Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines: Synthesis, photophysical, photochemical and bovine serum albumin binding properties

Durmuş, Mahmut; Yaman, Hanifi; Göl, Cem; Ahsen, Vefa; Nyokong, Tebello

doi:10.1016/j.dyepig.2011.02.007

Cited by 94 publications

(41 citation statements)

References 64 publications

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“…The F D of compound 5 was estimated to be 0.43, which had a lower value than the standard zinc phthalocyanine (0.64, Table 2). The F D value is considered to be sufficient to utilize as a photosensitizer for PDT [5,8]. A similar observation was obtained for compound 6.…”

Section: Photophysical Propertysupporting

confidence: 60%

“…Photoexcited triplet lifetime was observed using Laser-flash photolysis (Tokyo Instruments) at 1.5 × 10 -5 M in CHCl 3 . Singlet oxygen quantum yields (F D ) were estimated by DPBF method using zinc phthalocyanine as standard material for F D Std = 0.67 [5]. Compounds 5 and 6 containing DPBF as a singlet oxygen quencher in 1.7 mL of 3 × 10 -5 M DMF solution was irradiated at 635 nm Laser (2 mW) for 10 s, 6 times.…”

Section: Experimental Equipmentmentioning

confidence: 99%

“…Phthalocyanines and their related compounds are particularly known to have potential as photosensitizers of photodynamic therapy of cancer (PDT) [2,[4][5][6][7][8]. Phthalocyanines and their related compounds used for PDT are required to have long life-time triplet states and show strong absorption of far red light between 600 and 800 nm, values of wavelengths which have a greater penetration of tissue and satisfactory photosensitization of singlet oxygen [2].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis of alkylthio substituted pyridoporphyrazines and their photophysicochemical properties

Sakamoto

Watabiki

Yoshino

et al. 2017

J. Porphyrins Phthalocyanines

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Phthalocyanine and their related compounds are utilized as various applications, such as photosensitizing agents for photodynamic therapy of cancer. In this study, zinc bis(thiodidecylbenzo)-bis(pyrido)porphyrazines, especially zinc bis(1,4-didecylthiobenzo)-bis(3,4-pyrido)porphyrazine and zinc bis(1,4-didecylthiobenzo)-bis(2,3-pyrido)porphyrazine were synthesized. Quaternation of the pyridine nitrogen in these provides an amphiphilic property. Photoexcited triplet lifetime of synthesized and quaternized zinc bis(1,4-didecylthiobenzo)-bis(3,4-pyrido)porphyrazine and zinc bis(1,4-didecylthiobenzo)-bis(2,3-pyrido)porphyrazine were reported using laser-flash photolysis and singlet oxygen quantum yields by the 1,3-diphenylisobenzofurne method.

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Section: Photophysical Propertysupporting

confidence: 60%

Section: Experimental Equipmentmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of alkylthio substituted pyridoporphyrazines and their photophysicochemical properties

Sakamoto

Watabiki

Yoshino

et al. 2017

J. Porphyrins Phthalocyanines

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“…It suggested that the AlPc mainly exist as dimer in water. 23,24 Remarkable changes in the Q band region were observed in the presence of BSA ( Fig. 2(a)) and HSA ( Fig.…”

Section: Aggregation Studiesmentioning

confidence: 99%

Spectroscopic analysis of the interaction between tetra-(p-sulfoazophenyl-4-aminosulfonyl)-substituted aluminum (III) phthalocyanines and serum albumins

Zheng

Lin

et al. 2017

J. Innov. Opt. Health Sci.

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The binding interaction between tetra-(p-sulfoazophenyl-4-aminosulfonyl)-substituted aluminum (III) phthalocyanine (AlPc), and two-serum albumins (bovine serum albumin (BSA) and human serum albumin (HSA)) has been investigated. AlPc could quench the intrinsic°uorescence of BSA and HSA through a static quenching process. The primary and secondary binding sites of AlPc on BSA were domain I and III of BSA. The primary binding site of AlPc on HSA was domain I, and the secondary binding sites of AlPc on HSA were found at domains I and II. Our results suggest that AlPc readily interact with BSA and HSA implying that the amphiphilic substituents AlPc may contribute to their transportation in the blood.

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“…Researches have demonstrated that amino group modified photosensitizers and their quaternizing derivatives are promising PSs due to their efficient 1 O 2 generation and anticancer activity [13]. In our previous study, we also found that the photodynamic activity of quaternizing derivatives of amino modified ZnPc was increased with increasing the number of N atom [14].…”

Section: Introductionmentioning

confidence: 70%

Influence of N atom number and form on the photodynamic activities of zinc phthalocyanines

Jin

Wang

et al. 2016

J. Porphyrins Phthalocyanines

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Amino group modified phthalocyanines (Pcs) and their derivatives have attracted great attention in the field of photodynamic therapy (PDT) because of their satisfied anticancer activity. The existence of N atoms in these Pcs is very important because they not only provide water solubility of Pcs, but also greatly affect their PDT activity. To clear the influence of N atoms number on PDT activity of amino group modified Pcs and their derivatives, in this manuscript, two series of amine modified Pcs with different N atom number and their water soluble derivatives, hydrochloride and quaternizing derivatives were synthesized. Their photochemical and photobiology properties were studied and compared. The results indicated that with increasing the number on N atom, the reactive oxygen species (ROSs) generation ability, cancer cell uptaken ability and photoinduced anticancer activity were all increased in these ZnPcs.

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Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines: Synthesis, photophysical, photochemical and bovine serum albumin binding properties

Cited by 94 publications

References 64 publications

Synthesis of alkylthio substituted pyridoporphyrazines and their photophysicochemical properties

Synthesis of alkylthio substituted pyridoporphyrazines and their photophysicochemical properties

Spectroscopic analysis of the interaction between tetra-(p-sulfoazophenyl-4-aminosulfonyl)-substituted aluminum (III) phthalocyanines and serum albumins

Influence of N atom number and form on the photodynamic activities of zinc phthalocyanines

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