Soluble tetraarylporphyrin-platinum conjugates as cytotoxic and phototoxic antitumor agents

Lottner, Christian and Bart, Karl-Christian and Bernhardt, Günther and Brunner, Henri (2002) Soluble tetraarylporphyrin-platinum conjugates as cytotoxic and phototoxic antitumor agents. JOURNAL OF MEDICINAL CHEMISTRY, 45 (10). pp. 2079-2089. ISSN 0022-2623

Full text not available from this repository. (Request a copy)

Abstract

A series of asymmetric tetraarylporphyrins was synthesized from pyrrole, para-substituted oligo- or poly(ethylene glycol) monomethyl ether benzaldehyde and from 4-hydroxybenzaldehyde etherified with diethyl bromomalonate according to the Lindsey method. After hydrolysis of the tetraarylporphyrin esters, the resulting carboxylic acid groups were used to bind platinum fragments. In comparison to analogous hematoporphyrin-platinum conjugates, the title compounds are characterized by a 30 nm bathochromic shift of their absorption bands. The antiproliferative activity of 18 platinum complexes (1, 5, and 10 muM) differing in solubility, type of the platinum fragment, and the corresponding tetraarylporphyrin ligands were studied on TCC-SUP transitional bladder cancer cells in the dark and after irradiation (lambda = 600-730 nm; 24 J/cm(2)). The most active compounds were among the tetraarylporphyrin-platinum conjugates bearing the diammine and (RR/SS)-trans-1,2-diaminocyclohexane ligands.

Item Type: Article
Uncontrolled Keywords: COMPLEXES; LIGANDS;
Subjects: 500 Science > 540 Chemistry & allied sciences
600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy
Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 26 Oct 2021 09:31
Last Modified: 26 Oct 2021 09:31
URI: https://pred.uni-regensburg.de/id/eprint/40265

Actions (login required)

View Item View Item