40
Views
3
CrossRef citations to date
0
Altmetric
Original Article

Chelation of hypocrellin B with zinc ions with electron paramagnetic resonance (EPR) evidence of the photodynamic activity of the resulting chelate

, , , , &
Pages 543-554 | Received 25 Jan 2001, Published online: 07 Jul 2009

References

  • Kessel D. Photodynamic Therapy of Neoplastic Disease. CRC Press, Boston, MA 1994
  • Jiang L.J. The structures, properties, photochemical reaction and reaction mechanisms of hypocrellins (I). Kexue Tongbao 1990; 21: 1608–1616
  • Jiang L.J. The structures, properties, photochemical reactions abd reaction mechanisms of hypocrellins (II). Kexue Tongbao 1990; 22: 1681–1690
  • Miller G.G., Brown K., Ballangrud M., Barajas O., Xiao Z., Tulip J., Lown J.W., Leithoff J.M., Allalunis-Turner M.J., Mehta R.D., Moore R.B. Preclinical assessment of hypocrellin B and hypocrellin B derivatives for photodynamic therapy of cancer: progress update. Photochemistry and Photobiology 1997; 65: 714–722
  • Diwu Z.J. Novel therapeutic and diagnostic applications of hypocrellins and hypericins. Photochemistry and Photobiology 1995; 61: 529–539
  • Hudson J.B., Zhou J., Chen J., Harris L., Yip L., Towers G.H.N. Hypocrellin from Hypocrella bambusae, is phototixic to human immunodeficiency virus. Photochemistry and Photobiology 1994; 60: 253–255
  • Fehr M.J., Carpenter S.L., Wannemuehler Y., Petrich J.W. Roles of oxygen and photoinduced acidification in the light-dependent antiviral activity of hypocrellin A. Biochemistry 1995; 34: 15845–15848
  • Hudson J.B., Imperial V., Haugland R.P., Diwu Z.J. Antiviral activities of photoactive perylenequinones. Photochemistry and Photobiology 1997; 65: 352–354
  • Hirayama J., Ikebuchi K., Kamo N., Sekiquchi S. Photoinactivation of virus infectivity by hypocrellin A. Photochemistry and Photobiology 1997; 66: 697–700
  • Ma J.N. Studies on the photochemical and photophysical properties of hypocrellin A. Institute of Photographic Chemistry, Academia Sinica, Beijing 1988, PhD dissertation
  • Diwu Z.J., Zhang C.L., Lown J.W. Photosensitization of anticancer agents 13. The production singlet oxygen by metal-ion-chelated perylenequinones. Journal Photochemistry and Photobiology A: Chemistry 1992; 66: 99–112
  • Hu Y.Z., An J.Y., Jiang L.J. Studies on the chelation of hypocrellin A with aluminium ion and the photodynamic action of the resulting complex. Journal Photochemistry and Photobiology B.: Biology 1994; 22: 219–227
  • Hadjur C., Jeunet A., Jardon P. Photosensitized by hypericin: ESR evidence for singlet oxygen and superoxide anion radicals formation in an in vitro model. Journal of Photochemistry and Photobiology B.: Biology 1994; 26: 67–74
  • Harbor J.R., Hair M.L. Detection of superoxide ions in nonaqueous media. Generation by photolysis of pigment dispersions. The Journal of Physical Chemistry 1978; 82: 1397–1399
  • Lion Y., Dlemelle M., New A. Method of detecting singlet oxygen production. Nature 1976; 263: 442–443
  • Diwu Z.J., Lown J.W. Photosensitization with anticancer agents 12. Perylenequinonoid pigments, a novel type of singlet oxygen sensitizer. Journal Photochemistry and Photobiology A: Chemistry 1992; 64: 273–287
  • Singh H.B., Sharma J. Coordination polymers of 1,4-dihydroxyanthraquinone with some non-transition metal ions: thermal, conductance and dielectric properties. Indian Journal of Chemistry 1987; 26A: 167–169
  • Tachibana M., Iwaizumi W. EPR and UV-visible spectroscopic studies of copper (II) and cobalt (II) complexes of hydroxyanthraquinone. Journal of Inorganic Biochemistry 1987; 30: 141–151
  • Zhao K.H. Studies on the structures and properties of hypocrellins. Institute of Photographic Chemistry, Academia Sinica, Beijing 1989, PhD Dissertation
  • Ossowski T., Pipka P., Liwo A., Jeziorek D. Electrochemical and UV-spectrophotometric study of oxygen and superoxide anion radical interaction with anthraquinone derivatives and their radical anions. Electrochimca Acta 2000; 45: 3581–3587
  • He Y.Y., An J.Y., Jiang L.J. pH effect on the spectroscopic behavior and photoinduced generation of semiquinone anion radical of hypocrellin B. Dyes and Pigments 1999; 41: 79–87
  • He Y.Y., An J.Y., Jiang L.J. EPR and spectrophotometric studies on free radicals (O2-, CysaHB·-) and singlet oxygen (1O2) generated by irradiation of cysteamine substituted hypocrellin B. International Journal of Radiation Biology 1998; 74(5)647–654
  • Hu Y.Z., An J.Y., Jiang L.J., Chen D.W. Spectroscopic study on the photoreduction of hypocrellin A: generation of semiquinone anion radical and hydroquinone. Journal Photochemistry and Photobiology A: Chemistry 1995; 89: 45–51
  • Mayer J., Krasluklanis R. Absorption spectra of the radical ions of quinones: a pulse radiolysis study. Journal of the Chemical Society Faraday Transfer 1991; 87: 2943–2947
  • Lang K., Wagnerova M., Stopka P., Dameran W. Reduction of dioxygen to superoxide photosensitized by anthraquinone-2-suphonate. Journal of Photochemistry and Photobiology A: Chemistry 1992; 67: 187–195
  • Manring L.E., Kramer M.K., Foote C.S. Interception of O2- by benzoquinone in cyanoaromatic sensitized photooxygenations. Tetrahedron Letters 1984; 25: 2523–2526
  • Lissi E.A., Encinas M.V., Lemp E., Rubio M.A. Singlet oxygen bimolecular processes. Solvent and compartmentalization effects. Chemical Reviews 1993; 93: 699–723
  • Hadjur C., Wagnieres G., Ihringer F., Monnier P., van de Bergh H. Production of the free radicals (O2- and ·OH) by irradiation of the photosensitizer zinc (II) phthalocyanine. Journal of Photochemistry and Photobiology B: Biology 1997; 38: 196–202
  • Hadjur C., Jeunet A. EPR evidence of superoxide anion radicals by irradiation of a PDT photosensitizer: hypericin. Methods in molecular biology, A. Favier, B. Kalyanaramah, J. Cadet, M. Fontecave, J.L. Pierre. Birkhauser Verlag, Basel 1995; 119–126, In
  • Viola A., Hadjur C., Jeunet A., Julliard M. Electron paramagnetic resonance of generation of superoxide (O2- and hydroxyl radicals (·OH) by irradiation of a new photodynamic therapy photosensitizer, victoria blue BO. Journal Photochemistry and Photobiology B: Biology 1996; 32: 49–58
  • Finkelstein E., Rosen G.M., Rauchman E.J. Spin trapping of superoxide and hydroxyl radical: practical aspects. Archives of Biochemistry Biophysics 1980; 200: 1–16
  • Feix J.B., Kalyanaraman B. Production of singlet oxygen-derived hydroxyl radical adduct during merocyanine-540-mediated photosensitization: analysis by ESR-spin trapping HPLC with electron chemical detection. Archives of Biochemistry Biophysics 1991; 291: 43–51
  • Lion Y., Van De Vorst Delmelle M.A. New method of detecting singlet oxygen production. Nature, 263: 442–443
  • Patterson M.S., Madsen S.J., Wilson B.C. Experimental tests of the feasibility of singlet oxygen luminescence monitoring in vivo during photodynamic therapy. Journal of Photochemistry and Photobiology B: Biology 1990; 5: 69–84
  • Diwu Z.J., Lown J.W. Hypocrellins and their use in photosensitization. Photochemistry and Photobiology 1989; 52: 609–616
  • Senthil V., Jones L.R., Senthil K., Grossweiner L.I. Hypericin photosensitization in aqueous model systems. Photochemistry and Photobiology 1994; 59: 40–47

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.