Effect of axial ligands and macroring substituants on the photosensitizing properties of phthalo- and naphthalocyanines

Benoit Paquette; Rene Ouellet; Hasrat Ali; Rejean Langlois; Johan E. van Lier

doi:10.1117/12.17670

1 July 1990 Effect of axial ligands and macroring substituants on the photosensitizing properties of phthalo- and naphthalocyanines

Benoit Paquette, Rene Ouellet, Hasrat Ali, Rejean Langlois, Johan E. van Lier

Author Affiliations +

Proceedings Volume 1203, Photodynamic Therapy: Mechanisms II; (1990) https://doi.org/10.1117/12.17670
Event: OE/LASE '90, 1990, Los Angeles, CA, United States

Abstract

Among the water-soluble sulfonated metallo phthalocyanine (M-PcS), the monoand disulfonated derivatives exhibit the highest photodynamic activity. The effect of two further modifications of the M-PcS2 structure was studied using V-79 Chinese hamster cells. The addition of axial ligands onto the central metal ion of Si-PcS12 did not interfere with cell uptake and appeared to reduce intracellularaggregation. Combined with diminished in vitro phototoxicity these data suggest that the tendency to form aggregates promotes targeting of the dye with vital cell constituent. Addition of benzyl rings onto the mäcrocycle was evaluated as a second structural modification. The resulting sulfonated metallo naphthalocyanines (Zn-NcS) were 1-2 orders of magnitude less photoactive in vitro as the corresponding phthalocyanine dyes.

Citation Download Citation

Benoit Paquette, Rene Ouellet, Hasrat Ali, Rejean Langlois, and Johan E. van Lier "Effect of axial ligands and macroring substituants on the photosensitizing properties of phthalo- and naphthalocyanines", Proc. SPIE 1203, Photodynamic Therapy: Mechanisms II, (1 July 1990); https://doi.org/10.1117/12.17670

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