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Journal of Dietary Supplements Volume 7, 2010 - Issue 3
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Research Article

Physicochemical Characterization of Creatine N-Methylguanidinium Salts

Brandon T. Gufford Brandon T. Gufford, Kamaraj Sriraghavan, Jonathan L. Vennerstrom and Dennis H. Robinson are affiliated with the Department of Pharmaceutical Sciences, College of Pharmacy, University of Nebraska Medical Center, Nebraska Medical Center, Omaha, Nebraska, USA.
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Kamaraj Sriraghavan Brandon T. Gufford, Kamaraj Sriraghavan, Jonathan L. Vennerstrom and Dennis H. Robinson are affiliated with the Department of Pharmaceutical Sciences, College of Pharmacy, University of Nebraska Medical Center, Nebraska Medical Center, Omaha, Nebraska, USA.
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Nicholas J. Miller Nicholas J. Miller, Donald W. Miller, and Xiaochen Gu are affiliated with the Department of Pharmacology and Therapeutics, University of Manitoba, Winnipeg, Manitoba, Canada.
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Donald W. Miller Nicholas J. Miller, Donald W. Miller, and Xiaochen Gu are affiliated with the Department of Pharmacology and Therapeutics, University of Manitoba, Winnipeg, Manitoba, Canada.
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Xiaochen Gu Nicholas J. Miller, Donald W. Miller, and Xiaochen Gu are affiliated with the Department of Pharmacology and Therapeutics, University of Manitoba, Winnipeg, Manitoba, Canada.
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Jonathan L. Vennerstrom Brandon T. Gufford, Kamaraj Sriraghavan, Jonathan L. Vennerstrom and Dennis H. Robinson are affiliated with the Department of Pharmaceutical Sciences, College of Pharmacy, University of Nebraska Medical Center, Nebraska Medical Center, Omaha, Nebraska, USA.
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Dennis H. Robinson Brandon T. Gufford, Kamaraj Sriraghavan, Jonathan L. Vennerstrom and Dennis H. Robinson are affiliated with the Department of Pharmaceutical Sciences, College of Pharmacy, University of Nebraska Medical Center, Nebraska Medical Center, Omaha, Nebraska, USA.Correspondence[email protected]
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Pages 240-252 | Published online: 10 Aug 2010

REFERENCES

  • Arnold MJ. Preparation of stable ketals of pyruvic acid and its acid derivatives which are useful as dietary supplements. US Patent No. 6177576 B1, 2001.
  • Batrakova EV, Li S, Miller DW, Kabanov AV. Pluronic P85 increases permeability of a broad spectrum of drugs in polarized BBMEC and Caco-2 cell monolayers. Pharm Res. 1999;16:1366–1372.
  • Blatt T, Breitenbach U, Mummert C, Raschke T, Scherner C, Schulz J, Staeb F. Active ingredient combinations of glucosyl glycerides and creatine and/or creatinine. Patent No. WO 2006122668A1, Germany: Beiersdorf A.-G., 2006.
  • Boldt M. Preparation of creatine salts of dicarboxylic acids. US Patent 2004133040A1, San Corporation, 2004.
  • Buononato A, Festuccia A. Process for the preparation of creatine lipoate salt. Patent No. WO 2003-IT316 20030523, Italy: Licrea S.R.L., 2003.
  • Chabane NM, Al Ahmad A, Peluso J, Muller CD, Ubeaud G. Quercetin and naringenin transport across human intestinal Caco-2 cells. J Pharm Pharmacol. 2009;61:1473–1483.
  • Cornelius DW, Haynes GL. Dicreatine malate with increased bioavailability. US Patent No. 2004220263A1, Creative Compounds, LLC, 2004.
  • Dash AK, Miller DW, Han H-Y, Carnazzo J, Stout JR. Evaluation of creatine transport using Caco-2 monolayers as an in vitro model for intestinal absorption. J Pharm Sci. 2001;90:1593–1598.
  • Dash AK, Mo Y, Pyne A. Solid-state properties of creatine monohydrate. J Pharm Sci. 2002;91:708–718.
  • Dash AK, Sawhney A. A simple LC method with UV detection for the analysis of creatine and creatinine and its application to several creatine formulations. Pharmaceutical Biomed Anal. 2002;29:939–945.
  • Dhar NR, Ghosh GP. Complex compounds of acid, base, and salts with nitrogenous and other organic substances. Proc Natl Acad Sci India 1961;31A:74–77.
  • Gardiner PT. Food supplements and methods comprising lipoic acid and creatine. US Patent No. 6,136,339, 2000.
  • Gardiner PT, Heuer MA, Molino M. Creatine hydroxycitric acid salts and methods for their production and use as food supplements especially for weight control. USA Patent No. WO 2006081682A1, ON, Canada: Iovate T & P Inc., 2006.
  • Kneller B. Nutritional supplement compositions comprising creatine salts. US Patent No. 2008319076 A1, 2008.
  • Mandagere AK, Thompson TN, Hwang KK. Graphical model for estimating oral bioavailability of drugs in humans and other species from their Caco-2 permeability and in vitro liver enzyme metabolic stability rates. J Med Chem. 2002;45:304–311.
  • Miller DW, Vennerstrom JL, Faulkner MC. Creatine oral supplementation using creatine hydrochloride salt. US Patent No. 7,608,641, 2009.
  • Negrisoli G, Del Corona L. Hydrosoluble organic salts of creatine. Patent No. WO 9604240A1, Italy: Flamma S.P.A., 1996.
  • Persky AM, Brazeau GA. Clinical Pharmacology of the dietary supplement creatine monohydrate. Pharmacol Rev. 2001;53:161–176.
  • Pischel I, Weiss S, Gloxhuber C, Mertschenk B. Bernd. Preparation of anti-ischemic and immunostimulating creatine-ascorbate addition salts. Patent No. DE 19707694A1, Germany: SKW Trostberg A.-G., 1998.
  • Prankerd RJ. Critical compilation of pKa values for pharmaceutical substances. In: HG Brittain (Ed.), Profiles of drug substances, excipients, and related methodology, Vol. 33, pp. 35–424. Amsterdam, Netherlands: Academic Press, 2007.
  • Pudipeddi M, Serajuddin ATM, Grant DJW, Stahl PH. Solubility and dissolution of weak acids, bases, and salts. In: PH Stahl and CG Wermuth (Eds.), Handbook of pharmaceutical salts: properties, selection, and use, pp. 19–39. Weinheim, Germany: Wiley-VCH, 2002.
  • Qian H, Ye F, Huang Z. Method for synthesizing dicreatine malate. Chinese Patent CN 1683327 A, PR China: Jiangyin South Pole Star Bioproducts Co., Ltd., 2005.
  • Rudakova IP, Pospelova TA, Yurkevich AM. Bromination of creatine, creatinine, and ethyl creatinate. Zhurnal Obshchei Khimii. 1967;37:335–338.
  • Snodin DJ. Residues of genotoxic alkyl mesylates in mesylate salt drug substances: real or imaginary problems? Regulatory Tox Pharmacol. 2006;45:79–90.
  • Tian XJ, Yan XW, Yang X, Wang K. Studies of intestinal permeability of 36 flavonoids using Caco-2 cell monolayer model. Int J Pharm. 2009;367:58–64.
  • Wyss M, Kaddurah-Daouk R. Creatine and creatinine metabolism. Physiol Rev. 2000;80:1107–1213.

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