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(12) United States Patent (10) Patent No.: US 8,604,000 B2 De Kort Et Al

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(12) United States Patent (10) Patent No.: US 8,604,000 B2 De Kort Et Al USOO8604000B2 (12) United States Patent (10) Patent No.: US 8,604,000 B2 de Kort et al. (45) Date of Patent: Dec. 10, 2013 (54) PALATABLE NUTRITIONAL COMPOSITION 2011/0027391 A1 2/2011 De Kort et al. COMPRISING ANUCLEOTDE AND/ORA 2013, OO12469 A1 1/2013 De Kort et al. NUCLEOSDE AND A TASTE MASKING 2013, OO18012 A1 1/2013 Hageman et al. AGENT FOREIGN PATENT DOCUMENTS (75) Inventors: Esther Jacqueline de Kort, Wageningen EP O 175468 A2 3, 1986 (NL); Martine Groenendijk, EP 1216 041 B1 6, 2002 EP 1282 365 B1 2, 2003 Barendrecht (NL); Patrick Joseph EP 1656 839 A1 5, 2006 Gerardus Hendrikus Kamphuis, EP 1666 092 A2 6, 2006 Utrecht (NL) EP 18OO 675 A1 6, 2007 JP 64-080250 A 3, 1989 (73) Assignee: N.V. Nutricia, Zoetermeer (NL) JP 06-237734. A 8, 1994 JP 10-004918 A 1, 1998 JP 10-136937 A 5, 1998 (*) Notice: Subject to any disclaimer, the term of this JP 11-071274. A 3, 1999 patent is extended or adjusted under 35 WO WO-0038829 A1 T 2000 U.S.C. 154(b) by 213 days. WO WO-01 (32034 A1 5, 2001 WO WO-02/088159 A1 11, 2002 WO WO-02/096464 A1 12/2002 (21) Appl. No.: 12/809,431 WO WO-03 (013276 A1 2, 2003 WO WO-03/041701 A2 5, 2003 (22) PCT Filed: Dec. 22, 2008 WO WO-2005/039597 A2 5, 2005 WO WO-2006/031683 A2 3, 2006 (86). PCT No.: PCT/NL2O08/050843 WO WO-2006,118665 A2 11/2006 WO WO-2006, 127620 A2 11/2006 S371 (c)(1), WO WO-2007/001883 A2 1, 2007 (2), (4) Date: Dec. 9, 2010 WO WO-2007/004685 A2 1, 2007 WO WO-2007/004689 A1 1, 2007 (87) PCT Pub. No.: WO2009/082227 (Continued) PCT Pub. Date: Jul. 2, 2009 OTHER PUBLICATIONS (65) Prior Publication Data “Derivative—Definition and More from the Free Merriam-Webster US 2011 FO1 O5594 A1 May 5, 2011 Dictionary” Retrieved Oct. 22, 2012 from http//www.merriam (30) Foreign Application Priority Data webster.com/dictionary derivative.* (Continued) Dec. 20, 2007 (EP) ..................................... O7123811 Mar. 4, 2008 (WO)................ PCTFNL2008/05O124 Primary Examiner — Patrick Lewis (51) Int. Cl. AOIN 43/04 (2006.01) (74) Attorney, Agent, or Firm — Gilberto M. Villacorta; A6 IK3I/70 (2006.01) Sunit Talapatra: Foley & Lardner LLP (52) U.S. Cl. USPC .................... 514/50: 514/43; 514/49; 514/51 (57) ABSTRACT (58) Field of Classification Search None The present invention relates to the use of a taste masking See application file for complete search history. agent selected from the group of cellulose; starch, Xanthan gum; gellan gum; alginate; galactomannans Such as (56) References Cited fenugreek, guar gum, tara gum, locust bean gum, and cassia U.S. PATENT DOCUMENTS gum, gum karaya: gum tragacanth; carrageenan; and mixture thereof, for improving one or more of mouth feel, taste, after 3,600,197 A 8/1971 Spangler et al. taste and Smell of a liquid aqueous nutritional composition 5,886,037 A 3, 1999 Klor et al. 6,689,467 B1 2/2004 Joubert et al. comprising a nucleotide and/or a nucleoside. It also relates to 6,835,750 B1 12/2004 Henderson a nutritional composition comprising an unsavory nucleotide 7,090,879 B2 8, 2006 Albrecht et al. and/or a nucleoside component, having improved sensory 2003.0114415 A1 6, 2003 Wurtman et al. characteristics such as improved mouth feel, taste, aftertaste 2004/0001817 A1 1/2004 Giampapa 2006.0025376 A1 2/2006 Wurtman and Smell. In particular, it relates to a composition comprising 2006/0241077 A1 10, 2006 Wurtman et al. said un-savory nucleotide and/or a nucleoside component, in 2007,0004670 A1 1/2007 Wurtman et al. particular comprising an uridine-containing nucleotide and/ 2007/014O992 A1 6, 2007 Schicket al. or a nucleoside in combination with an unsavory edible oil, 2010.0323982 A1 12/2010 Hageman et al. Such as a fish oil. 2010/0331258 A1 12/2010 Kamphuis et al. 2010/0331275 A1 12/2010 Groenendijk et al. 2011 OOO6917 A1 1/2011 Taniguchi et al. 2011/OOO9357 A1 1/2011 Hageman et al. 19 Claims, 4 Drawing Sheets US 8,604,000 B2 Page 2 (56) References Cited Wurtman et al., “Synaptic Proteins and Phospholipids are Increased in Gerbil Brain by Administering Uridine Plus Docosahexaenoic Acid Orally.” Brain Research, 2006, 1088(1), pp. 83-92. FOREIGN PATENT DOCUMENTS Quadri et al. “Homocysteine, folate, and vitamin B-12 in mild cog WO WO-2007/008586 A2 1, 2007 nitive impairment, Alzheimer disease, and vascular dementia'. Am. WO WO-2007/05.8538 A2 5/2007 J. Clin. Nutr., 2004, vol. 80, pp. 114-122. WO WO-2007/073178 A2 6, 2007 Albert, M. et al. “Preclinical prediction of AD using WO WO-2009/002145 A1 12/2008 neuropsychological tests'. Journal of the International WO WO-2009/002146 A1 12/2008 Neuropsychological Society, 2001, vol. 7, pp. 631-639. WO WO-2009/002148 A1 12/2008 WO WO-2009/002163 A1 12/2008 Bird, T.D., Genetic aspects of Alzheimer disease, Genetics in Medi WO WO-2009/002164 A1 12/2008 cine, Apr. 2008, vol. 10, No. 4, p. 231-237. WO WO-2009/002165 A1 12/2008 Cansev, M. et al. “Oral administration of circulating precursors for WO WO-2009/002166 A1 12/2008 membrane phosphatides can promote the synthesis of new brain synapses'. Alzheimer's & Dementia, 2008, vol. 4, pp. S153-S168. OTHER PUBLICATIONS Cole, G. et al. "Docosahexaenoic Acid Protects From Amyloid and Cansev et al. Neuroscience (2007), vol. 148, pp. 421-431.* Dendritic Pathology in an Alzheimer's Disease Mouse Model”, Korezyn et al. Journal of the Neurological Sciences (2007), vol. 257. Nutrition and Health, 2006, vol. 18, pp. 249-259. pp. 2-4.* Diagnostic and Statistical Manual of Mental Disorders (fourth Edi Database WPI Week 198918, Derwent Publications Ltd., London, tion, 2000) 013 DSM-IV-TR, American Psychiatric Association. GB, AN 1989-134762, JP 01 080250, Mar. 27, 1989 DXPO02449815. (table of contents only). Database WPI Week 199439, Thomson Scientific, London, GB, AN Freund-Levi, Y. etal. “w-3 Fatty Acid Treatment in 174Patients With 1994-312783, JP 06 237734, Aug. 30, 1994 DXP002494932, 2 Mild to Moderate Alzheimer Disease: OmegAD Study”. Arch pageS. Neurol, Oct. 2006, vol. 63, pp. 1402-1408. Database WPI Week 1991.82, Derwent Publications Ltd., London, Holguin, S. etal. “Chronic adminstration of DHA and UMP improves GB, AN 1998-123754, JP 10004918, Jan. 13, 1998 XPOO2470089, the impaired memory environmentally impoverished rats'. 1 page. Behavioural Brain Research, 2008, vol. 191, pp. 11-16. Database WPI Week 199831, Derwent Publications Ltd., London, Markesbery, W. et al. “Neuropathologic Substrate of Mild Cognitive GB, AN 1998-355002, JP 10136937, May 26, 1998 DXP002449814. Impairment'. Arch Neurol, Jan. 2006, vol. 63, pp. 38-46. Database WPI Week 199921, Thomson Scientific, London, GB, AN Morris, J. "Mild Cognitive Impairment is Early-Stage Alzheimer 1999-248435, JP 11 071274, Mar. 16, 1999 XPO02495741). Disease”, Arch Neurol., 2006, vol. 63, No. 1, 6 pgs. Folstein et al., “Mini-Mental State' A Practical Method for Grading Nitsch, R. et al. “Evidence for a membrane defect in Alzheimer the Cognitive State of Patients for the Clinician.” J Psychiat Res, disease brain'. Proc. Natl. Acad. Sci., Mar. 1992, vol. 89, pp. 1671 1975, 12(3), pp. 189-198. 1675. Galasko et al., “An Inventory to Assess Activities of Daily Living for Oksman, M. “Impact of different saturated fatty acid, polyunsatu Clinical Trials in Alzheimer's Disease.” Alz Dis Assoc Dis, 1997, rated fatty acid and cholesterol containing diets on beta-amyloid 11(Sup 2), pp. 33-39. accumulation in APP/PS1 transgenic mice'. Neurobiology of Dis Hansson et al., “Association Between CSF Biomarkers and Incipient ease, 2006, vol. 23, pp. 563-572. Alzheimer's Disease in Patients with Mild Congnitive Impairment: A Reynolds, E. “Vitamin B12, folic acid, and the nervous system'. Follow-up Study.” Lancet Neurol, 2006, 5(3):228-234. Review, Nov. 2006, vol. 5, pp. 949-960. International Search Report for PCT/NL2008/050124, mailed Dec. Sakamoto, T. et al. “Oral Supplementation with docosahexaenoic 29, 2008. acid and uridine-5'-monophosphate increases dendritic spine density International Search Report, PCT/NL2008/050843, dated Mar. 17, in adult gerbil hippocampus', Brain Research, 2007, vol. 1182, pp. 2009, 3 pages. 50-59. McKahnn et al., "Clinical diagnosis of Alzheimer's disease: Report Wood-Kaczmar et al. Understanding the molecular causes of of the NINCDS-ADRDA Work Group.” Neurology, 1984, 34, pp. Parkinson's disease, Trends in Molecular Medicine, vol. 12, No. 11 939-944. (2006), pp. 521-528. Pratico et al., “Increase of Brain Oxidative Stress in Mild Cognitive Impairment.” Arch Neurol, 2002, 59, pp. 972-976. * cited by examiner U.S. Patent US 8,604,000 B2 U.S. Patent US 8,604,000 B2 U.S. Patent US 8,604,000 B2 ZApue18japids U.S. Patent Dec. 10, 2013 Sheet 4 of 4 US 8,604,000 B2 Fig 3 like very misch without taste nasking agent with taste asking agent s Nite like islike Disiike very much : US 8,604,000 B2 1. 2 PALATABLE NUTRITONAL COMPOSITION However, unexpectedly, the uridine- and/or cytidine-con COMPRISING ANUCLEOTDE AND/ORA taining nucleotides, in particular the nutritional composition NUCLEOSIDE AND A TASTE MASKING comprising said uridine- and/or cytidine-containing nucle AGENT otides had a unpleasant taste, as further characterised by Qualitative Descriptive Analysis (QDA). Uridine as such is FIELD OF THE INVENTION rated as “very bitter, uridine monophosphate is rated as “sickly” or “salty'. It is the first time that this problem is The present invention relates to the use of a taste masking recognized in the art for this type of product, high in nucle agent for improving one or more of mouth feel, taste, after otides and/or nucleosides.
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