Carboplatin-containing porphyrin-platinum complexes as cytotoxic and phototoxic antitumor agents

Brunner, Henri and Gruber, Nick (2004) Carboplatin-containing porphyrin-platinum complexes as cytotoxic and phototoxic antitumor agents. INORGANICA CHIMICA ACTA, 357 (15). pp. 4423-4451. ISSN 0020-1693,

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Abstract

Tetraarylporphyrins of the Ar:Ar' = 3:1-type were synthesized from pyrrole, 4-hydroxybenzaldehyde and benzaldehydes substituted with ethyleneglycol. hydroxy and quaternary ammonium substituents for solubilization in DNIF and, in particular, in water. After etherification with the tosylate of diethyl cyclobutanedicarboxylate and subsequent ester hydrolysis, the resulting carboxylic acid groups were used to bind platinum fragments bearing two ammonia and (RR/SS)-trans-1,2-diaminocyclohexane ligands, respectively. as non-leaving groups. In comparison to hematoporphyrin-platinum complexes, the title compounds show a 30 nm bathochromic shift of their absorption bands increasing the penetration depth of the red light used for irradiation in photodynamic tumor therapy. The antiproliferative activity of 24 new platinum complexes differing in the porphyrin ligands and the platinum fragments were studied in tests with J82 bladder cancer cells. The compounds showed the cytotoxic effect of the platinum moiety and after irradiation the phototoxic effect of the porphyrin system. (C) 2004 Elsevier B.V. All rights reserved.

Item Type: Article
Uncontrolled Keywords: PHOTODYNAMIC TUMOR-THERAPY; LIGANDS; TETRAPHENYLPORPHYRINS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 21 Jun 2021 09:52
Last Modified: 21 Jun 2021 09:52
URI: https://pred.uni-regensburg.de/id/eprint/36899

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