title: Photochemical studies and nanomolar photodynamic activities of phthalocyanines functionalized with 1,4,7-trioxanonyl moieties at their non-peripheral positions.
abstract: Manganese(III), cobalt(II), copper(II), magnesium(II), zinc(II) and metal-free phthalocyanines, possessing 1,4,7-trioxanonyl substituents, at their non-peripheral positions, were subjected to photochemical, photodynamic and biological activity studies. Demetallated phthalocyanine and its metallated d-block analogues, with copper(II), cobalt(II), manganese(III) chloride, were found to be less efficient singlet oxygen generators in comparison to the zinc(II) analogue and zinc(II) phthalocyanine reference. Irradiation of several phthalocyanines for short time periods resulted in a substantially increased cytostatic activity against both suspension (leukemic/lymphoma at 85nM) and solid (cervix carcinoma at 72nM and melanoma at 81nM) tumour cell lines (up to 200-fold). Noteworthy is that enveloped viruses, such as for herpesvirus and influenza A virus, but not, non-enveloped virus strains, such as Coxsackie B4 virus and reovirus-1, exposed to irradiation in the presence of the phthalocyanines, markedly lost their infectivity potential.
authors.affiliation: Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Lukasz
authors.initials: L
authors.lastname: Sobotta
authors.affiliation: Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Marcin
authors.initials: M
authors.lastname: Wierzchowski
authors.affiliation: Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Michal
authors.initials: M
authors.lastname: Mierzwicki
authors.affiliation: Institute of Bioorganic Chemistry, Polish Academy of Sciences, Z. Noskowskiego 12, 61-704 Poznan, Poland.
authors.forename: Zofia
authors.initials: Z
authors.lastname: Gdaniec
authors.affiliation: Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Jadwiga
authors.initials: J
authors.lastname: Mielcarek
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
authors.forename: Leentje
authors.initials: L
authors.lastname: Persoons
authors.affiliation: Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Goslinski
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium. Electronic address: jan.balzarini@rega.kuleuven.be.
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
mesh_terms: D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007211:Indoles / Q000737:chemistry / Q000494:pharmacology*; D054833:Isoindoles; D055668:Photochemical Processes; D017319:Photosensitizing Agents / Q000494:pharmacology*
chemical_list: D007211:Indoles; D054833:Isoindoles; D017319:Photosensitizing Agents; C013647:phthalocyanine
keywords: Antiviral photodynamic therapy; Cytostatic photodynamic therapy; Photosensitizer; Phthalocyanine; Singlet oxygen