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WO 2016/069458 Al 6 May 2016 (06.05.2016) W P O P C T

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WO 2016/069458 Al 6 May 2016 (06.05.2016) W P O P C T (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2016/069458 Al 6 May 2016 (06.05.2016) W P O P C T (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A61K 31/122 (2006.01) A61P 1/18 (2006.01) kind of national protection available): AE, AG, AL, AM, A61K 31/375 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (21) Number: International Application DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, PCT/US2015/057336 HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, (22) International Filing Date: KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, 26 October 2015 (26.10.201 5) MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, (25) Filing Language: English SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, (26) Publication Language: English TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: (84) Designated States (unless otherwise indicated, for every 62/069,156 27 October 2014 (27. 10.2014) US kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, (71) Applicant: SUMMA HEALTH SYSTEM [US/US]; 525 TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, E. Market Street, Akron, OH 44304 (US). TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, (72) Inventors: MILLER, Thomas, M.; 3726 Las Vegas LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, Blvd., S., Unit 3502, Las Vegas, NV 89158 (US). NEAL, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, Deborah, R.; 2732 Georgeanna Drive, Uniontown, OH GW, KM, ML, MR, NE, SN, TD, TG). 44685 (US). Published: (74) Agents: YU, Lin et al; Jones Day, 222 East 41st Street, New York, NY 10017-6702 (US). — with international search report (Art. 21(3)) 00 © o- (54) Title: VITAMIN C AND VITAMIN K COMPOUND FOR TREATING PANCREATIC CANCER (57) Abstract: Provided herein is a method of treating, preventing, or alleviating one or more symptoms of pancreatic cancer in a subject, comprising administering to the subject therapeutically effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of di - astereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. VITAMIN C AND VITAMIN K COMPOUND FOR TREATING PANCREATIC CANCER CROSS REFERENCE TO RELATED APPLICATION [0001] This application claims priority to U.S. Provisional Patent Application No. 62/069,156, filed October 27, 2014, the disclosure of which is incorporated herein by reference in its entirety. FIELD [0002] Provided herein is a method of treating, preventing, or alleviating one or more symptoms of pancreatic cancer in a subject, comprising administering to the subject therapeutically effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. BACKGROUND [0003] Pancreatic cancer is a highly lethal malignancy and a particularly challenging form of cancer to treat as it typically goes undetected until no longer treatable. Jemal et al., CA Cancer J. Clin. 2008, 58, 71-96. The prognosis is poor. Fewer than 5% of those diagnosed with pancreatic cancer are still alive 5 years after diagnosis. Jemal et al., CA Cancer J. Clin. 2010, 60, 277-300. And complete remission is rare. Ghaneh et al., Gut. 2007, 56, 1134-1 152. The median survival from diagnosis is only 3-6 months. Stathis and Moore, Nat. Rev. Clin. Oncol. 2010, 7, 163-172. Although pancreatic cancer accounts for only 2.5% of new cancer cases diagnosed each year, it is responsible for 6% of yearly cancer deaths, representing one of the highest fatality rates of all cancers. Jemal et al., CA Cancer J. Clin. 2007, 57, 43-66. In the United States, pancreatic cancer is the fourth-highest cancer killer amongst men and women. Surgical resection is the best and most effective choice for treatment, but in majority of cases, the disease is locally advanced or has already metastasized to distant organs at the time of diagnosis. Approximately 80% of patients already have metastasis at the time of diagnosis. Sohn et al., J. Gastrointest. Surg. 2000, 4, 567-579. In the latter scenario, chemotherapy is considered as an option, but the effects are usually modest due to chemo-resistance. Rejiba et al., Neoplasia 2009, 11, 637-650; Liau and Whang, Clin Cancer Res 2008, 14, . Thus, there is a need for an effective therapy for treating pancreatic cancer. SUMMARY OF THE DISCLOSURE [0004] Provided herein is a method of treating, preventing, or alleviating one or more symptoms of pancreatic cancer in a subject, comprising administering to the subject therapeutically effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. [0005] Also provided herein is a method of inhibiting the growth of pancreatic cancer in a subject, comprising administering to the subject therapeutically effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. [0006] Further provided herein is a method of inhibiting the growth of a pancreatic cancerous cell, comprising the step of contacting the cell with effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. [0007] Additionally, provided herein is a method of killing a pancreatic cancerous cell, comprising the step of contacting the cell with therapeutically effective amounts of (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. [0008] Provided herein is a pharmaceutical composition comprising (i) vitamin C, or a pharmaceutically acceptable salt, solvate, or hydrate thereof, and (ii) a vitamin K compound, or a single enantiomer, a mixture of enantiomers, or a mixture of diastereomers thereof, or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof; wherein the vitamin K compound is not vitamin K. DETAILED DESCRIPTION [0009] To facilitate understanding of the disclosure set forth herein, a number of terms are defined below. [0010] Generally, the nomenclature used herein and the laboratory procedures in organic chemistry, medicinal chemistry, biochemistry, biology, pharmacology, and others described herein are those well known and commonly employed in the art. Unless defined otherwise, all technical and scientific terms used herein generally have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure belongs. [001 1] The term "subject" refers to an animal, including, but not limited to, a primate (e.g., human), cow, pig, sheep, goat, horse, dog, cat, rabbit, rat, or mouse. The terms "subject" and "patient" are used interchangeably herein in reference, for example, to a mammalian subject, such as a human subject, in one embodiment, a human. [0012] The terms "treat," "treating," and "treatment" are meant to include alleviating or abrogating a disorder, disease, or condition, or one or more of the symptoms associated with the disorder, disease, or condition; or alleviating or eradicating the cause(s) of the disorder, disease, or condition itself. [0013] The terms "prevent," "preventing," and "prevention" are meant to include a method of delaying and/or precluding the onset of a disorder, disease, or condition, and/or one or more of its attendant symptoms; barring a subject from acquiring a disorder, disease, or condition; or reducing a subject's risk of acquiring a disorder, disease, or condition. [0014] The terms "alleviate" and "alleviating" refer to easing or reducing one or more symptoms (e.g., pain) of a disorder, disease, or condition. The terms can also refer to reducing adverse effects associated with an active ingredient. Sometimes, the beneficial effects that a subject derives from a prophylactic or therapeutic agent do not result in a cure of the disorder, disease, or condition. [0015] The term "contacting" or "contact" is meant to refer to bringing together of a therapeutic agent and cell or tissue such that a physiological and/or chemical effect takes place as a result of such contact. Contacting can take place in vitro, ex vivo, or in vivo. In one embodiment, a therapeutic agent is contacted with a cell in cell culture (in vitro) to determine the effect of the therapeutic agent on the cell. In another embodiment, the contacting of a therapeutic agent with a cell or tissue includes the administration of a therapeutic agent to a subject having the cell or tissue to be contacted.
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