Hydrophilicity vs hydrophobicity — varying the amphiphilic structure of porphyrins related to the photosensitizer m-THPC

Author:

WIEHE ARNO1,SIMONENKO EKATERINA J.1,SENGE MATHIAS O.2,RÖDER BEATE1

Affiliation:

1. Humboldt Universität zu Berlin, Institut für Physik, Invalidenstr. 110, D-11115 Berlin, Germany

2. Freie Universität Berlin, Institut für Chemie, Organische Chemie, Takustr. 3, D-14195 Berlin, Germany

Abstract

A total of 21 different porphyrins, some of them closely related to the photosensitizer meta-tetrahydroxyphenylchlorin (m-THPC) with a varied degree of hydrophilic/lipophilic substitution were synthesized employing conventional porphyrin condensation procedures and modern functionalization via organolithium reagents. For 14 of them, the photodynamic therapy (PDT) related photophysical properties were determined in isotropic solution and in liposome membrane-model systems. The photophysical data indicate that the localization of m-THPC may be fine-tuned by carefully changing the substitution pattern.

Publisher

World Scientific Pub Co Pte Lt

Subject

General Chemistry

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