title: Synthesis of novel octa-cationic and non-ionic 1,2-ethanediamine substituted zinc (Ⅱ) phthalocyanines and their in vitro anti-cancer activity comparison.
abstract: Novel tetra-substituted zinc phthalocyanines (Pcs) bearing 1,2-ethanediamine group and the quaternized derivatives were synthesized and characterized. The photophysical and cellular properties of these Pcs were investigated. The results indicated that the quaternized ionic effect can greatly improve the water-solubility of Pcs and reduce their aggregation degree in aqueous solution. Comparative studies with quaternized phthalocyanine and its unquaternized counterpart have also demonstrated that the quaternary action on the molecules significantly enhances the fluorescence quantum yields, fluorescence lifetimes, efficiency of singlet oxygen production and, thereby, the in vitro photodynamic therapy efficacy.
authors.affiliation: College of Chemistry and Materials Science, Jiangsu Key Laboratory of Biofunctional Materials, Nanjing Normal University, Wenyuan Road No.1, Nanjing 210046, PR China.
authors.forename: Ao
authors.initials: A
authors.lastname: Wang
authors.forename: Li
authors.initials: L
authors.lastname: Zhou
authors.forename: Kelong
authors.initials: K
authors.lastname: Fang
authors.forename: Lin
authors.initials: L
authors.lastname: Zhou
authors.forename: Yun
authors.initials: Y
authors.lastname: Lin
authors.forename: Jiahong
authors.initials: J
authors.lastname: Zhou
authors.forename: Shaohua
authors.initials: S
authors.lastname: Wei
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002412:Cations / Q000737:chemistry; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005029:Ethylenediamines / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017382:Reactive Oxygen Species / Q000378:metabolism; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013329:Structure-Activity Relationship; D015032:Zinc / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D002412:Cations; D005029:Ethylenediamines; D007211:Indoles; D054833:Isoindoles; D009942:Organometallic Compounds; D017382:Reactive Oxygen Species; C031234:ethylenediamine; D015032:Zinc; C013647:phthalocyanine