DESIGN OF PORPHYRIN-BASED PHOTOSENSITIZERS FOR PHOTODYNAMIC THERAPY

被引:89
作者
Arnaut, Luis G. [1 ,2 ]
机构
[1] Univ Coimbra, Dept Chem, Coimbra, Portugal
[2] Luzitin SA, R Bayer, P-3045016 Coimbra, Portugal
来源
ADVANCES IN INORGANIC CHEMISTRY, VOL 63: INORGANIC PHOTOCHEMISTRY | 2011年 / 63卷
关键词
Bacteriochlorin; Photodynamic therapy; Reactive oxygen species; Photodecomposition; COMPARATIVE IN-VITRO; SINGLET-OXYGEN; CHARGE-TRANSFER; PHOTOPHYSICAL CHARACTERIZATION; HALOGENATED BACTERIOCHLORINS; PHOTOACOUSTIC CALORIMETRY; ELECTRON-TRANSFER; REDOX POTENTIALS; CATION RADICALS; EXCITED-STATES;
D O I
10.1016/B978-0-12-385904-4.00006-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Porphyrin and metalloporphyrin derivatives are at the forefront of the photosensitizers currently investigated for the photodynamic therapy (PDT) of cancer. Earlier examples included various porphyrins and chlorins, some of them already approved for clinical work, but lately emphasis has been given to the development of stable bacteriochlorin derivatives. The spectroscopy, photochemistry, and electrochemistry of porphyrins and bacteriochlorins, and some of their representative metal complexes, are reviewed and related to the design of photosensitizers capable of producing reactive oxygen species with high quantum yields. Efficacy in vitro is evaluated in terms of a phototherapeutic index, and efficacy in vitro is assessed using tumor growth delays. Guidelines are proposed for the design of more efficient PDT photosensitizers.
引用
收藏
页码:187 / 233
页数:47
相关论文
共 126 条
  • [71] Unusual pathways of triplet state dynamic relaxation in meso-aryl-substituted porphyrins and their chemical dimers at 295 K
    Knyukshto, VN
    Zenkevich, EI
    Sagun, EI
    Shulga, AM
    Bachilo, SM
    [J]. JOURNAL OF FLUORESCENCE, 2000, 10 (01) : 55 - 68
  • [72] Quenching of MgTPP and ZnTPP fluorescence by molecular oxygen
    Kowalska, Dorota
    Steer, Ronald P.
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2008, 195 (2-3) : 223 - 227
  • [73] Characterization of porphyrins, chlorins, and bacteriochlorins formed via allomerization of bacteriochlorophyll a.: Synthesis of highly stable bacteriopurpurinimides and their metal complexes
    Kozyrev, AN
    Chen, YH
    Goswami, LN
    Tabaczynski, WA
    Pandey, RK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (05) : 1949 - 1960
  • [74] Syntheses of stable bacteriochlorophyll-a derivatives as potential photosensitizers for photodynamic therapy
    Kozyrev, AN
    Zheng, G
    Zhu, CF
    Dougherty, TJ
    Smith, KM
    Pandey, RK
    [J]. TETRAHEDRON LETTERS, 1996, 37 (36) : 6431 - 6434
  • [75] Fluorescence imaging of Foscan® and Foslip in the plasma membrane and in whole cells
    Lassalle, Henri-Pierre
    Wagner, Michael
    Bezdetnaya, Lina
    Guillemin, Francois
    Schneckenburger, Herbert
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2008, 92 (01) : 47 - 53
  • [76] β-fluorinated porphyrins and related compounds:: An overview
    Leroy, Jacques
    Bondon, Arnaud
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (03) : 417 - 433
  • [77] Electronic structure and bonding in metal porphyrins, metal=Fe, Co, Ni, Cu, Zn
    Liao, MS
    Scheiner, S
    [J]. JOURNAL OF CHEMICAL PHYSICS, 2002, 117 (01) : 205 - 219
  • [78] ELECTRON TRANSFERS IN CHEMISTRY AND BIOLOGY
    MARCUS, RA
    SUTIN, N
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA, 1985, 811 (03) : 265 - 322
  • [79] WST11, a novel water-soluble bacteriochlorophyll derivative; Cellular uptake, pharmacokinetics, biodistribution and vascular-targeted photodynamic activity using melanoma tumors as a model
    Mazor, O
    Brandis, A
    Plaks, V
    Neumark, E
    Rosenbach-Belkin, V
    Salomon, Y
    Scherz, A
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2005, 81 (02) : 342 - 351
  • [80] Milgrom L.R., 1997, The Colours of Life