Synthesis, properties and singlet oxygen generation of thiazolidinone double bond linked porphyrin at meso and β-position

RSC Advances ◽  
2016 ◽  
Vol 6 (42) ◽  
pp. 36090-36095 ◽  
Author(s):  
Sohail Ahmad ◽  
Kumar Karitkey Yadav ◽  
Uma Narang ◽  
Soumee Bhattacharya ◽  
Sarangthem Joychandra Singh ◽  
...  

Meso and β-substituted free base and zinc metallated thiazolidinone–porphyrin conjugates were synthesized by one pot four component Knoevenagel condensation by utilizing substituted amines, carbon disulfide, ethyl chloroacetate and porphyrin aldehydes.

RSC Advances ◽  
2017 ◽  
Vol 7 (30) ◽  
pp. 18690-18695 ◽  
Author(s):  
Yousuke Ooyama ◽  
Toshiaki Enoki ◽  
Joji Ohshita ◽  
Takuya Kamimura ◽  
Shuwa Ozako ◽  
...  

We demonstrate that a cyclic free-base porphyrin dimer and its inclusion complex with fullerene C60 possess the ability to generate singlet oxygen (1O2) under visible light irradiation.


2017 ◽  
Vol 19 (35) ◽  
pp. 23733-23739 ◽  
Author(s):  
Chenchen Qin ◽  
Jinbo Fei ◽  
Ganglong Cui ◽  
Xiangyang Liu ◽  
Weihai Fang ◽  
...  

By one-pot covalent-reaction-induced interfacial assembly, doxorubicin is facilely transformed into nanophotomedicine with remarkable ability of singlet oxygen generation and greatly improved anticancer efficiency.


2020 ◽  
Vol 24 (01n03) ◽  
pp. 171-180
Author(s):  
Akira Shinohara ◽  
Chengjun Pan ◽  
Lei Wang ◽  
Hideyuki Shinmori

Mechanically-interlocked photosensitizer–quencher systems based on free-base tetraphenylporphyrin (H2TPP)–gold nanoparticle (AuNP) composites has been designed and synthesized by utilizing a rotaxane architecture comprised of secondary ammonium and crown ether subunit. The H2TPP-substituted 24-crown-8 was able to shuttle along the alkanethiolate axle, triggered by deprotonation/protonation at the ammonium station, altering the H2TPP–AuNP distance and the photoexcitation energy transfer efficiency. Upon switching, quantum yields for photosensitized singlet oxygen (1O[Formula: see text] generation and fluorescence after deprotonation were quenched by 46% and 42%, respectively. External environment-responsive 1O2 generation based on such a protonation/deprotonation-driven molecular switch is potentially advantageous for a variety of applications including photodynamic therapies.


RSC Advances ◽  
2019 ◽  
Vol 9 (22) ◽  
pp. 12626-12634 ◽  
Author(s):  
Fang Zhao ◽  
Xuan Zhan ◽  
Shu-Hui Lai ◽  
Lei Zhang ◽  
Hai-Yang Liu

The effect of corrole macrocyclemeso-iodination on its photophysical character.


2014 ◽  
Vol 18 (10n11) ◽  
pp. 1042-1050 ◽  
Author(s):  
Maria Pia Donzello ◽  
Giorgia De Mori ◽  
Elisa Viola ◽  
Claudio Ercolani ◽  
Giampaolo Ricciardi

The synthesis and physicochemical properties of the Zn II complexes, [ Py 8 QxPzZn ]( Py 8 QxPz = tetra -2,3-[6,7-di(2-pyridyl)quinoxalino]porphyrazinato dianion), the corresponding octacation [(2- Mepy )8 QxPzZn ]8+ (neutralized by I - ions), and the heteropentanuclear complex [( PdCl 2)4 Py 8 QxPzZn ] are presented and discussed. According to their UV-visible spectral data in non aqueous solvents ( CHCl 3, pyridine, dimethyl sulfoxide, dimethylformamide), the species exhibit intense absorptions in the Q-band region at 750–770 nm, in line with parallel spectral data observed for the free base [ Py 8 QxPzH 2], also reported, and the previously investigated Mg II complex [ Py 8 QxPzMg ( H 2 O )]. The observed Q-band position for this series of "quinoxalinoporphyrazine" macrocycles is about 100 nm to the red with respect to the position of the same absorption for the series of the already reported "pyrazinoporphyrazine" analogs. The spectral effects induced by the peripherally appended methyl-pyridinium groups in the octacation [(2- Mepy )8 QxPzZn ]8+ or by exocyclic coordination in the complex [( PdCl 2)4 Py 8 QxPzZn ] are also considered. Of the investigated Zn II complexes, [ Py 8 QxPzZn ] and the related octacation [(2- Mepy )8 QxPzZn ]8+ are active in dimethylformamide solution as singlet oxygen photosensitizers, which is of interest for applications in the photodynamic therapy (PDT) of cancer.


2005 ◽  
Vol 29 (12) ◽  
pp. 1559 ◽  
Author(s):  
Barbara Ventura ◽  
Alessandra Degli Esposti ◽  
Beata Koszarna ◽  
Daniel T. Gryko ◽  
Lucia Flamigni

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...


2021 ◽  
Author(s):  
Ya-Fang Xiao ◽  
Jia-Xiong Chen ◽  
Wen-Cheng Chen ◽  
Xiuli Zheng ◽  
Chen Cao ◽  
...  

Applying the heavy-atom effect to TADF photosensitizers achieves ultra-high 1O2 generation (ФΔ = 0.91) by the synergetic effect of small ΔEST and considerable SOC.


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