Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy

Saad Makhseed; Miloslav Machacek; Waleed Alfadly; Ahmad Tuhl; Mickey Vinodh; Tomas Simunek; Veronika Novakova; Pavel Kubat; Emil Rudolf; Petr Zimcik

doi:10.1039/C3CC44609C

Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy†

Saad Makhseed,*^a Miloslav Machacek,^b Waleed Alfadly,^a Ahmad Tuhl,^a Mickey Vinodh,^a Tomas Simunek,^b Veronika Novakova,^c Pavel Kubat,^d Emil Rudolf^e and Petr Zimcik*^f

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* Corresponding authors

^a Department of Chemistry, Kuwait University, P.O. Box 5969, Safat, Kuwait
E-mail: saad.makhseed@ku.edu.kw
Fax: +965 24816482
Tel: +965 24985538

^b Department of Biochemical Sciences, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove, Czech Republic

^c Department of Biophysics and Physical Chemistry, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove, Czech Republic

^d J. Heyrovsky Institute of Physical Chemistry, v.v.i., Academy of Sciences of the Czech Republic, Dolejskova 3, 182 23 Praha 8, Czech Republic

^e Department of Medical Biology and Genetics, Faculty of Medicine in Hradec Kralove, Charles University in Prague, Šimkova 870, Hradec Kralove, Czech Republic

^f Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove, Czech Republic
E-mail: petr.zimcik@faf.cuni.cz
Fax: +420 495067167
Tel: +420 495067257

Abstract

Newly synthesized zinc phthalocyanine bearing sixteen quaternized imidazolyl moieties on the periphery displays high water-solubility, lack of aggregation and high singlet oxygen quantum yield in water (Φ_Δ > 0.33). The in vitro tests indicated excellent anticancer photodynamic activity (EC₅₀ = 36.7 nM) and low dark toxicity to non-cancerous cells (TC₅₀ = 395 μM).

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Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy†

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Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy

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