title: Investigation of the photophysical and photochemical properties of peripherally tetra-substituted water-soluble zwitterionic and cationic zinc(ii) phthalocyanines.
abstract: In this study, 4-{4-[N-((3-dimethylamino)propyl)amide]phenoxy}phthalonitrile () and its zinc(ii) phthalocyanine derivative () were synthesized for the first time. 4-(N-((3-Dimethylamino)propyl)amide)phenoxy substituted zinc(ii) phthalocyanine () was converted to its water-soluble sulfobetaine (), betaine () and N-oxide () containing zwitterionic and quaternized cationic () derivatives. All newly synthesized compounds () were characterized by the combination of UV-vis, FT-IR, (1)H NMR, mass spectroscopy techniques and elemental analysis. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen quantum yields) properties were investigated in DMSO for all the synthesized zinc(ii) phthalocyanines () and in both DMSO and aqueous solutions for zwitterionic and cationic phthalocyanines () for the specification of their capability as photosensitizers in photodynamic therapy (PDT). The binding behavior of water soluble phthalocyanines () to the bovine serum albumin protein was also examined for the determination of their transportation ability in the blood stream.
authors.affiliation: Sakarya University, Faculty of Arts and Sciences, Department of Chemistry, Serdivan 54187, Sakarya, Turkey. senemcolak2004@yahoo.com szy@sakarya.edu.tr.
authors.forename: Senem
authors.initials: S
authors.lastname: Çolak
authors.affiliation: Gebze Technical University, Department of Chemistry, P.O. Box 141, Gebze, 41400, Kocaeli, Turkey. durmus@gtu.edu.tr.
authors.forename: Mahmut
authors.initials: M
authors.lastname: Durmuş
authors.affiliation: Sakarya University, Faculty of Arts and Sciences, Department of Chemistry, Serdivan 54187, Sakarya, Turkey. senemcolak2004@yahoo.com szy@sakarya.edu.tr.
authors.forename: Salih Zeki
authors.initials: SZ
authors.lastname: Yıldız
mesh_terms: D000818:Animals; D001555:Benzene Derivatives / Q000737:chemistry; D001622:Betaine / Q000737:chemistry; D002417:Cattle; D007211:Indoles / Q000737:chemistry / Q000378:metabolism*; D054833:Isoindoles; D009942:Organometallic Compounds / Q000737:chemistry / Q000378:metabolism*; D055668:Photochemical Processes; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry / Q000378:metabolism*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012710:Serum Albumin, Bovine / Q000737:chemistry; D026082:Singlet Oxygen / Q000378:metabolism; D012995:Solubility; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry; D017967:Zinc Compounds
chemical_list: D001555:Benzene Derivatives; D007211:Indoles; D054833:Isoindoles; D009942:Organometallic Compounds; D017319:Photosensitizing Agents; D000644:Quaternary Ammonium Compounds; D017967:Zinc Compounds; D014867:Water; C052159:Zn(II)-phthalocyanine; C034730:zwittergent 3-12; D026082:Singlet Oxygen; D012710:Serum Albumin, Bovine; D001622:Betaine