scholarly journals Novel Hexadeca-Substituted Metal Free and Zinc(II) Phthalocyanines; Design, Synthesis and Photophysicochemical Properties

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 77 ◽  
Author(s):  
Ayoub Awaji ◽  
Baybars Köksoy ◽  
Mahmut Durmuş ◽  
Ateyatallah Aljuhani ◽  
Shaya Alraqa

The syntheses of a novel 1,4,8,11,15,18,22,25-octahexyloxy-2,3,9,10,16,17,23,24-octa-(4-trifluoromethoxyphenyl) phthalocyanine (3a) and its zinc(II) phthalocyanine derivative (3b) have been described and characterized by elemental analysis,1H NMR, 13C NMR, 19F NMR, mass, UV-Vis and FT-IR. The newly prepared metal-free phthalocyanine and its zinc(II) counterpart are soluble in most organic solvents. The photophysical and photochemical properties such as aggregation, fluorescence, singlet oxygen generation and photodegradation under light irradiation of these phthalocyanines have been investigated in DMF. The hexadeca-substituted phthalocyanines (3a and 3b) showed longer absorption and emission wavelength values when compared to that of reported phthalocyanine derivatives due to substitution of the all possible positions in the phthalocyanine framework. The zinc(II) phthalocyanine derivative does not only have a good singlet oxygen generation but also has other photophysicochemical properties that enables this phthalocyanine to be useful as a photosensitizer for cancer treatment using photodynamic therapy.

2020 ◽  
Vol 25 (01) ◽  
pp. 66-74
Author(s):  
Kevser Harmandar ◽  
Esra N. Kaya ◽  
Mehmet F. Saglam ◽  
Ibrahim F. Sengul ◽  
Devrim Atilla

Tetra substituted peripheral and non-peripheral Zn(II) phthalocyanines were successfully synthesized employing 4-(bis(3-methyl-1H-indol-2-yl)methyl)phenol as a starting material. The structure of these synthesized compounds was confirmed using 1H NMR, [Formula: see text]C NMR, infrared (IR), UV-vis, and MALDI-TOF spectral data. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation) properties of all synthesized peripheral and non-peripheral compounds were investigated in order to determine the potential of these compounds for application in photodynamic therapy.


2016 ◽  
Vol 20 (12) ◽  
pp. 1426-1437 ◽  
Author(s):  
Sebile Işık Büyükekşi ◽  
Mahmut Durmuş ◽  
Devrim Atilla

Monomeric and Si–Si bonded dimeric silicon(IV) phthalocyanines bearing 4[Formula: see text],7[Formula: see text],10[Formula: see text]-trioxaundecylsulfanyl groups were synthesized. These novel phthalocyanine derivatives were characterized by general analysis methods such as FT-IR, MALDI-TOF or HRMS, 1H NMR and UV-vis electronic absorption. Their aggregation behaviors were described in dimethyl sulfoxide (DMSO). In addition, the photophysical and photochemical properties of these phthalocyanines were also investigated in DMSO to determine potential of these phthalocyanines to acts as photosensitizer for photodynamic therapy (PDT) of cancer. Their high singlet oxygen generation demonstrated their suitability for PDT applications. These peripherally 4[Formula: see text],7[Formula: see text],10[Formula: see text]-trioxaundecylsulfanyl substituted silicon(IV) phthalocyanines are promising Type II photosensitizers owing to their favorable singlet oxygen generation capability. In addition, their fluorescence quenching behavior by 1,4-benzoquinone were also studied in DMSO.


2021 ◽  
Author(s):  
Esra Tanrıverdi Eçik ◽  
Onur BULUT ◽  
Hasan Hüseyin Kazan ◽  
Elif Şenkuytu ◽  
Bunyemin Cosut

Photodynamic therapy (PDT) is a promising strategy in cancer treatment with its relatively lower side effect profile. Undoubtedly, the key component of PDT is the photosensitizers with a high ability...


Author(s):  
Jiaxin Shen ◽  
Dandan Chen ◽  
Ye Liu ◽  
Guoyang Gao ◽  
Zhihe Liu ◽  
...  

Photodynamic therapy (PDT) is a promising method for cancer therapy and also may initiate unexpected damages to normal cells and tissues. Herein, we developed a near-infrared (NIR) light-activatable nanophotosensitizer, which...


2015 ◽  
Vol 51 (99) ◽  
pp. 17631-17632 ◽  
Author(s):  
Shigenobu Yano ◽  
Masami Naemura ◽  
Akio Toshimitsu ◽  
Motofusa Akiyama ◽  
Atsushi Ikeda ◽  
...  

Correction for ‘Efficient singlet oxygen generation from sugar pendant C60 derivatives for photodynamic therapy’ by Shigenobu Yano et al., Chem. Commun., 2015, DOI: 10.1039/c5cc07353g.


2019 ◽  
Vol 1 (6) ◽  
pp. 2250-2257 ◽  
Author(s):  
Xin Ting Zheng ◽  
Yee Ching Lai ◽  
Yen Nee Tan

We report a new way to engineer nanomaterials from biomolecules (N-dots) with bright fluorescence and high singlet oxygen generation towards theranostic applications.


2020 ◽  
Vol 11 (9) ◽  
pp. 2494-2503 ◽  
Author(s):  
Zheng Zheng ◽  
Haixiang Liu ◽  
Shaodong Zhai ◽  
Haoke Zhang ◽  
Guogang Shan ◽  
...  

Mitochondria-targeted photosensitizers with highly efficient singlet oxygen generation, bright near-infrared AIE and good two-photon absorption are obtained through ingenious molecular engineering for cancer cell-selective photodynamic therapy.


2016 ◽  
Vol 52 (79) ◽  
pp. 11744-11747 ◽  
Author(s):  
Jinfeng Zhang ◽  
Wencheng Chen ◽  
Rui Chen ◽  
Xiao-Ke Liu ◽  
Yuan Xiong ◽  
...  

We applied organic nanostructures based on TADF emitters for singlet oxygen generation.


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