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Miscellaneous

Photosensitisers for the photodynamic therapy of cancer and other diseases

Pages 1849-1860 | Published online: 25 Feb 2005

Bibliography

  • DOUGHERTY TJ, GOMER CJ, HENDERSON BW etal.: Photodynamic therapy. j Natl. Cancer Inst. (1998) 32:889–905.
  • HENDERSON BW, DOUGHERTY TJ: How does photodynamic therapy work? Photochem. PhotabiaL (1992) 55:145–157.
  • •An excellent review of the principles and practice of PDT.
  • KATO H: Photodynamic therapy for lung cancer - a review of 19 years' experience. Photochem. PhotabiaL B. (1998) 42:96–99.
  • GUILLEMIN F, FEINTRENIE X, LIGNON D: Photodynamic therapy of bronchial cancers. Rev Prieumologie (1992) 48:111–114.
  • PUOLAKKAINEN E SCHRODER T: Photodynamic therapy of gastrointestinal tumors: a review. Dig. Dis. (1992) 10:53–60.
  • NOSKE DP, WOLBERS JG, STEREENBORG HJ: Photodynamic therapy of malignant glioma. A review of literature. OM. Neural. Neurosurg. (1991) 93:293–307.
  • MOESTA KT, SCHLAG P, DOUGLAS JR. HO, MANG TS: Evaluating the role of photodynamic therapy in the management of pancreatic cancer. Lasers Surg. Med. (1995) 16:84–92.
  • SHARMAN WM, ALLEN CM, VAN LIER JE: Photodynamic therapeutics: basic principles and clinical applications. Drug Discovery Today (1999) 4:507–517.
  • BELLNIER DA, DOUGHERTY TJ: A preliminary pharmacokinetic study of intravenous photofrin in patients. Laser Med. Surg. (1996) 14:311–314.
  • DOUGHERTY TJ, MARCUS SL: Photodynamic therapy. Eur. I Cancer (1992) 28A:1734–1742.
  • STERNBERG ED, DOLPHIN D, BRÜCKNER C: Porphyrin-based photosensitizers for use in photodynamic therapy. Tetrahedron (1998) 54:4151–4202.
  • PASS HI: Photodynamic therapy in oncology: mechanisms and clinical use. Natl. Cancer Inst. (1993) 85:443–456.
  • ROSENTHALL DI, GLATSTEIN E: Clinical applications of photodynamic therapy. Ann. Medicine (1994) 26:405–409.
  • HENDERSON BW, DOUGHERTY TJ, (Eds): Photodynamic Therapy: Basic Principles and Clinical Aspects. Marcel Dekker, New York, USA (1992):1–459.
  • PENNING LC, DUBBELMAN TM: Fundamentals of photodynamic therapy: cellular and biochemical aspects. Anti-Cancer Drugs (1994) 5:139–146.
  • WAN S, PARRISH JA, ANDERSON RR, MADDEN M: Transmittance of nonionizing radiation in human tissue. Photochem. PhotabiaL (1981) 34:679–684.
  • SVAASAND LO: Optical dosimetry for direct and interstitial photodynamic therapy of malignant tumors. In: Porphyrin Localization and Treatment of Tumors. Doirona DR, Gomer CJ, Liss AR (Eds.) New York, USA (1984):91–114.
  • JACQUES SL, PRAHL SA: Modeling optical and thermal distribution in tissue during laser irradiation. Laser Surg. Med. (1987) 6:494–503.
  • STABLES GI, ASH DV: Photodynamic therapy. Cancer Treat. Rev (1995) 21:311–323.
  • RIS HB, ALTERMATT HJ, STEWART CM etal.: Photodynamic therapy with m-tetrahydroxyphenyl chlorin in vivo: optimization of the therapeutic index. Inter. Cancer (1993) 55:245–249.
  • BONNETT R, WHITE RD, WINFIELD UJ, BERENBAUM MC: Hydroporphyrins of the meso-tetra(hydroxyphenyl)porphyrin series as tumor photosensitizers. Biochem. (1989) 261:277–280.
  • MORGAN AR, GARBO GM, KECK RW, SELMAN SH: New photosensitizers for photodynamic therapy: combined effect of metallopurpurin derivatives and light on transplantable bladder tumors. Cancer Res. (1988) 48:194–198.
  • STERNBERG ED, DOLPHIN D, BRÜCKNER C: Porphyrin-based photosensitizers for use in photodynamic therapy. Tetrahedron (1998) 54:4151–4202.
  • •A compilation of all of the various porphyrin, chlorin, and related structures that have been examined as PDT photosensitisers.
  • POTTER WR, HENDERSON BW, BELLNIER DA et al.: Parabolic quantitative structure-activity relationships and photodynamic therapy: Application of a three-component model with clearance to the in vivo quantitative structure-activity relationships of a congeneric series of pyropheophorbide derivatives used as photosensitizers for photodynamic therapy. Photochem. Photobiol (1999) 70:781–788.
  • ROVERS JP, SAARNAK AE, DE JODE M, STERENBORG HJ, TERPSTRA OT: Biodistribution and bioactivity of tetra-pegylated meta-tetra(hydroxyphenyfi chlorin compared to native meta-tetra(hydroxyphenyfi chlorin in a rat liver tumor model. Photochem. Photobiol (2000) 71:211–217.
  • HORNUNG R, FEHR MK, MONTI-FRAYNE J et al: Highly selective targeting of ovarian cancer with the photosensitizer PEG-m-THPC in a rat model. Photochem. Photobiol (1999) 70:624–629.
  • HORNUNG R, FEHR MK, MONTI-FRAYNE J, TROMBERG BJ, BERNS MW, TADIR Y: Minimally-invasive debulking of ovarian cancer in the rat pelvis by means of photodynamic therapy using the pegylated photosensitizer PEG-m-THPC. Br. j Cancer (1999) 81:631–637.
  • SESSLER JL, HEMMI G, MODY TD, MURAI T, BURRELL A, YOUNG SW: Texaphyrins: synthesis and applications. Acc. Chem. Res. (1994) 27:43–50.
  • •A review of the synthesis and chemical properties of the core-expanded porphyrins.
  • SESSLER JL, MILLER RA: Texaphyrins - new drugs with diverse clinical applications in radiation and photodynamic therapy. Biochem. Pharmacol (2000) 59:733–739.
  • •A review of the effects of different metal-atoms in the expanded porphyrin core on the biological proeprties of these molecules.
  • BERNHARD EJ, MITCHELL JB, DEEN D, CARDELL M, ROSENTHALL DI, BROWN JM: Re-evaluating gadolinium(III) texaphyrin as a radiosensitizing agent. Cancer Res. (2000) 60:86–91.
  • ALLISON RMD, MANG TS: Low-dose photofrin-induced PDT offers excellent clinical response with minimal morbidity in chest wall recurrence of breast cancer. Proc. SPIE-Int. Soc. Opt. Eng. (2000) 3909(Optical Methods for Tumor Treatment and Detection: Mechanism and Teechniques in Photodynamic Therapy IX):20–24.
  • SCHMIDT S: Photodynamic therapy inbreast cancer patients: application of SnET2 for skin metastases. Photomed. Cyriecol Reprod. (2000) 316–321.
  • COLUSSI VC, FEYES DK, MULVIHILL JW et al: Phthalocyanine 4 (Pc4) photodynamic therapy of human OVCAR-3 tumor xenografts. Photochem. Photobiol (1999) 69:236–241.
  • MARGARONE E GREGOIRE M-J, SCASNART V, ALI H, VANLIER JE: Structure-photodynamic relationships of a series of 4-substituted zinc phthalocyanines. Photochem. Photobiol (1996) 63:217–223.
  • BEN-HUR E, MALIK Z, DUBBELMAN TMAR, MARGARONE P, ALI H, VAN LIER JE: Phthalocyanine-induced photohemolysis: structure-activity relationship and the effect of fluoride. Photochem. Photobiol (1993) 58:351–355.
  • PENG Q, MOAN J, MA LW NESLAND JM: Uptake, localization, and photodynamic effect of mesa-tetra(hydroxypheny9porphine and its corresponding chlorin in normal and tumor tissues of mice bearing mammary carcinoma. Cancer Res. (1995) 55:2620–2626.
  • PENG Q, MOAN J, NESLAND JM: Correlation of subcellular and intratumoral photosensitizer localization with ultrastructural features after photodynamic therapy. Ultrastruct. Pathol (1996) 20:109–129.
  • HILF R, MURANT RS, NARAYANAN U, GIBSON SL: Relationship of mitochondrial function and cellular adenosine triphosphate levels to hematoporphyrin derivative-induced photosensitization in R3230AC mammary tumors. Cancer Res. (1986) 46:211–217.
  • GIBSON SL, MURANT RS, CHAZEN MD, KELLY ME, HILF R: In vitro photosensitization of tumor cell enzymes by Photofrin II administered in vivo. Br Cancer (1989) 59:47–53.
  • SHARKEY SM, WILSON BC, MOOREHEAD R, SINGH G: Mitochondrial alterations in photodynamic therapy-resistant cells. Cancer Res. (1993) 53:4994–4999.
  • VERMA A, FACCHINA SL, HIRSCH DJ etal.: Photodynamic tumor therapy: mitochondrial benzodiazepine receptors as a therapeutic target. Mal Med. (1998) 4:40–445.
  • NOODT BB, RODAL GH, WAINWRIGHT M et al: Apoptosis induction by different pathways with methylene blue derivative and light from mitochondrial sites in V79 cells. _kir Cancer (1998) 75:941–948.
  • •An excellent description of photosensitiser role in apoptosis with PDT.
  • KESSEL D, LUO Y, DENG Y, CHANG CK: The role of subcellular localization in initiation of apoptosis by photodynamic therapy. Photochem. Photobiol (1997) 65:422–426.
  • STILTS CE, NELEN MI, HILMEY DG et al.: Water-soluble, core-modified porphyrins as novel, longer-wavelength-absorbing sensitizers for photodynamic therapy. j Med. Chem. (2000) 43:2403–2410.
  • ULMAN A, MANASSEN J, FROLOW F, RABINOVICH D: Synthesis of new tetraphenylporphyrin molecules containing heteroatoms other than nitrogen: II. Tetrapheny1-21-selena-23-thiaporphyrin and tetrapheny1-21,23-diselenaporphyrin. Tetrahedron Lett. (1978) 167–170.
  • ULMAN A, MANASSEN J, FROLOW F, RABINOVICH D: Synthesis of new tetraphenylporphyrin molecules containing heteroatoms other than nitrogen: III. Tetrapheny1-21-tellura-23-thiaporphyrin: an internally-bridged porphyrin. Tetrahedron Lett. (1978) 1885–1886.
  • ULMAN A, MANASSEN J: Synthesis of new tetraphenylporphyrin molecules containing heteroatoms other than nitrogen: Part 4. Symmetrically and unsymmetrically substituted tetrapheny1-21,23-dithiaporphyrins. j Chem. Soc. Perkin Trans. 1(1979) 4:1066-1069.
  • LATOS-GRAZYNSKI L, LISOWSKI J, OLMSTEAD MM, BALCH AL: Five-coordinate complexes of 21-thiaporphyrin. The preparation, spectra and structures of nickel(II), and copper(II) complexes. Iriorg. Chem. (1989) 28:1183–1188.
  • LATOS-GRAZYNSKI L, LISOWSKI J, CHMIELEWSKI PJ, OLMSTEAD MM, BALCH AL: Synthesis of 5,20-dipheny1-10,15-bis(p-toly1)-21-selenaporphyrin (SeDPDTPH). Inorg. Chem. (1996) 35:566–573.
  • ZIOLKOWSKI P, MILACH J, SYMONOWICZ K, CHMIELEWSKI P, LATOS-GRAZYNSKI L, MAECINKOWSKA E: 5,20-Bis(4-sulphopheny1)-10,15-bis(2-methoxy-4-sulfopheny1)-21-thiaporphyrin as a new potent sensitizer in photodynamic therapy. Tumori (1996) 81:364–369.
  • MARCINKOWSKA E, ZIOLKOWSKI P, PACHOLSKA E, LATOS-GRAZYNSKI, CHMIELEWSKI P, RADZIKOWSKI CZ: The new sensitizing agents for photodynamic therapy: 21-selenaporphyrin and 21-thiaporphyrin. Anticancer Res. (1997) 17:3313–3320.
  • FISHER M, VOGTLE F: Dendrimers: from design to application - a progress report. Angew. Chem. Int. Ed. Engl. (1999) 38:884–905.
  • Vogtle F: Dendrimers. Top. Curr. Chem. Springer, Berlin, Germany (1998):1–197.
  • •An excellent review of the properties and applications of dendrimer molecules.
  • MOHR H, LAMBRECHT B, SELZ A: Photodynamic virus inactivation of blood components. Immurrol. Invest. (1995) 24:73–85.
  • MOHR H, LAMBRECHT B, SCHMITT H: Photo-inactivation of viruses in therapeutical plasma. Dev. Biol. Stand. (1993) 81:177–183.
  • WAGNER SJ, ROBINETTE D, STORY J,CHEN XY, SHUMAKER J, BENADE L: Differential sensitivities of viruses in red cell suspensions to methylene blue photosensitization. Transfusion (1994) 34:521–526.
  • WAINWRIGHT M: Non porphyrin photosensitizers in biomedicine. Chem. .Sc. Rev (1996) 32:351–359.
  • •A complement to reference 23 for non-porphyrin sensitisers including cationic dyes.
  • CINCOTTA L, FOLEY JW, CINCOTTA AH: Phototoxicity, redox behavior, and pharmacokinetics of benzophenoxazine analogues in EMT-6 murine sarcoma cells. Cancer Res. (1993) 53:2571–2580.
  • LIN CW, SHULOK JR, KIRLEY SD et al.: Photodynamic destruction of lysosomes mediated by nile blue photosensitizers. Photochem. Photobiol. (1993) 58:81–91.
  • LIN CW, SHULOK JR, KIRLEY SD, CINCOTTA L, FOLEY JW: Lysosomal localization and mechanism of uptake of nile blue photosensitizers in tumor cells. Cancer Res. (1991) 51:2710–2719.
  • CINCOTTA L, FOLEY JW, MACEACHEM T, LAMPROS E, CINCOTTA AH: Novel photodynamic effects of a benzophenothiazine on two different murine sarcomas. Cancer Res. (1994) 54:1249–1258.
  • JOHNSON LV, WALSH ML, BOCKUS BJ, CHEN LB: Monitoring of relative mitochondrial membrane potential in living cells by fluorescence microscopy. j Cell Biol. (1981) 88:526–535.
  • MITCHELL P: Chemiosmotic coupling in oxidative and photosynthetic phosphorylation. Glynn Research Ltd., Bodmin. (1966):1–205.
  • SUMMERHAYES IC, LAMPIDIS TJ, BERNAL SD et al.: Unusual retention of rhodamine 123 by mitochondria in smooth muscle and carcinoma cells. Proc. Natl. Acad. Sci. USA (1982) 79:5292–5296.
  • DAVIS S, WEISS MJ, WONG JR, LAMPIDIS TJ, CHEN LB: Mitochondrial and plasma membrane potentials cause unusual accumulation and retention of rhodamine 123 by breast adenocarcinoma-derived MCF-7 cells. j Biol. Chem. (1985) 260:13844–13850.
  • BERNAL SD, LAMPIDIS TJ, MCISAAC RM, CHEN LB: Anticarcinoma activity in vivo of rhodamine 123, a mitochondrial-specific dye. Science (1986) 221:169–172.
  • KESSEL D, WOODBURN K: Selective photodynamic inactivation of a multidrug transporter by a cationic photosensitizing agent. Br .j Cancer (1995) 71:306–310.
  • HARAPANHALLI RS, ROY AM, ADELSTEIN SJ, KASSIS Al: [1251/1271/ 131I1 lodorhodamine: synthesis, cellular localization, and biodistribution in athymic mice bearing human tumor xenografts and comparison with [99nTc1hexakis(2-methoxyisobutylisonitrile). j Med. Chem. (1998) 41:2111–2117.
  • DETTY MR, MERKEL PB, HILF R, GIBSON SL, POWERS SK: Chalcogenapyrylium dyes as photochemotherapeutic agents. 2. Tumor uptake, mitochondrial targeting, and singlet-oxygen-induced inhibition of cytochrome c oxidase. j Med. Chem. (1990) 33:1108–1116.
  • •A quantitative account of the effects of different heteroatoms on chemical and photophysical properties.
  • DETTY MR, MERKEL PB: Chalcogenapyrylium dyes as potential photochemotherapeutic agents. Solution studies of heavy atom effects on triplet yields, quantum efficiencies of singlet oxygen generation, rates of reaction with singlet oxygen, and emission quantum yields. J Am. Chem. Soc. (1990) 112:3845–3855.
  • POWERS SK, WALSTAD DL, BROWN JT, DETY MR, WATKIN PJ: Chalcogenapyrylium dyes as sensitizers for photodynamic therapy. I Neurooncol. (1989) 7:179–183.
  • BELLNIER DA, YOUNG DN, DETTY MR, CAMACHO S, OSEROFF AR: pH-dependent chalcogenopyrylium dyes as potential sensitizers for PDT. Selective retention in tumor by exploiting pH differences between tumor and normal tissue. Photochem. Photobiol. (1999) 70:630–636.
  • LEONARD KA, NELEN MI, ANDERSON LT, GIBSON SL, HILF R, DETTY MR: 2,4,6-Triarylchalcogeno-pyrylium dyes related in structure to the antitumor agent AA-1 as in vitro sensitizers for the photodynamic therapy of cancer. Med. Chem. (1999) 42:3942–3952.
  • •Defines the necessity of two nitrogen atoms in cationic photosensitisers.
  • LEONARD KA, NELEN MI, SIMARD TP et al.: Synthesis and evaluation of chalcogenopyrylium dyes as potential sensitizers for the photodynamic therapy of cancer. j Med. Chem. (1999) 42:3953–3964.
  • OSEROFF AR, ARA G, OHUOHA D et al.: Strategies for selective cancer photochemotherapy: antibody-targeted and selective carcinoma cell photolysis. Photochem. Photobiol. (1987) 46:83–96.
  • OSEROFF AR, OHUOHA D, ARA G, MCAULIFFE D, FOLEY J, CINCOTTA L: Intramitochondrial ayes allow selective in vitro photolysis of carcinoma. Proc. Nati Acad. Sci. USA (1986) 83:9729–9733.
  • ARA G, APRILLE JR, MALIS CD etal.:Mechanisms of mitochondrial photosensitization by the cationic dye, NN'-bis(2-ethy1-1,3-dioxylene)-Itryptocyanine (EDKC): preferential inactivation of complex I in the electron transport chain. Cancer Res. (1987) 47:6580–6585.
  • LEE C, WU SS, CHEN LB: Photosensitization by 3,3'-dicyclohexyl-oxacarbocyanine iodide: specific disruption of microtubules and inactivation of organelle motility. Cancer Res. (1995) 55:2063–2069.
  • MODICA-NAPOLITANO JS, BRUNELLI BT, KOYA K, CHEN LB: Photoactivation enhances the mitochondrial toxicity of the cationic rhodacyanine MKT-077. Cancer Res. (1998) 58:71–75.
  • MODICA-NAPOLITANO JS, JOYAL JL,ARA G, OSEROFF AR, APRILLE JR: Mitochondria' toxicity of cationic photosensitizers for photochemotherapy. Cancer Res. (1990) 50:7876–7881.
  • MORGAN J, WHITAKER JE, OSEROFF AR: GRP78 induction by calcium ionophore potentiates photodynamic therapy using the mitochondrial targeting dye victoria blue BO. Photochem. Photobiol (1998) 67:155–164.
  • KAWAKAMI M, KOYA K, UKAI T etal.: Synthesis and evaluation of novel rhodacyanine dyes that exhibit antitumor activity. j Med. Chem. (1997) 40:3151–3160.
  • SUN X, WONG JR, SONG K, HU J, GARLID KD, CHEN LB: AA1, a newly synthesized monovalent lipophilic cation, expresses potent in vivo antitumor activity. Cancer Res. (1994) 54:1465–1471.
  • LEONARD KA, HALL JP, NELEN MI et al.: A selenopyrylium photosensitizer for photodynamic therapy related in structure to the antitumor agent AA1 with potent in vivo activity and no long-term skin photosensitization. j Med. Chem. (2000) 43:4488–4498.

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