SPhospholipase A2 is inhibited by anthocyanidins

Journal of Neural Transmission

Volumn 116, Issue 9, 2009, Pages 1071-1077

  Dreiseitel, Andrea ^a   Korte, Gabriele ^a   Schreier, Peter ^b   Oehme, Anett ^b   Locher, Sanja ^b   Hajak, Goeran ^a   Sand, Philipp G ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

Anthocyanidin; Anthocyanin; Flavonoids; Phospholipase A2

Indexed keywords

ANTHOCYANIDIN; ANTHOCYANIN; BENZOPYRAN DERIVATIVE; CYANIDIN CHLORIDE; DELPHINIDIN; ENZYME INHIBITOR; MALVIDIN CHLORIDE; PELARGONIDIN; PEONIDIN; PETUNIDIN CHLORIDE; PHOSPHOLIPASE A2; PLANT MEDICINAL PRODUCT; POLYPHENOL DERIVATIVE; UNCLASSIFIED DRUG;

AGING; ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CHEMICAL STRUCTURE; ENZYME ANALYSIS; ENZYME INHIBITION; NERVE DEGENERATION; NEUROPROTECTION; OXIDATIVE STRESS; PHOSPHOLIPID METABOLISM; PHOTOMETRY; PRIORITY JOURNAL; SCREENING;

ANTHOCYANINS; DRUG EVALUATION, PRECLINICAL; ENZYME ACTIVATION; ENZYME INHIBITORS; MODELS, CHEMICAL; PHOSPHOLIPASES A2; PHOTOMETRY;

EID: 69549108123     PISSN: 03009564     EISSN: 14351463     Source Type: Journal    
DOI: 10.1007/s00702-009-0268-z     Document Type: Article

References (64)

1. C Andres-Lacueva B Shukitt-Hale RL Galli O Jauregui RM Lamuela-Raventos JA Joseph 2005 Anthocyanins in aged blueberry-fed rats are found centrally and may enhance memory Nutr Neurosci 8 111 120
2. AM Aura P Martin-Lopez KA O'Leary G Williamson KM Oksman-Caldentey K Poutanen C Santos-Buelga 2005 In vitro metabolism of anthocyanins by human gut microflora Eur J Nutr 44 133 142
3. J Balsinde MA Balboa PA Insel EA Dennis 1999 Regulation and inhibition of phospholipase A2 Annu Rev Pharmacol Toxicol 39 175 189
4. NR Barbosa RM Junqueira HP Vallada WF Gattaz 2007 Association between BanI genotype and increased phospholipase A2 activity in schizophrenia Eur Arch Psychiatry Clin Neurosci 257 340 343
5. B Barbour M Szatkowski N Ingledew D Attwell 1989 Arachidonic acid induces a prolonged inhibition of glutamate uptake into glial cells Nature 342 918 920
6. I Cantuti-Castelvetri B Shukitt-Hale JA Joseph 2003 Dopamine neurotoxicity: age-dependent behavioral and histological effects Neurobiol Aging 24 697 706
7. G Casadesus B Shukitt-Hale HM Stellwagen X Zhu HG Lee MA Smith JA Joseph 2004 Modulation of hippocampal plasticity and cognitive behavior by short-term blueberry supplementation in aged rats Nutr Neurosci 7 309 316
8. OK Chun SJ Chung WO Song 2007 Estimated dietary flavonoid intake and major food sources of U.S. adults J Nutr 137 1244 1252
9. Copeland RA (2000) Enzymes-a practical introduction to structure, mechanism, and data analysis, 2nd edn. Wiley Inc., New York
10. EA Dennis 1994 Diversity of group types, regulation, and function of phospholipase A2 J Biol Chem 269 13057 13060
11. A Dreiseitel P Schreier A Oehme S Locher G Hajak PG Sand 2008 Anthocyanins and their metabolites are weak inhibitors of cytochrome P450 3A4 Mol Nutr Food Res 52 1428 1433
12. KB Duffy EL Spangler BD Devan Z Guo JL Bowker AM Janas A Hagepanos RK Minor R DeCabo PR Mouton B Shukitt-Hale JA Joseph DK Ingram 2008 A blueberry-enriched diet provides cellular protection against oxidative stress and reduces a kainate-induced learning impairment in rats Neurobiol Aging 29 1680 1689
13. MA El Mohsen J Marks G Kuhnle K Moore E Debnam S Kaila Srai C Rice-Evans JP Spencer 2006 Absorption, tissue distribution and excretion of pelargonidin and its metabolites following oral administration to rats Br J Nutr 95 51 58
14. GL Ellman KD Courtney V Andres Jr RM Feather-Stone 1961 A new and rapid colorimetric determination of acetylcholinesterase activity Biochem Pharmacol 7 88 95
15. AA Farooqui LA Horrocks 2006 Phospholipase A2-generated lipid mediators in the brain: the good, the bad, and the ugly Neuroscientist 12 245 260
16. AA Farooqui HC Yang L Horrocks 1997 Involvement of phospholipase A2 in neurodegeneration Neurochem Int 30 517 522
17. AA Farooqui ML Litsky T Farooqui LA Horrocks 1999 Inhibitors of intracellular phospholipase A2 activity: their neurochemical effects and therapeutical importance for neurological disorders Brain Res Bull 49 139 153
18. AA Farooqui WY Ong LA Horrocks 2006 Inhibitors of brain phospholipase A2 activity: their neuropharmacological effects and therapeutic importance for the treatment of neurologic disorders Pharmacol Rev 58 591 620
19. AA Farooqui LA Horrocks T Farooqui 2007 Modulation of inflammation in brain: a matter of fat J Neurochem 101 577 599
20. RL Galli B Shukitt-Hale KA Youdim JA Joseph 2002 Fruit polyphenolics and brain aging: nutritional interventions targeting age-related neuronal and behavioral deficits Ann NY Acad Sci 959 128 132
21. B Gil MJ Sanz MC Terencio ML Ferrandiz G Bustos M Paya R Gunasegaran MJ Alcaraz 1994 Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice Life Sci 54 PL333 PL338
22. Y Gilgun-Sherki E Melamed D Offen 2001 Oxidative stress induced-neurodegenerative diseases: the need for antioxidants that penetrate the blood brain barrier Neuropharmacology 40 959 975
23. P Goyarzu DH Malin FC Lau G Taglialatela WD Moon R Jennings E Moy D Moy S Lippold B Shukitt-Hale JA Joseph 2004 Blueberry supplemented diet: effects on object recognition memory and nuclear factor-kappa B levels in aged rats Nutr Neurosci 7 75 83
24. E Granstrom 1984 The arachidonic acid cascade. The prostaglandins, thromboxanes and leukotrienes Inflammation 8 S15 S25
25. JA Joseph B Shukitt-Hale NA Denisova D Bielinski A Martin JJ McEwen PC Bickford 1999 Reversals of age-related declines in neuronal signal transduction, cognitive, and motor behavioral deficits with blueberry, spinach, or strawberry dietary supplementation J Neurosci 19 8114 8121
26. JA Joseph B Shukitt-Hale FC Lau 2007 Fruit polyphenols and their effects on neuronal signaling and behavior in senescence Ann NY Acad Sci 1100 470 485
27. TH Kang JY Hur HB Kim JH Ryu SY Kim 2006 Neuroprotective effects of the cyanidin-3-O-beta-d-glucopyranoside isolated from mulberry fruit against cerebral ischemia Neurosci Lett 391 122 126
28. H Katsuki S Okuda 1995 Arachidonic acid as a neurotoxic and neurotrophic substance Prog Neurobiol 46 607 636
29. K Keppler HU Humpf 2005 Metabolism of anthocyanins and their phenolic degradation products by the intestinal microflora Bioorg Med Chem 13 5195 5205
30. J Klein 2000 Membrane breakdown in acute and chronic neurodegeneration: focus on choline-containing phospholipids J Neural Transm 107 1027 1063
31. J Kuhnau 1976 The flavonoids. A class of semi-essential food components: their role in human nutrition World Rev Nutr Diet 24 117 191
32. WJ Kwak TC Moon CX Lin HG Rhyn H Jung E Lee DY Kwon KH Son HP Kim SS Kang M Murakami I Kudo HW Chang 2003 Papyriflavonol A from Broussonetia papyrifera inhibits the passive cutaneous anaphylaxis reaction and has a secretory phospholipase A2-inhibitory activity Biol Pharm Bull 26 299 302
33. M Lindahl C Tagesson 1993 Selective inhibition of group II phospholipase A2 by quercetin Inflammation 17 573 582
34. M Lindahl C Tagesson 1997 Flavonoids as phospholipase A2 inhibitors: importance of their structure for selective inhibition of group II phospholipase A2 Inflammation 21 347 356
35. TK McGhie MC Walton 2007 The bioavailability and absorption of anthocyanins: towards a better understanding Mol Nutr Food Res 51 702 713
36. L Minghetti 2005 Role of inflammation in neurodegenerative diseases Curr Opin Neurol 18 315 321
37. GY Molloy M Rattray RJ Williams 1998 Genes encoding multiple forms of phospholipase A2 are expressed in rat brain Neurosci Lett 258 139 142
38. TC Moon Z Quan J Kim HP Kim I Kudo M Murakami H Park HW Chang 2007 Inhibitory effect of synthetic C-C biflavones on various phospholipase A(2)s activity Bioorg Med Chem 15 7138 7143
39. M Murakami I Kudo 2004 Secretory phospholipase A2 Biol Pharm Bull 27 1158 1164
40. R Muralikrishna Adibhatla JF Hatcher 2006 Phospholipase A2, reactive oxygen species, and lipid peroxidation in cerebral ischemia Free Radic Biol Med 40 376 387
41. V Nardicchi L Macchioni M Ferrini G Goracci 2007 The presence of a secretory phospholipase A2 in the nuclei of neuronal and glial cells of rat brain cortex Biochim Biophys Acta 1771 1345 1352
42. NA Nyman JT Kumpulainen 2001 Determination of anthocyanidins in berries and red wine by high-performance liquid chromatography J Agric Food Chem 49 4183 4187
43. VH Perry C Cunningham C Holmes 2007 Systemic infections and inflammation affect chronic neurodegeneration Nat Rev Immunol 7 161 167
44. C Pompeia LR Lopes CK Miyasaka J Procopio P Sannomiya R Curi 2000 Effect of fatty acids on leukocyte function Braz J Med Biol Res 33 1255 1268
45. C Ramassamy 2006 Emerging role of polyphenolic compounds in the treatment of neurodegenerative diseases: a review of their intracellular targets Eur J Pharmacol 545 51 64
46. BM Ross B Hughes SJ Kish JJ Warsh 2006 Serum calcium-independent phospholipase A2 activity in bipolar affective disorder Bipolar Disord 8 265 270
47. NP Seeram RA Momin MG Nair LD Bourquin 2001 Cyclooxygenase inhibitory and antioxidant cyanidin glycosides in cherries and berries Phytomedicine 8 362 369
48. Segel IH (1993) Enzyme kinetics-behavior and analysis of rapid equilibrium and steady-state enzyme systems. Wiley Inc., New York
49. B Shukitt-Hale AN Carey D Jenkins BM Rabin JA Joseph 2007 Beneficial effects of fruit extracts on neuronal function and behavior in a rodent model of accelerated aging Neurobiol Aging 28 1187 1194
50. B Shukitt-Hale FC Lau JA Joseph 2008 Berry fruit supplementation and the aging brain J Agric Food Chem 56 636 641
51. GY Sun J Xu MD Jensen A Simonyi 2004 Phospholipase A2 in the central nervous system: implications for neurodegenerative diseases J Lipid Res 45 205 213
52. MI Sweeney W Kalt SL MacKinnon J Ashby KT Gottschall-Pass 2002 Feeding rats diets enriched in lowbush blueberries for six weeks decreases ischemia-induced brain damage Nutr Neurosci 5 427 431
53. S Talavera C Felgines O Texier C Besson A Gil-Izquierdo JL Lamaison C Remesy 2005 Anthocyanin metabolism in rats and their distribution to digestive area, kidney, and brain J Agric Food Chem 53 3902 3908
54. A Tarozzi F Morroni S Hrelia C Angeloni A Marchesi G Cantelli-Forti P Hrelia 2007 Neuroprotective effects of anthocyanins and their in vivo metabolites in SH-SY5Y cells Neurosci Lett 424 36 40
55. H Tavares J Yacubian LL Talib NR Barbosa WF Gattaz 2003 Increased phospholipase A2 activity in schizophrenia with absent response to niacin Schizophr Res 61 1 6
56. MM Thwin WY Ong CW Fong K Sato K Kodama AA Farooqui P Gopalakrishnakone 2003 Secretory phospholipase A2 activity in the normal and kainate injected rat brain, and inhibition by a peptide derived from python serum Exp Brain Res 150 427 433
57. U Tibes WG Friebe 1997 Phospholipase A2 inhibitors in development Expert Opin Investig Drugs 6 279 298
58. T Tsuda F Horio T Osawa 1999 Absorption and metabolism of cyanidin 3-O-beta-D-glucoside in rats FEBS Lett 449 179 182
59. A Villacara M Spatz RF Dodson C Corn J Bembry 1989 Effect of arachidonic acid on cultured cerebromicrovascular endothelium: permeability, lipid peroxidation and membrane "fluidity" Acta Neuropathol 78 310 316
60. P Vitaglione G Donnarumma A Napolitano F Galvano A Gallo L Scalfi V Fogliano 2007 Protocatechuic acid is the major human metabolite of cyanidin-glucosides J Nutr 137 2043 2048
61. H Wang MG Nair GM Strasburg YC Chang AM Booren JI Gray DL DeWitt 1999 Antioxidant and antiinflammatory activities of anthocyanins and their aglycon, cyanidin, from tart cherries J Nat Prod 62 294 296
62. Y Wang CF Chang J Chou HL Chen X Deng BK Harvey JL Cadet PC Bickford 2005 Dietary supplementation with blueberries, spinach, or spirulina reduces ischemic brain damage Exp Neurol 193 75 84
63. X Wu GR Beecher JM Holden DB Haytowitz SE Gebhardt RL Prior 2006 Concentrations of anthocyanins in common foods in the United States and estimation of normal consumption J Agric Food Chem 54 4069 4075
64. S Yedgar D Lichtenberg E Schnitzer 2000 Inhibition of phospholipase A(2) as a therapeutic target Biochim Biophys Acta 1488 182 187