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(12) United States Patent (10) Patent No.: US 8,932,652 B2 Dillon Et Al

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(12) United States Patent (10) Patent No.: US 8,932,652 B2 Dillon Et Al USOO8932652B2 (12) United States Patent (10) Patent No.: US 8,932,652 B2 Dillon et al. (45) Date of Patent: *Jan. 13, 2015 (54) MICROALGAE-DERIVED COMPOSITIONS (52) U.S. Cl. FOR IMPROVING THE HEALTH AND CPC ................. A23K 1/14 (2013.01); A23L I/1016 APPEARANCE OFSKN (2013.01); A23L 1/3002 (2013.01); A23L I/3004 (2013.01); A23L I/3014 (2013.01); (75) Inventors: Harrison F. Dillon, San Mateo, CA A2.3L I/302 (2013.01); A61K 8/975 (2013.01); (US); Anwar Zaman, South San A61 K3I/715 (2013.01); A61K 36/04 Francisco, CA (US); Anthony G. Day, (2013.01); A61O 19/00 (2013.01); A61O 19/08 San Francsico, CA (US); Anna (2013.01) Coragliotti, San Francisco, CA (US) USPC .......................................................... 424/725 (58) Field of Classification Search (73) Assignee: Solazyme, Inc., South San Francisco, None CA (US) See application file for complete search history. (*) Notice: Subject to any disclaimer, the term of this (56) References Cited patent is extended or adjusted under 35 U.S.C. 154(b) by 0 days. U.S. PATENT DOCUMENTS This patent is Subject to a terminal dis 3,981,996 A 9/1976 Leigh claimer. 3,983,008 A 9, 1976 Shinozaki et al. 4,373,434 A 2, 1983 Alexander et al. 4,417,415 A 1 1/1983 Cysewski et al. (21) Appl. No.: 13/600,102 4,901,635 A 2, 1990 Williams 4,906,746 A 3, 1990 Barnier et al. (22) Filed: Aug. 30, 2012 5,089,481 A 2f1992 Muto et al. 5, 198,217 A 3, 1993 Vedros (65) Prior Publication Data 5,338,673 A 8/1994 Thepenier et al. 5,401,504 A 3, 1995 Das et al. US 2013/OOO4554 A1 Jan. 3, 2013 5,508,033. A 4/1996 Briand 5,521,090 A 5/1996 Donchecket al. 5,643,585 A 7/1997 Arad et al. 5,658,767 A 8/1997 Kyle Related U.S. Application Data 5,680,812 A 10/1997 Linsgeseder (63) Continuation of application No. 1 1/932,782, filed on 5,685,218 A 1 1/1997 Kemper Oct. 31, 2007, which is a continuation of application 5,826,500 A 10/1998 Kemper No. PCT/US2007/001653, filed on Jan. 19, 2007, (Continued) which is a continuation-in-part of application No. 1 1/337,171, filed on Jan. 19, 2006, now abandone FOREIGN PATENT DOCUMENTS and a continuation-in-part of application N EP O996740 B1 9, 2005 1 1/337,103, filed on Jan. 19, 2006, now abandone JP 04-222593. A 8, 1992 and a continuation-in-part of application N 1 1/336,656, filed on Jan. 19, 2006, now abandone (Continued) and a continuation-in-part of application N OTHER PUBLICATIONS 1 1/336,428, filed on Jan. 19, 2006, now abandone and a continuation-in-part of application N “Buffer solution.” Wikipedia, the free encyclopedia, 1-6, (2011), 1 1/336,426, filed on Jan. 19, 2006, now abandone Retrieved from the Intenet May 11, 2011: <http://en.wikipedia.org/ and a continuation-in-part of application N wiki/Buffer solution>. "Guidance for Industry: Container Closure Systems for Packaging 1 1/336,431, filed on Jan. 19, 2006, now abandone Human Drugs and Biologics”. U.S. Department of Health and and a continuation-in-part of application N Human Services, Food and Drug Administration, 1-35. (1999). 1 1/336,430, filed on Jan. 19, 2006, now abandoned. Alignments, Sequence Search report, GenBank ACQ5U8S3 (60) Provisional application No. 60/816,967, filed on Jun. 9RHOD Dec. 7, 2004. (Continued) 28, 2006, provisional application No. 60/832,091, filed on Jul. 20, 2006, provisional application No. 60/838,452, filed on Aug. 17, 2006, provisional Primary Examiner — Michael Meller application No. 60/872,072, filed on Nov.30, 2006. (74) Attorney, Agent, or Firm — Alston & Bird LLP (57) ABSTRACT (51) Int. Cl. Provided herein are microalgal skin care compositions and AOIN 65/00 (2009.01) methods of improving the health and appearance of skin. Also A23K L/4 (2006.01) provided are methods of using polysaccharides for applica A2.3L I/O (2006.01) tions such as topical personal care products, cosmetics, and A2.3L I/30 (2006.01) wrinkle reduction compositions. The invention also provides A2.3L I/302 (2006.01) novel decolorized microalgal compositions useful for A 6LX8/97 (2006.01) improving the health and appearance of skin. The invention A 6LX3L/75 (2006.01) also includes insoluble polysaccharide particles for applica A6 IK36/04 (2006.01) tion to human skin. A61O 19/00 (2006.01) A61O 19/08 (2006.01) 18 Claims, 18 Drawing Sheets US 8,932.652 B2 Page 2 (56) References Cited WO WO 2007.136428 A2 11/2007 WO WO 2010/O54322 A1 5, 2010 U.S. PATENT DOCUMENTS WO WO 2010, 111710 A1 9, 2010 5,878,747 A 3, 1999 Enomoto et al. OTHER PUBLICATIONS 5,916,577 A 6, 1999 Golz et al. 6,166,231 A 12, 2000 Hoeksema Allen et al., “Carotenoid Distribution in Certain Naturally Occurring 6,328,987 B1 12/2001 Marini Algae and in some Artificially Induced Mutants of Chlorella 6,440,431 B1* 8/2002 Yoshida et al. ............... 424/401 pyrenoidosa, 'J. gen. Microbial. (23)98-108, (1960). 6,551,596 B2 4, 2003 Kralovec 6,680,062 B2 1, 2004 Muizzuddin et al. Ansel et al., Pharmaceutical Dosage Forms and Drug Delivery Sys 6,750,048 B2 6, 2004 Ruecker et al. tems, published by Lippincott Williams & Wilkins, p. 55-56 (1999). 6,767,899 B1 T/2004 Kay et al. Arad et al., “Effects of Nitrogen on Polysaccharide Production in a 7,025,966 B2 4, 2006 Majmudar Porphyridium,' Applied and Environmental Microbiology, 7,037,697 B2 5, 2006 Kumar et al. 54(10):2411-2414 (1988). 7,063,957 B2 6, 2006 Chen Baumann, “How to Prevent Photoaging?” Journal of Investigative 7,135,290 B2 11/2006 Dillon Dermatology, 125:xiii-xiii. (2005). 7,351,558 B2 4, 2008 Ruecker et al. 7,662,598 B2 2, 2010 Ruecker et al. Becker, “Microalgae in Human and Animal Nutrition,” Handbook of 7,678,931 B2 3, 2010 Fichtali et al. Microalgal Culture, Blackwell, p. 312-351, (2004). 7,781,193 B2 8, 2010 Ruecker et al. Césarini et al., “Immediate Effects of UV Radiation on the Skin: 8,277,849 B2 10/2012 Dillon et al. Modification by an Antioxidant Complex Containing Carotenoids'. 8,298,548 B2 10/2012 Avila et al. Photoderm., Photoimmun. & Photomed. 19:182-189 (2003). 2001/0055627 A1 12, 2001 Guthrie et al. Dallimore, “Perfumery.” Chemistry and Technology of the Cosmetics 2003/0078233 A1 4, 2003 Arad et al. 2003/0134803 A1 T/2003 Cherr et al. and Toiletries Industry, edited by D.F. Williams and W.H. Schmitt, 2003/O1987 30 A1 10, 2003 Stewart published by Chapman & Hall, 258-259, (1992). 2003/02O7947 A1 11/2003 DeSouza et al. Dvir et al., “Soluble polysaccharide and biomass of red microalgal 2004O168648 A1 9, 2004 Ayers Porphyridium sp. alter intestinal morphology and reduce serum cho 2004/018O126 A1 9, 2004 Kies lesterol in rats”. British J Nutrition 84(4):469-476, (2000). 2004/O185063 A1 9, 2004 Ray El-Sheekh et al., “Variation of Some Nutritional Constituents and 2004/O197790 A1 10, 2004 Stanton et al. 2004/0228875 A1 11, 2004 Leclerc et al. Fatty Acid Profiles of Chlorella vulgaris Beijerinck Grown under 2005/OO42355 A1 2, 2005 Perlman et al. Auto and Heterotrophic Conditions.” International Journal of 2005.00895O1 A1 4, 2005 Berardesca et al. Botany, 5(2): 153-159, (2009). 2005/01066.57 A1 5/2005 Rodriguez et al. EPO Supplementary European Search Report and European Search 2005, 0123499 A1 6, 2005 Majmudar Opinion for application EP07718342 mailed Nov. 7, 2012. 2005/01298.31 A1 6, 2005 Fabritius Eteshola et al., “Red microalga exopolysaccharides: 2. Study of 2005/0171053 A1 8, 2005 Blakemore et al. rheology, morphology and thermal gelation of aqueous prepara 2005/0239742 A1 10, 2005 Place et al. tions.” Acta Polym., 49:549-556, (1998). 2005/026.1240 A1 11, 2005 Maguire et al. Fabregas et al., “Invitro inhibition of the replication of haemorrhagic 2006, O122410 A1 6, 2006 Fichtali et al. septicaemia virus (VHSV) and African Swine fever virus (ASFV) by 2006, O183184 A1 8, 2006 Bosley et al. extracts from marine microalgae.” Antiviral Research, 44:67-73, 2006/0210523 A1 9, 2006 Majmudar (1999). 2006/0233845 A1 10, 2006 Lukowski et al. Ficiner et al., “Isolation, Crystallization, Crystal Structure Analysis 2006/0286205 A1 12, 2006 Fichtali et al. and refinement of B-Phycoerythin from the Red Alga Pophyridium 2007, 0166266 A1 7/2007 Dillon et al. sordidum at 2.2 A Resolution”. J. Mol. Biol. 228(3):935-950, (1992). 2007, 0166449 A1 7/2007 Dillon et al. Gennaro, Remington. The Science and Practice of Pharmacy Lip 2007/O166797 A1 7/2007 Dillon et al. pincott William & Wilkins, 20th edition, p. 1017-1020 and 1694 2007/0167396 A1 7/2007 Dillon et al. 1699. (2000). 2007/0167397 A1 7/2007 Dillon et al. Geresh, et al., “Characterization of the extracellular polysaccharide 2007/0167398 A1 7/2007 Dillon et al. of Porphyridium sp. molecular weight determination and rheological 2007,019 1303 A1 8, 2007 Dillon et al. properties”. Carbohydrate Polymers 50:183-189, (2002). 2007/0297996 A1 12, 2007 Tanner Geresh, et al., “The extracellular polysaccharide of the Red 2008/O124286 A1 5/2008 Lisson Microalgae: Chemistry and Rheology”. Bioresource Technology 2008/0206274 A1 8, 2008 Majumdar et al.
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