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ISSN 1998-9539

Novel Water-Soluble Silicon(IV) Phthalocyanines for Photodynamic Applications on Tumors and Pathogenic Bacteria

İpek Ömeroğlu,a Meltem Göksel,a,b Vesselin Kussovski,c Vanya Mantareva,d@1 and Mahmut Durmuşa@2

aGebze Technical University, Department of Chemistry, 41400 Gebze, Kocaeli, Turkey

bKocaeli University, Kosekoy Vocational School, 41135 Kartepe, Kocaeli, Turkey

cThe Stephan Angeloff Institute of Microbiology, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria

dInstitute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria

@1Corresponding author E-mail: mantareva@yahoo.com

 

The synthesis and characterization of axially bis(1,2,2,6,6-pentamethyl-4-piperidinol) silicon(IV) phthalocyanine (3) and its water-soluble quaternized derivative (3Q) were defined in this study.Both novel silicon(IV) phthalocyanines were characterized by FT-IR, UV-Vis, 1H NMR, MALDI-TOF and elemental analysis as well. Although the photophysical and photochemical properties of newly synthesized axially bis(1,2,2,6,6-pentamethyl-4-piperidinol) silicon(IV) phthalocyanine was investigated in DMSO, its water-soluble derivative was investigated in both DMSO and phosphate buffer solution (PBS). The fluorescence quenching behavior of the studied water-soluble silicon(IV) phthalocyanine (3Q) by the addition of 1,4-benzoquinone was also described in DMSO. Besides, the binding behavior of 3Q, it was examined by bovine serum albumin (BSA) protein in PBS for determination of transportation abilities of this phthalocyanine in the blood. Photodynamic activity of quaternized silicon(IV) phthalocyanine (3Q) was tested in vitro on tumor cells and bacterial pathogens with promising photocytotoxicity for both PDT applications.

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