Hypericin-mediated photooxidative damage of α-crystallin in human lens epithelial cells

Free Radical Biology and Medicine

Volumn 60, Issue , 2013, Pages 347-354

  Ehrenshaft, Marilyn ^a   Roberts, Joan E ^a,b   Mason, Ronald P ^a  

^a NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^b FORDHAM UNIVERSITY   (United States)

Author keywords

Crystallin; Actin; Free radicals; Human lens epithelial cells; Hypericin; N formylkynurenine; Singlet oxygen

Indexed keywords

ACTIN; ALPHA CRYSTALLIN; ARYLFORMAMIDASE; CYTOSKELETON PROTEIN; HYPERICIN;

ARTICLE; CELL VIABILITY; CONFOCAL MICROSCOPY; HUMAN; HUMAN CELL; IN VITRO STUDY; LENS EPITHELIUM; OXIDATION; OXIDATIVE STRESS; PHOTOCHEMISTRY; PHOTOSENSITIZATION; POLYMERIZATION; PRIORITY JOURNAL; PROTEIN LOCALIZATION; SPECTRAL SENSITIVITY; SUNGLASSES; SURVIVAL RATE; ULTRAVIOLET A RADIATION;

ALPHA-CRYSTALLINS; ANIMALS; CATARACT; CATTLE; CELL LINE; EPITHELIAL CELLS; HUMANS; KYNURENINE; OXIDATIVE STRESS; PERYLENE; PHOTOSENSITIZING AGENTS; ULTRAVIOLET RAYS;

BOVINAE; HYPERICUM PERFORATUM;

EID: 84877053232     PISSN: 08915849     EISSN: 18734596     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2013.02.023     Document Type: Article

References (36)

1. B. Ehrenberg, J.L. Anderson, and C.S. Foote Kinetics and yield of singlet oxygen photosensitized by hypericin in organic and biological media Photochem. Photobiol. 68 1998 135 140
2. V. Senthil, L.R. Jones, K. Senthil, and L.I. Grossweiner Hypericin photosensitization in aqueous model systems Photochem. Photobiol. 59 1994 40 47
3. T.A. Theodossiou, J.S. Hothersall, P.A. De Witte, A. Pantos, and P. Agostinis The multifaceted photocytotoxic profile of hypericin Mol. Pharm. 6 2009 1775 1789
4. J. Sarris, A. Panossian, I. Schweitzer, C. Stough, and A. Scholey Herbal medicine for depression, anxiety and insomnia: a review of psychopharmacology and clinical evidence Eur. Neuropsychopharmacol. 21 2011 841 860
5. E. Whiskey, U. Werneke, and D. Taylor A systematic review and meta-analysis of Hypericum perforatum in depression: a comprehensive clinical review Int. Clin. Psychopharmacol. 16 2001 239 252
6. B. Krammer, and T. Verwanger Molecular response to hypericin-induced photodamage Curr. Med. Chem. 19 2012 793 798
7. A. Karioti, and A.R. Bilia Hypericins as potential leads for new therapeutics Int. J. Mol. Sci. 11 2010 562 594
8. A.A. Izzo Interactions between herbs and conventional drugs: overview of the clinical data Med. Princ. Pract. 21 2012 404 428
9. R. Rahimi, and M. Abdollahi An update on the ability of St. John's wort to affect the metabolism of other drugs Expert Opin. Drug Metab. Toxicol 8 2012 691 708
10. Y.Y. He, C.F. Chignell, D.S. Miller, U.P. Andley, and J.E. Roberts Phototoxicity in human lens epithelial cells promoted by St. John's wort Photochem. Photobiol. 80 2004 583 586
11. A. Sgarbossa, N. Angelini, D. Gioffre, T. Youssef, F. Lenci, and J.E. Roberts The uptake, location and fluorescence of hypericin in bovine intact lens Curr. Eye Res. 21 2000 597 601
12. J. Wahlman, M. Hirst, J.E. Roberts, C.D. Prickett, and J.R. Trevithick Focal length variability and protein leakage as tools for measuring photooxidative damage to the lens Photochem. Photobiol. 78 2003 88 92
13. A.R. Wielgus, C.F. Chignell, D.S. Miller, B. Van Houten, J. Meyer, D.-N. Hu, and J.E. Roberts Phototoxicity in human retinal pigment epithelial cells promoted by hypericin, a component of St. John's wort Photochem. Photobiol. 83 2007 706 713
14. S. Bassnett, Y. Shi, and G.F.J.M. Vrensen Biological glass: structural determinants of eye lens transparency Phil. Trans. R. Soc. B 366 2011 1250 1264
15. U.P. Andley Crystallins in the eye: function and pathology Prog. Retinal Eye Res. 26 2007 78 98
16. J. Horwitz Alpha-crystallin Exp. Eye Res. 76 2003 145 153
17. G.N. Rao, R. Khanna, and A. Payal The global burden of cataract Curr. Opin. Ophthalmol. 22 2011 4 9
18. C.M. Schempp, B. Winghofer, M. Langheinrich, E. Schopf, and J.C. Simon Hypericin levels in human serum and interstitial skin blister fluid after oral single-dose and steady-state administration of Hypericum perforatum extract (St. John's wort) Skin Pharmacol. Appl. Skin Physiol 12 1999 299 304
19. A. Higuchi, H. Yamada, E. Yamada, N. Jo, and M. Matsumura Hypericin inhibits pathological retinal neovascularization in a mouse model of oxygen-induced retinopathy Mol. Vision 14 2008 249 254
20. P. Taroni, G. Valentini, D. Comelli, C. D'Andrea, R. Cubeddu, D.N. Hu, and J.E. Roberts Time-resolved microspectrofluorimetry and fluorescence lifetime imaging of hypericin in human retinal pigment epithelial cells Photochem. Photobiol. 81 2005 524 528
21. K.L. Schey, S. Patat, C.F. Chignell, M. Datillo, R.H. Wang, and J.E. Roberts Photooxidation of lens α-crystallin by hypericin (active ingredient in St. John's wort) Photochem. Photobiol. 72 2000 200 203
22. J.N. Booth, and G. McGwin The association between self-reported cataracts and St. John's wort Curr. Eye Res. 34 2009 863 866
23. U.P. Andley, J.S. Rhim, L.T. Chylack, and T.P. Fleming Propagation and immortalization of human lens epithelial cells in culture Invest. Ophthalmol. Visual Sci. 35 1994 3094 3102
24. M.J. Davies Singlet oxygen-mediated damage to proteins and its consequences Biochem. Biophys. Res. Commun. 305 2003 761 770
25. M.J. Davies The oxidative environment and protein damage Biochim. Biophys. Acta 1703 2005 93 109
26. M. Ehrenshaft, M.G. Bonini, L. Feng, C.F. Chignell, and R.P. Mason Partial colocalization of oxidized, N-formylkynurenine-containing proteins in mitochondria and golgi of keratinocytes Photochem. Photobiol. 86 2010 752 756
27. M. Ehrenshaft, S. de Oliveira Silva, I. Perdivara, P. Bilski, R.H. Sik, C.F. Chignell, K.B. Tomer, and R.P. Mason Immunological detection of N-formylkynurenine in oxidized proteins Free Radic. Biol. Med. 46 2009 1260 1266
28. M. Ehrenshaft, B. Zhao, U.P. Andley, R.P. Mason, and J.E. Roberts Immunological detection of N-formylkynurenine in porphyrin-mediated photooxidized lens α-crystallin Photochem. Photobiol. 87 2011 1321 1329
29. M.M. Triquigneaux, M. Ehrenshaft, E. Roth, I. Silman, Y. Ashani, R.P. Mason, L. Weiner, and L.J. Deterding Targeted oxidation of Torpedo californica acetylcholinesterase by singlet oxygen: identification of N-formylkynurenine tryptophan derivatives within the active-site gorge of its complex with the photosensitizer methylene blue Biochem. J. 448 2012 83 91
30. T. Youssef Fluorescence study on the interaction between hypericin and lens proteins "α-crystallin." Photochem. Photobiol. 85 2009 921 926
31. M. Kober, K. Pohl, and T. Efferth Molecular mechanisms underlying St. John's wort drug interactions Curr. Drug Metab. 9 2008 1027 1037
32. C.C. Trevithick-Sutton, K. Chin, S.D. Contos, and C.S. Foote Lens α-crystallin and hypericin: a photophysical mechanism explains observed lens damage Photochem. Photobiol. 80 2004 444 449
33. P.V. Rao, and R. Maddala The role of the lens actin cytoskeleton in fiber cell elongation and differentiation Semin. Cell Dev. Biol. 17 2006 698 711
34. C. Cheng, C.-H. Xia, Q. Huang, L. Ding, J. Horwitz, and X. Gong Altered chaperone-like activity of α-crystallins promotes cataractogenesis J. Biol. Chem. 285 2010 41187 41193
35. B. Halliwell, and M. Whiteman Measuring reactive species and oxidative damage in vivo and in cell culture: how should you do it and what do the results mean? Br. J. Pharmacol. 142 2004 231 255
36. I. Perdivara, L.J. Deterding, M. Przybylski, and K.B. Tomer Mass spectrometric identification of oxidative modifications of tryptophan residues in proteins: chemical artifact or post-translational modification? J. Am. Soc. Mass Spectrom. 21 2010 1114 1117