USOO9713596B2 (12) United States Patent (10) Patent No.: US 9,713,596 B2 Hong et al. (45) Date of Patent: Jul. 25, 2017 (54) BAKUCHOL COMPOSITIONS FOR FOREIGN PATENT DOCUMENTS TREATMENT OF POST INFLAMMATORY DE 1900 435 7, 1970 HYPERPGMENTATION DE 3417234 A1 * 11, 1985 JP H1171231 A * 3, 1999 ............... A61K 7.00 (75) Inventors: Mei Feng Hong, Lacey, WA (US); Qi JP 2000-327581 A 11 2000 Jia, Olympia, WA (US); Lidia Alfaro JP 2005325 120 A 11/2005 KR 2000-0007648 A 2, 2000 Brownell, Tacoma, WA (US) WO 2006/122160 A2 11/2006 WO 2008. 140673 A1 11, 2008 (73) Assignee: Unigen, Inc., Lacey, WA (US) (*) Notice: Subject to any disclaimer, the term of this OTHER PUBLICATIONS patent is extended or adjusted under 35 Ohno, O. Watabe, T., Kazuhiko, N., Kawagoshi, M., Uotsu, N., U.S.C. 154(b) by 0 days. Chiba, T., Yamada, M., Yamaguchi, K., Yamada, K., Miyamoto, K., Uemura, D. Inhibitory Effects of Bakuchiol, Bavachin, an (21) Appl. No.: 13/365,172 Isobavachalcone Isolated from Piper loungum on Melainin Produc (22) Filed: Feb. 2, 2012 tion in B 16 Mouse Melanoma Cells. Biosci. Biotechnol. Biochem. 74 (7), 1504-1506 (2010).* Prior Publication Data Hiroyuki Haraguchi, Junji Inoue, Yukiyoshi Tamura and Kenji (65) Mizutani.Antioxidative Components of Psoralea corylifolia US 2012/O2O1769 A1 Aug. 9, 2012 (Leguminosae). Phytother. Res. 16, 539-544 (2002).* Petra Clara Arck, et al. Towards a “free radical theory of graying: melanocyte apoptosis in the aging human hair follicle is an indicator Related U.S. Application Data of oxidative stress induced tissue damage. The FASEB Journal, vol. 20, No. 9, pp. E908-E920 and 1567 to 1569. Jul. 2006.* (63) Continuation-in-part of application No. S. Adhikari, et al. Antioxidant Activity of Bakuchiol: Experimental PCT/US2011/026594, filed on Mar. 1, 2011. Evidences and Theoretical Treatments on the Possible Involvement of the Terpenoid Chain. Chem. Res. Toxicol. 2003, 16, 1062-1069.* Erica C. Davis, MD and Valerie D. Callender. “Postinflammatory (60) Provisional application No. 61/438,890, filed on Feb. Hyperpigmentation: A Review of the Epidemiology, Clinical Fea 2, 2011. tures, and Treatment Options in Skin of Color,” J. Clinical and Aesthetic Dermatology 3(7), Jul. 2010, pp. 20-31.).* (51) Int. C. Article “Bakutrol (C) . Nutraceuticals World, Sep. 10, 2010, down A6IP 29/00 (2006.01) loaded Sep. 22, 2014 from the website: http://www. A6 IK3I/60 (2006.01) nutraceutical Sworld.com/issues/2010-10/view Suppliers-corner/ bakutrol?. A6 IK 8/34 (2006.01) Product Information data sheet for BakutrolTM from Unigen, down A6 IK3I/05 (2006.01) loaded Sep. 22, 2014, from the website: http://www.unigen.net/ A61O 19/02 (2006.01) products/bakutrol.* A61O 1702 (2006.01) Gary M. White. Recent findings in the epidemiologic evidence, (52) U.S. C. classification, and Subtypes of acne Vulgaris. J. Am. Acad. CPC .............. A6 IK3I/05 (2013.01); A61K 8/347 Dermatol., vol.39, No. 2, Part 3, pp. S34-S37.* Machine translation of JPH 1171231A to English.* (2013.01); A61 K3I/60 (2013.01); A61O 19/02 Agathiyar paripooranam 400, by Agasthiyar Pub: Rathina Nayakar (2013.01); A61 K 2800/30 (2013.01) & Sons, Thirumagal Vilakku Press, Chennai (1964) p. 65. F. ID: (58) Field of Classification Search GD02.85. None See application file for complete search history. (Continued) (56) References Cited Primary Examiner — Frederick Krass U.S. PATENT DOCUMENTS Assistant Examiner — Michael P. Cohen (74) Attorney, Agent, or Firm — Seed IP Law Group LLP 3,553,236 A 1/1971 Hascher et al. 5,882,672 A 3/1999 Kojima et al. 6,054,584 A 4/2000 Ma et al. (57) ABSTRACT 6,348,204 B1 2/2002 Touzan ......................... 424/401 6,350,476 B1 2, 2002 Hou 6,750,248 B2 6/2004 Yong et al. Methods for treating excess pigmentation, including treat 6,878,381 B2 * 4/2005 Collington .................... 424/401 ment of post inflammatory hyperpigmentation (PIH), are 7,714,026 B2 5, 2010 Lin et al. disclosed. The disclosed methods comprise administration 2004.0043,089 A1 3, 2004 Rabie of a composition comprising bakuchiol Substantially free of 2005, OO48008 A1 3/2005 Gupta furanocoumarins to a mammal. Compositions comprising 2005/0256.209 A1 11, 2005 Lin et al. 2006/025 1749 A1* 11/2006 Jia ........................ A61K90014 bakuchiol and methods for their preparation are also dis 424,757 closed. 2008/0286217 A1* 11/2008 Chaudhuri ...................... 424,59 2010.0189669 A1* 7, 2010 Hakozaki ........................ 424,60 2011/0223267 A1 9/2011 Jia et al. 27 Claims, 7 Drawing Sheets US 9,713.596 B2 Page 2 (56) References Cited Ferrandiz et al., “Effect of Bakuchiol on Leukocyte Functions and Some Inflammatory Responses in Mice,” J. Pharm. Pharmacol. 48(9):975-980, 1996. 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