A highly water-soluble zinc(II) phthalocyanines as potential for PDT studies: Synthesis and characterization

被引:21
作者
Baygu, Yasemin [1 ]
Gok, Yasar [2 ]
机构
[1] Pamukkale Univ, Dept Chem, Kiralik Denizli, Turkey
[2] Usak Univ, Dept Chem Engn, Usak, Turkey
关键词
Zinc phthalocyanine; Cyclotetramerization; Click reaction; PDT; Red shift; Detosylation; PHOTODYNAMIC THERAPY; METAL-FREE; PERIPHERAL POSITIONS; AGGREGATION BEHAVIOR; MAIN ABSORPTION; 1000; NM; PHOTOSENSITIZERS; COMPLEXES; MACROCYCLES; METALLOPHTHALOCYANINES;
D O I
10.1016/j.inoche.2018.08.004
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New zinc(II) phthalocyanines cotaining octa triazole linked tetraethylene glycol derived from peripheral or non-peripheral bis-{3-[4-(2-12-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy)-ethoxymethyl]-[1,2,3] triazol-1-yl]-propylsulfanyl}-phthalonitriles (9, 12) have been synthesized by multi-step reaction sequence and characterized. Phthalonitriles have been prepared by the reaction of 3,6-bis(3-azido-propylsulfanyl) phthalonitrile (7) or 4,5-bis(3-azido-propylsulfanyl)phthalonitrile (II). The new water-soluble zinc (II) phthalocyanines were synthesized by the tetramerization reaction of substituted dicarbodinitrile compounds. Singlet oxygen quantum yields of the complexes have been determined. These new compounds have been characterized by a combination of elemental analysis, FT-IR,H- 1 and C-13 NMR, MS spectrometer and UV-vis spectrophotometer techniques.
引用
收藏
页码:133 / 138
页数:6
相关论文
共 58 条
[1]   Metal complexes as photo- and radiosensitizers [J].
Ali, H ;
van Lier, JE .
CHEMICAL REVIEWS, 1999, 99 (09) :2379-2450
[2]   Current status of phthalocyanines in the photodynamic therapy of cancer [J].
Allen, CM ;
Sharman, WM ;
Van Lier, JE .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (02) :161-169
[3]   Guanidinium-Modified Phthalocyanines as High-Affinity G-Quadruplex Fluorescent Probes and Transcriptional Regulators [J].
Alzeer, Jawad ;
Vummidi, Balayeshwanth R. ;
Roth, Phillipe J. C. ;
Luedtke, Nathan W. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (49) :9362-9365
[4]  
[Anonymous], 2012, PHOTOSENSITIZERMED
[5]  
Baygu Y., 2018, THESIS
[6]   Highly organosoluble metal-free phthalocyanines and metallophthalocyanines:: Synthesis and characterization [J].
Bilgin, Ahmet ;
Ertem, Beytullah ;
Goek, Yasar .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2007, (12) :1703-1712
[8]   Coumarino-12-crown-4 bearing phthalocyanine photosensitizers for singlet oxygen production [J].
Camur, Meryem ;
Durmus, Mahmut ;
Bulut, Mustafa .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2011, 222 (01) :266-275
[9]   Mechanisms in photodynamic therapy: Part three- Photosensitizer pharmacokinetics, biodistribution, tumor localization and modes of tumor destruction [J].
Castano, Ana P. ;
Demidova, Tatiana N. ;
Hamblin, Michael R. .
PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY, 2005, 2 (02) :91-106
[10]   Mechanisms in photodynamic therapy: part one-photosensitizers, photochemistry and cellular localization [J].
Castano, Ana P. ;
Demidova, Tatiana N. ;
Hamblin, Michael R. .
PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY, 2004, 1 (04) :279-293