cultivated extensively high GAG levels in synovial fluid. Histochemical and bio in India and Southeast Asia. Turmeric is prepared from the chemical studies of cartilage from arthritic joints have shown ground rhizome and has been used in India for thousands of a significant decrease in the GAG content and that the years. Besides its culinary usage, modern research has decrease in approximately proportional to the severity of the revealed that turmeric has antibacterial, antioxidant, chemo disease. preventive, chemotherapeutic, antiproliferative, antiparasitic, 0004 Morus alba L (Moraceae), the mulberry or white anti-antimalarial, antinociceptive, and anti-inflammatory berry plant, is native to northern China, and has been culti properties. vated and naturalized elsewhere, from India to the Middle East to Southern Europe, and recently to the North American BRIEF SUMMARY area. The root-bark is used in traditional medicine known as 0008. In brief, the present disclosure is directed to com Sangbai pi or Cortex Mori (Pharmacopoeia of the People's pounds and compositions useful for joint health management, Republic of China, 2005). This herb is also known as Pong including stereoisomers, pharmaceutically or nutraceutically na-moo in Korean and Sohakuhi in Japan. In contemporary acceptable salts, tautomers, glycosides and prodrugs of the pharmacological research, Morus alba root-bark has been disclosed compounds, and to related methods of improving reported to have antibacterial, anti-viral, antioxidant, joint health. hypoglycemic, hypolipidemic, neuroprotective, antiulcer, 0009. In certain embodiments, this disclosure provides a analgesic and anti-inflammatory activities. A variety of bio composition comprising a mixture of a Morus extract, option active compounds from Morus alba root-bark have in vivo ally enriched for one or more prenylated flavonoids (e.g., and in vitro anti-inflammatory activity. Diels-Alder adducts of a chalcone and a prenylphenyl moi 0005 Acacia is a genus of leguminous trees and shrubs. ety), or one or more stilbenes, or a combination thereof, and The genus Acacia includes more than 1000 species belonging an Acacia extract, optionally enriched for flavans. In further US 2016/006729.6 A1 Mar. 10, 2016 embodiments, this disclosure provides a composition com toborate, neuropathic pain relief agents, herbal and/or plant prising a mixture of a Morus extract, optionally enriched for extracts promoting joint health, or dietary Supplements that prenylated flavonoids (e.g., Diels-Alder adducts of a chal promote joint health. cone and a prenylphenyl moiety), or one or more stilbenes, or 0015. Other embodiments relate to methods of use of the a combination thereof, and an Uncaria gambir extract, compositions of this disclosure, Such as maintaining joint optionally enriched for flavans. In further embodiments, this cartilage, minimizing cartilage degradation, promoting disclosure provides a composition comprising a mixture of a healthy joints by protecting cartilage integrity, diminishing Morus extract enriched for one or more prenylated flavonoids the action of enzymes that affect joint health, improving joint (e.g., Diels-Alder adducts of a chalcone and a prenylphenyl movement and/or function, alleviating joint pain, alleviating moiety), or one or more stilbenes, or a combination thereof, joint discomfort, alleviating joint pain and discomfort, alle and a Curcuma extract. In other embodiments, this disclosure viating joint stiffness, improving joint range of motion and/or provides a composition comprising a mixture of a Morus flexibility, promote mobility, or the like.
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