Phototoxicity of some bromine-substituted rhodamine dyes: synthesis, photophysical properties and application as photosensitizers.

Abstract:

:The synthesis of some bromine-substituted rhodamine derivatives viz., 4,5-dibromorhodamine methyl ester (dye 2) and 4,5-dibromorhodamine n-butyl ester (dye 3) are reported. These dyes were synthesized to promote a more efficient cancer cell photosensitizer for potential use in in vitro bone marrow purging in preparation for autologous bone marrow transplantation. Spectroscopic and photophysical characterization of these dyes together with rhodamine 123 (dye 1) are reported in water, methanol, ethanol and also in a microheterogeneous system, sodium dodecyl sulfate. The possible mechanism of photosensitization is characterized in terms of singlet oxygen efficiency of these dyes. Singlet oxygen quantum yields for bromine-substituted dyes are in the range of 0.3-0.5 depending on the solvent. For dye 1 no singlet oxygen production is found. The photodynamic actions of these dyes in different cell lines are tested. It was found that dye 2 and dye 3 are efficient photosensitizers and mediate eradication of K562, EM2, myeloid cell lines (CML) and the SMF-AI rhabdomyosarcoma line.

journal_name

Photochem Photobiol

authors

Pal P,Zeng H,Durocher G,Girard D,Li T,Gupta AK,Giasson R,Blanchard L,Gaboury L,Balassy A,Turmel C,Laperrière A,Villeneuve L

doi

10.1111/j.1751-1097.1996.tb03008.x

subject

Has Abstract

pub_date

1996-02-01 00:00:00

pages

161-8

issue

2

eissn

0031-8655

issn

1751-1097

journal_volume

63

pub_type

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