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Long wavelength absorbing cationic Zn(II)-phthalocyanines as fluorescent contrast agents for B16 pigmented melanoma

Vanya Mantareva

Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad. “G. Bonchev” str., Bl. 9, 1113 Sofia, Bulgaria

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Daniela Petrova

Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad. “G. Bonchev” str., Bl. 9, 1113 Sofia, Bulgaria

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Latchezar Avramov

Institute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria

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Ivan Angelov

Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad. “G. Bonchev” str., Bl. 9, 1113 Sofia, Bulgaria

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Ekaterina Borisova

Institute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria

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Margarita Peeva

Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad. “G. Bonchev” str., Bl. 9, 1113 Sofia, Bulgaria

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, and

Dieter Wöhrle

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

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https://doi.org/10.1142/S1088424605000095Cited by:25 (Source: Crossref)

Abstract

Three cationic zinc phthalocyanines (ZnPcs), tetrakis-(3-methylpyridyloxy)-, tetrakis-(3-hexyl-pyridyloxy)-, and tetrakis-(3-dodecylpyridyloxy)phthalocyaninezinc (ZnPcMe, ZnPcHe and ZnPcDo) have been studied as advanced fluorescent contrast agents for pigmented melanoma tumor. UV-vis spectroscopic properties of the monomers were investigated. Their photophysical behavior as a substantial part of dye-induced fluorescence was evaluated. The selective accumulation and labeling capacity towards B16F0 pigmented melanoma tumor were determined. Melanin containing cells were isolated and incubated with ZnPcs at several time intervals (1, 1.5 and 6 h) following the kinetics of cellular uptake. The highest accumulation was found for ZnPcHe. A lower uptake was detected for the more lipophilic ZnPcDo and more hydrophilic ZnPcMe. The fluorescence diagnostic potential of ZnPcs towards pigmented melanoma by using an argon-dye laser detection set-up was demonstrated.

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