A new hexadeca substituted non-aggregating zinc phthalocyanine

被引：36
|
作者：
Atsay, Armagan [1 ]
Gul, Ahmet [1 ]
Kocak, Makbule Burkut [1 ]
机构：
[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey
来源：
DYES AND PIGMENTS | 2014年 / 100卷
关键词：
Phthalocyanine; Hexadeca-substituted; Amphiphilic; Protonation; Non-aggregating; Water-soluble; ELECTRON-TRANSFER REDUCTION; PHOTODYNAMIC THERAPY; CANCER-CELLS; DERIVATIVES; DISTORTION; COMPLEXES;
D O I：
10.1016/j.dyepig.2013.09.012
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
In this work, a new hexadeca substituted zinc phthalocyanine 4 bearing hexyloxy groups in non-peripheral positions and 3-(diethylamino)phenoxy groups in peripheral positions and its corresponding water-soluble octacationic derivative 5 have been reported. The new compounds have been characterized by elemental analysis, IR, UV, NMR and mass spectra. Zinc phthalocyanine showed excellent solubility in organic solvents of wide polarity range due to its amphiphilic nature and it enabled us to carry out detailed UV-Vis studies in different solvents. Octacationic zinc phthalocyanine 5 was soluble in DMF, DMSO and water. UV-Vis spectra of 5 in DMSO, DMF and water showed sharp Q band absorption as an indication of monomeric form even in aqueous media. This property of water-soluble non-aggregating zinc phthalocyanine is promising as a photosensitizer in Photodynamic Therapy of Cancer. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：177 / 183
页数：7
相关论文
共 50 条
  • [1] Fluorescence and nonlinear optical properties of non-aggregating hexadeca-substituted phthalocyanine
    Manaa, Hacene
    Al Mulla, Abdullah
    Makhseed, Saad
    Al-sawah, Moyyad
    Samuel, Jacob
    OPTICAL MATERIALS, 2009, 32 (01) : 108 - 114
  • [2] Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy
    Makhseed, Saad
    Machacek, Miloslav
    Alfadly, Waleed
    Tuhl, Ahmad
    Vinodh, Mickey
    Simunek, Tomas
    Novakova, Veronika
    Kubat, Pavel
    Rudolf, Emil
    Zimcik, Petr
    CHEMICAL COMMUNICATIONS, 2013, 49 (95) : 11149 - 11151
  • [3] Comparison of the photophysics of an aggregating and non-aggregating aluminium phthalocyanine system incorporated into unilamellar vesicles
    J Photochem Photobiol A Chem, 1-3 (77):
  • [4] Comparison of the photophysics of an aggregating and non-aggregating aluminium phthalocyanine system incorporated into unilamellar vesicles
    Dhami, S
    Phillips, D
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1996, 100 (1-3) : 77 - 84
  • [5] Synthesis, spectroscopy and singlet oxygen quantum yield of a non-aggregating hexadecamethyl-substituted phthalocyanine silicon(IV) derivative
    Bartlett, Malcolm Alan
    Mark, Kerstin
    Sundermeyer, Joerg
    INORGANIC CHEMISTRY COMMUNICATIONS, 2018, 98 : 41 - 43
  • [6] The interactions of 'non-aggregating' proteoglycans
    Roughley, PJ
    Rodriguez, E
    Lee, ER
    OSTEOARTHRITIS AND CARTILAGE, 1995, 3 (04) : 239 - 248
  • [7] Anionic hexadeca-carboxylate tetrapyrazinoporphyrazine: synthesis and in vitro photodynamic studies of a water-soluble, non-aggregating photosensitizer
    Machacek, Miloslav
    Kollar, Jan
    Miletin, Miroslav
    Kucera, Radim
    Kubat, Pavel
    Simunek, Tomas
    Novakova, Veronika
    Zimcik, Petr
    RSC ADVANCES, 2016, 6 (12) : 10064 - 10077
  • [8] Design of non-aggregating variants of Aβ peptide
    Caine, Joanne M.
    Churches, Quentin
    Waddington, Lynne
    Nigro, Julie
    Breheney, Kerry
    Masters, Colin L.
    Nuttall, Stewart D.
    Streltsov, Victor A.
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2014, 453 (03) : 449 - 454
  • [9] Ultrasound backscattering from non-aggregating and aggregating erythrocytes - A review
    Cloutier, G
    Qin, Z
    BIORHEOLOGY, 1997, 34 (06) : 443 - 470
  • [10] A non-planar, hexadeca-substituted, metal-free phthalocyanine
    McKeown, NB
    Li, H
    Helliwell, M
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2005, 9 (12) : 841 - 845
12345