Antioxidant metabolism induced by quinic acid. increased urinary excretion of tryptophan and nicotinamide

Phytotherapy Research

Volumn 23, Issue 3, 2009, Pages 335-346

  Pero, Ronald W ^a   Lund, Harald ^a   Leanderson, Tomas ^a  

^a LUND UNIVERSITY   (Sweden)

Author keywords

Antioxidant metabolism; Dna repair; Hippuric acid; Nicotinamide; Quinic acid; Tryptophan

Indexed keywords

ANTIOXIDANT; AQUA BIMINI; HIPPURIC ACID; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; NICOTINAMIDE; QUINIC ACID; QUINIC ACID AMMONIUM CHELATE; QUINMAX; TRYPTOPHAN; UNCLASSIFIED DRUG;

ADOLESCENT; AGED; AMINO ACID SYNTHESIS; ARTICLE; CHILD; CLINICAL TRIAL; CONTROLLED STUDY; DIETARY INTAKE; DNA REPAIR; DRUG DOSE COMPARISON; DRUG MEGADOSE; GASTROINTESTINAL TRACT; HUMAN; HUMAN EXPERIMENT; INTESTINE FLORA; MALE; METABOLISM; NORMAL HUMAN; NUTRITION; SINGLE DRUG DOSE; URINARY EXCRETION;

ANTIOXIDANTS; DIET; HIPPURATES; HUMANS; LINEAR MODELS; MALE; NIACINAMIDE; QUINIC ACID; SULFHYDRYL COMPOUNDS; TRYPTOPHAN;

EID: 61449154423     PISSN: 0951418X     EISSN: 10991573     Source Type: Journal    
DOI: 10.1002/ptr.2628     Document Type: Article

References (58)

1. Adams JD. 2004. Nicotinamide and its pharmacological properties for clinic therapy. Drug Design Rev Online 1: 43-52.
2. Adamson RH, Bridges JW, Evans ME, Williams RT. 1970. Species differences in the aromatization of quinic acid in vivo and the role of gut bacteria. Biochem J 116: 437-433.
3. Akesson C, Lindgren H, Pero RW, Leanderson T, Ivars F. 2003a. An extract of Uncaria tomentosa inhibits cell division and NF-κB activity without inducing cell death. Int Immunopharmacol 3: 1889-1900.
4. Akesson C, Lindgren H, Pero RW, Leanderson T, Ivars F. 2005. Quinic acid is a biologically active component of the Uncaria tomentosa extract C-Med 100®. Int Immunopharmacol 5: 219-222.
5. Akesson C, Pero RW, Ivars F. 2003b. C-Med-100, a hot water extract of Uncaria tomentosa, prolongs leukocyte survival in vivo. Phytomedicine 10: 25-33.
6. Banne A, Amiri A, Pero RW. 2004. Reduced level of serum thiols in patients with a diagnosis of active disease. J Anti Aging Med 6: 325-332.
7. Beales PE, Burr LA, Webb GP, Mansfield KJ, Pozzilli P. 1999. Diet can influence the ability of nicotinamide to prevent diabetes in the non-obese diabetic mouse. A preliminary study. Diabetes Metab Res Rev 15: 21-28.
8. Beer CT, Dickens F, Pearson J. 1951. The aromatization of hydrogenated derivatives of benzoic acid in animal tissues. Biochem J 48: 222-237.
9. Bernhard K, von Vuilleumier JP, Brubacher G. 1955. Zur frage der enstehung der benoesaure im tierkorper. Helv Chim Acta 38: 1438-1444.
10. Beveridge T, Li TSC, Oomah BD, Smith A. 1999. Sea buckthorn products: manufacture and composition. J Agric Food Chem 47: 3480-3488.
11. Bohm BA. 1965. Shikimic acid (3,4,5-trihydroxy-1-cyclohexane-1- carboxcylic acid). Chem Rev 65: 435-466.
12. Borsook H, Dubnoff JW. 1940. The biological synthesis of hippuric acid in vitro. J Biol Chem 132: 307-324.
13. Brandhorst D, Brandhorst H, Zwolinski A, Nahidi F, Bretzel RG. 2002. High-dosed nicotinamide decreases early graft failure after pig to nude rat intraportal islet transplantation. Transplantation 73: 74-79.
14. Brown CC, Horrom NJ, Wagman AM. 1979. Effects of L-trytophan on sleep onset insomniacs. Waking Sleeping 3: 101-108.
15. Campbell C, Kent C, Banne AF, Amiri A, Pero RW. 2005. Surrogate marker of DNA repair in serum after long term chiropractic intervention - a retrospective study. J Vertebral Subluxation Research (JVSR) February 18, 2005, 1-5.
16. Cavaliere H, Medeiros-Neto G. 1997. The anorectic effect of increasing doses of L-tryptophan in obese patients. Eat Weight Disord 2: 211-215.
17. Chouinard G, Young SN, Annabie A, Sourkes TL. 1979. Tryptophan- nicotinamide, imipramine and their combination in depression. A controlled study. Acta Psychiatr Scand 59: 395-414.
18. Englehardt UH, Maier HG. 1985. Acids in coffee. The proportion of individual acids in the total titratable acid. Z Lebensm Unters Forsch 18: 20-23.
19. Fisher HOL, Dandstedt G. 1932. Structure and configuration of quinic acid. Chem Ber 65: 1009.
20. Gedye A. 2001. Hypothesized treatment for migraines using low doses of tryptophan, niacin, calcium, caffeine, and acetylsalicyclic acid. Med Hypothesis 56: 91-94.
21. Gonthier M-P, Verny M-A, Besson C, Re'me'sy C, Scalbert A. 2003. Chlorogenic acid bioavailability largely depends on its metabolism by gut microflora in rats. J Nutr 133: 1853-1859.
22. Handfield-Jones S, Jones S, Peachey R. 1988. High dose nicotinamide in the treatment of necrobiosis lipoidica. Br J Dermatol 118: 693-696.
23. Herrmann KM. 1995. The shikimate pathway. Early steps in the biosynthesis of aromatic compounds. The Plant Cell 7: 907-919.
24. Herrmann KM, Weaver LM 1993. The shikimate pathway. Annu Rev Plant Physiol Plant Mol Biol 50: 473-503.
25. Indahl SR, Scheline RR.1973. Quinic acid aromatization in the rat. Urinary hippuric acid and catechol excretion following the singular or repeated administration of quinic acid. Xenobiotica 3: 549-556.
26. Jensen HD, Krogfelt KA, Cornett C, Hansen SH, Cristensen SB. 2002. Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea) and blueberries (V. myrtillus). J Agric Food Chem 50: 6871-6874.
27. Kamat JP, Devasagayam TP.1999. Nicotinamide (vitamin B3) as an effective antioxidant against oxidative damage in rat brain mitochrondria. Redox Rep 4: 179-184.
28. Kimura N, Fukuwatari T, Sasaki T, Shibata K. 2006. Comparison of metabolic fates of nicotinamide, NAD+ and NADH administered orally and intraperitoneally; characterization of oral NADH. J Nutr Sci Vitaminol (Tokyo) 52: 142-148.
29. Lamm S, Sheng Y, Pero RW. 2001. Persistent response to pneumococcal vaccine in individuals supplemented with a novel water soluble of Uncaria tomentosa extract, C- Med-100. Phytomedicine 8: 267-274.
30. Li YK, Kerr BJ, Kidd MT, Gonyou HW. 2006. Use of supplementary tryptophan to modify behavior of pigs. J Anim Sci 84: 212-220.
31. Mammone T, Åkesson C, Gan D, Giampapa V, Pero RW. 2006. A water soluble extract from Uncaria tomentosa (Cat's Claw) is a potent enhancer of DNA repair in primary organ cultures of human skin. Phytother Res 20: 178-183.
32. McCreanor GM, Bender DA. 1986. The metabolism of high intakes of tryptophan, nicotinamide and nicotinic acid in the rat. Br J Nutr 56: 577-586.
33. Murray MF, Langan M, MacGregor RR. 2001. Increased plasma tryptophan in HIV-infected patients treated with pharmacologic doses of nicotinamide. Nutrition 17: 654-656.
34. Pero RW, Amiri A, Welther M, Rich M. 2005. Formulation and clinical evaluation of combining DNA repair and immune enhancing nutritional supplements. Phytomedicine 12: 255-263.
35. Pero RW, Axelsson B, Siemann D, Chaplin D, Dougherty G. 1999. Newly discovered anti-inflammatory properties of the benzamides and nicotinamides. Mol Cell Biochem 193: 119-125.
36. Pero RW, Giampapa V, Vojdani A. 2002. Comparison of a broad spectrum anti-aging nutritional supplement with and without the addition of a DNA repair enhancing cat's claw extract. J Anti Aging Med 5: 345-353.
37. Pero RW, Hoppe C, Sheng Y. 2000. Serum thiols as a surrogate estimate of DNA repair correlates to mammalian life span. J Anti Aging Med 3: 241-249.
38. Rakieten N, Gordon BS, Beaty A, Cooney DA, Schein PS, Dixon RL. 1976. Modification of renal tumorigenic effect of streptozotocin by nicotinamide spontaneous reversability of streptozotocin diabetes. Proc Soc Exp Biol Med 151: 356-361.
39. Sandoval-Chacon M, Thompson JH, Zhang XJ et al. 1998. Antiinflammatory actions of Cat's Claw: The role of NF-kappa B. Aliment Pharmacol Ther 12: 1279-1289.
40. Satyanarayana U, Rao BS. 1977. Effect of dietary protein on some key enzymes of the tryptophan-NAD pathway. Br J Nutr 38: 39-45.
41. Sheng Y, Akesson C, Holmgren K, Bryngelsson C, Giampapa V, Pero RW. 2005. An active ingredient of Cat's Claw water extracts. Identification and efficacy of quinic acid. J Ethnopharmacol 96: 577-584.
42. Sheng Y, Bryngelsson C, Pero RW. 2000a. Enhanced DNA repair, immune function and reduced toxicity of C-Med-100™, a novel aqueous extract from Uncaria tomentosa. J Ethnopharmacol 69: 115-126.
43. Sheng Y, Li L, Holmgren K, Pero RW. 2001. DNA repair enhancement of aqueous extracts of Uncaria tomentosa in a human volunteer study. Phytomedicine 8: 275-282.
44. Sheng Y, Pero RW, Amiri A, Bryngelsson C. 1998. Induction of apoptosis and clonogenic growth of human leukemic cell lines treated with aqueous extracts of Uncaria tomentosa. Anticancer Res 18: 3363-3368.
45. Sheng Y, Pero RW, Wagner H. 2000b. Treatment of chemotherapy-induced leukopenia in the rat model with aqueous extract from Uncaria tomentosa. Phytomedicine 7: 137-143.
46. Shibata K. 1989. Fate of excess nicotinamide and nicotinic acid differs in rats. J Nutr 119: 892-895.
47. Shibata K, Matsuo H. 1990. Effect of dietary tryptophan levels on the urinary excretion of nicotinamide and its metabolites in rats fed a niacin-free diet or a constant total protein level. J Nutr 120: 1191-1197.
48. Shibata K, Toda S. 1997. Effects of sex hormones on the metabolism of tryptophan to niacin and to serotonin in male rats. Biosci Biotechol Biochem 61: 1200-1202.
49. Smith DF. 1982. Effects of age on serum tryptophan and urine indican in adults given a tryptophan load test. Eur Drug Metab Pharmakinet 7: 55-58.
50. Takahashi Y, Tanaka A, Nakamura T et al. 2004. Nicotinamide suppresses hyperphosphatemia in hemodialysis patients. Kidney Int 65: 1099-1104.
51. Ungerstedt JS, Blomback M, Soderstrom T. 2003. Nicotinamide is a potent inhibitor of proinflammatory cytokines. Clin Exp Immunol 131 : 48-52.
52. Van Gorsel H, Li C, Kerbel EL, Smits M, Kadar AA. 1992. Composition characterization of prune juice. J Agric Food Chem 40: 784-789.
53. Virag L. 2005. Structure and function of poly (ADP-ribose) polymerase-1: role in oxidative stress-related pathologies. Curr Vasc Pharmacol 3: 209-214.
54. Weld KP, Mench JA, Woodward RA, Bolesta MS, Suomi SJ, Higley JD. 1998. Effect of tryptophan treatment on self-biting and central nervous system serotonin metabolism in rhesus monkeys (Macca mulatta). Neuropsychophamacology 19: 314-321.
55. Wilson BM, Buckingham B. 2001. Prevention of type 1a diabetes mellitus. Pediatr Diabetes 2: 17-24.
56. Wong PT, Ong YP. 2001. Acute antidepressant-like antianxiety-like effects of tryptophan in mice. Pharmacology 62: 151-156.
57. Yamada K, Nonaka K, Hanafusa A, Miyazaki A, Toyoshima H, Tarui S. 1982. Preventive and therapeutic effects of large-dose nicotinamide injections on diabetes associated with insulitis. An observation in nonobese diabetic (NOD) mice. Diabetes 31: 749-753.
58. Zak A, Zeman M, Vecka M, Tvrzicka E. 2006. (Nicotinic acid: an unjustly neglected remedy). Cas Lek Cesk 145: 825-831.