Selective synthesis and photophysical properties of tailor-made chlorins for photodynamic therapy

Franz-Peter Montforts; Benjamin Gerlach; Gerold Haake; Frank Hoeper; Dirk Kusch; Axel Meier; Gerhard Scheurich; Hans-Dieter Brauer; K. Schiwon; Guido Schermann

doi:10.1117/12.199155

12 January 1995 Selective synthesis and photophysical properties of tailor-made chlorins for photodynamic therapy

Franz-Peter Montforts, Benjamin Gerlach, Gerold Haake, Frank Hoeper, Dirk Kusch, Axel Meier, Gerhard Scheurich, Hans-Dieter Brauer, K. Schiwon, Guido Schermann

Author Affiliations +

Proceedings Volume 2325, Photodynamic Therapy of Cancer II; (1995) https://doi.org/10.1117/12.199155
Event: International Symposium on Biomedical Optics Europe '94, 1994, Lille, France

Abstract

Photodynamic therapy (PDT) is a promising approach for the treatment of cancer, and is presently being evaluated worldwide. PDT is based on the ability of photosensitizers to accumulate selectively in tumor tissue. On irradiation fluorescence of the sensitizer allows tumor localization. Singlet oxygen formed by sensitization causes tumor destruction. Hematoporphyrin derivatives and Photofrin II^R, at the present the only practically used sensitizers in PDT, absorb light only weakly ((epsilon) approximately equals 5.000 at (lambda) equals 620 nm). It has been shown that Photofrin II^R is a multicomponent mixture of different porphyrins with only a few therapeutically active components. In contrast to porphyrins, chlorins and azachlorins have ideal photophysical properties with strong absorption ((epsilon) approximately equals 50.000) in a spectral region ((lambda) equals 650 nm) where tissue transmits much better. Molecular properties of porphinoid structures, which are responsible for tumor uptake and tumor enrichment, are connected with lipophilicity and aggregation behavior. Therefore our aim was to synthesize well defined chlorins with lipophilic properties similar to those of the active fractions of Photofrin II^R.

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Franz-Peter Montforts, Benjamin Gerlach, Gerold Haake, Frank Hoeper, Dirk Kusch, Axel Meier, Gerhard Scheurich, Hans-Dieter Brauer, K. Schiwon, and Guido Schermann "Selective synthesis and photophysical properties of tailor-made chlorins for photodynamic therapy", Proc. SPIE 2325, Photodynamic Therapy of Cancer II, (12 January 1995); https://doi.org/10.1117/12.199155

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