Syntheses and properties of trimethylaminophenoxy-substituted Zn(II)-phthalocyanines

被引:19
|
作者
Ongarora, Benson G. [1 ]
Hu, Xiaoke [1 ]
Li, Hairong [1 ]
Fronczek, Frank R. [1 ]
Vicente, M. Graca H. [1 ]
机构
[1] Louisiana State Univ, Dept Chem, Baton Rouge, LA 70803 USA
基金
美国国家卫生研究院;
关键词
PHOTODYNAMIC THERAPY; CATIONIC PORPHYRINS; PHOTOCHEMICAL PROPERTIES; PHTHALOCYANINES; MITOCHONDRIA; LOCALIZATION; COMPLEXES; DEATH; CELLS;
D O I
10.1039/c1md00232e
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The syntheses, photophysical properties and in vitro biological behavior of a series of nine Zn(II)-phthalocyanines (ZnPcs) bearing one to eight positively-charged trimethylaminophenoxy groups are reported. All ZnPcs are highly soluble in polar organic solvents, and show fluorescence and singlet oxygen quantum yields in the ranges 0.11-0.21 and 0.16-0.47, respectively. The cytotoxicity of the ZnPcs depends on both the number of charges and their site of substitution (alpha vs. beta) on the Pc isoindole units; the most promising for PDT application are the alpha-substituted di-cationic ZnPcs 6a and 17a.
引用
收藏
页码:179 / 194
页数:16
相关论文
共 50 条
  • [1] The syntheses and photophysical properties of 4,4′-isopropylidendioxydiphenyl substituted ball-type dinuclear Mg(II) and Zn(II) phthalocyanines
    Canlica, Mevlude
    Nyokong, Tebello
    POLYHEDRON, 2012, 31 (01) : 704 - 709
  • [2] Syntheses and characterizations of Zn (II) Phthalocyanines & Naphthopyrans based polymers for improved nonlinear optical properties
    Wang, Jihua
    Dong, Wenyue
    Gao, Bo
    Liu, Dajun
    Duan, Qian
    DYES AND PIGMENTS, 2020, 182 (182)
  • [3] Photophysical properties of novel tetra-3-substituted phthalocyanines of Zn(II), Cu(II) and Pd(II)
    Rahali, Asma
    de la Escosura, Andres
    Torres, Tomas
    Abderrahim, Raoudha
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2022, 26 (12) : 844 - 852
  • [4] Synthesis and characterization of novel symmetrical and asymmetrical substituted Zn(II) phthalocyanines
    Dumrul, Hakan
    Yuksel, Fatma
    POLYHEDRON, 2013, 63 : 83 - 90
  • [5] Effect of nature of nanoparticles on the photophysicochemical properties of asymmetrically substituted Zn phthalocyanines
    Magadla, Aviwe
    Oluwole, David O.
    Britton, Jonathan
    Nyokong, Tebello
    INORGANICA CHIMICA ACTA, 2018, 482 : 438 - 446
  • [6] Syntheses and Functional Properties of Phthalocyanines
    Sakamoto, Keiichi
    Ohno-Okumura, Eiko
    MATERIALS, 2009, 2 (03): : 1127 - 1179
  • [7] The synthesis and photophysical properties of peripherally and non-peripherally substituted ball-type Mg(II) and Zn(II) phthalocyanines
    Canlica, Mevlude
    Nyokong, Tebello
    DALTON TRANSACTIONS, 2011, 40 (07) : 1497 - 1502
  • [8] Synthesis and properties of cobaltacarborane-functionalized Zn(II)-phthalocyanines
    Li, Hairong
    Fronczek, Frank R.
    Vicente, M. Graca H.
    TETRAHEDRON LETTERS, 2008, 49 (33) : 4828 - 4830
  • [9] Syntheses and characterization of phthalonitriles and phthalocyanines substituted with adamantane moieties
    Causey, Patrick W.
    Dubovyk, Igor
    Leznoff, Clifford C.
    CANADIAN JOURNAL OF CHEMISTRY, 2006, 84 (10) : 1380 - 1387
  • [10] Syntheses and properties of octa-, tetra-, and di-hydroxy-substituted phthalocyanines
    Li, Hairong
    Nguyen, Ngan
    Fronczek, Frank R.
    Vicente, M. Graca H.
    TETRAHEDRON, 2009, 65 (17) : 3357 - 3363