scholarly journals Photoinduced DNA Cleavage and Photocytotoxic of Phenanthroline-Based Ligand Ruthenium Compounds

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3471
Author(s):  
Xia Hu ◽  
Ning-Yi Liu ◽  
Yuan-Qing Deng ◽  
Shan Wang ◽  
Ting Liu ◽  
...  

The photophysical and biological properties of two new phenanthroline-based ligand ruthenium complexes were investigated in detail. Their DNA interaction modes were determined to be the intercalation mode using spectra titration and viscosity measurements. Under irradiation, obvious photo-reduced DNA cleavages were observed in the two complexes via singlet oxygen generation. Furthermore, complex 2 showed higher DNA affinity, photocleavage activity, and singlet oxygen quantum yields than complex 1. The two complexes showed no toxicity towards tumor cells (HeLa, A549, and A375) in the dark. However, obvious photocytotoxicities were observed in the two complexes. Complex 2 exhibited large PIs (phototherapeutic indices) (ca. 400) towards HeLa cells. The study suggests that these complexes may act as DNA intercalators, DNA photocleavers, and photocytotoxic agents.

2020 ◽  
Vol 24 (01n03) ◽  
pp. 211-219
Author(s):  
Rei Fujishiro ◽  
Hayato Sonoyama ◽  
Yuki Ide ◽  
Takuya Fujimura ◽  
Ryo Sasai ◽  
...  

Subphthalocyanine (SubPc) macrocycles are known as an interesting class of nonplanar aromatic dyes. Despite documented high fluorescence and singlet oxygen quantum yields, the properties of SubPcs in photodynamic therapy (PDT) are underestimated, because their absorption bands do not reach a significant wavelength range. With this in mind, we combined a SubPc ring and a SubPc ring by introducing a common benzene ring and obtained a SubPc dimer (2) and trimer (3) with the Q-band at the near-IR region, owing to the expansion of the [Formula: see text] electron conjugated system. In this study, we reported 1O2 generation abilities of 2 and 3based on the applied absolute singlet oxygen quantum yields ([Formula: see text]absolute). Subsequent research revealed that 2 and 3 showed the potential to generate 1O2 to not only in toluene but also in DMSO. Although the photocytotoxicity of 2 and 3 were investigated upon photo-irradiation with a low light dose of approximately 1.5 J/cm2, 2 and 3 showed almost negligible toxic properties toward HEp2 cells.


2011 ◽  
Vol 15 (07n08) ◽  
pp. 718-726 ◽  
Author(s):  
Nina A. Kuznetsova ◽  
Olga A. Yuzhakova ◽  
Marina G. Strakhovskaya ◽  
Anna O. Shumarina ◽  
Anton S. Kozlov ◽  
...  

New heterogeneous photosensitizers were synthesized, in which phthalocyanines of zinc and aluminum, tetrasubstituted at non-peripheral positions with modified thiophenyl groups, were grafted to aminopropyl silica gel. The absorption and fluorescence spectra, and the quantum yields of fluorescence and photosensitized singlet oxygen generation were estimated for aqueous suspensions of these sensitizers. It is shown that upon photoexcitation, silica gel-bound phthalocyanines produce singlet oxygen and display photobactericidal activity against bacteria E. coli.


2018 ◽  
Vol 94 (4) ◽  
pp. 677-684 ◽  
Author(s):  
Shoma Miyata ◽  
Takeshi Yamada ◽  
Tasuku Isozaki ◽  
Hideyuki Sugimura ◽  
Yao-Zhong Xu ◽  
...  

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 15 (6) ◽  
pp. 801-811 ◽  
Author(s):  
Andrey A. Buglak ◽  
Taisiya A. Telegina ◽  
Mikhail S. Kritsky

Singlet oxygen production quantum yields of pteridine photosensitizers were analyzed with the QSPR method. The ability of pterins and flavins to generate1O2in D2O correlated withEHOMOand electronegativity, as well as with the dipole moment and some other parameters.


2014 ◽  
Vol 18 (06) ◽  
pp. 457-464 ◽  
Author(s):  
Anton P. Lastovoy ◽  
Nina A. Kuznetsova ◽  
Ludmila K. Slivka ◽  
Elena A. Makarova

The photochemical properties of water-insoluble metal-free tetraazachlorin derivatives in organic solvents and aqueous micellar solutions of nonionic surfactants were investigated. The quantum yields of fluorescence, singlet oxygen generation and photodegradation were evaluated in benzene. The highest photostability and singlet oxygen quantum yield (ΦΔ = 0.7) was found for 2,2,3,3-tetramethyl-7,8,12,13,17,18-hexaphenyltetraazachlorin. The moderate ΦΔ values (0.21–0.35) of triarenotetraazachlorins in benzene were established. Expansion of tetraazachlorin π-system by fusion of three aromatic rings leads to reduction of efficiency of singlet oxygen generation. The study of photodegradation mechanism shows that radical photooxidation apparently is most plausible, though 1 O 2 may partly contribute to photodestruction of some tetraazachlorins. In aqueous colloidal solution of nonionic surfactant (Cremophor EL) the same, as in benzene, effect of sensitizer structure upon efficacy of singlet oxygen production was observed. It was shown that 1 O 2 diffusion from micelle core into solution and then to target slows its oxidation rate substantially in comparison to the case where sensitizer and target are localized in the same micelle.


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.


2019 ◽  
Vol 126 (2) ◽  
pp. 162
Author(s):  
И.В. Багров ◽  
А.В. Дадеко ◽  
В.М. Киселев ◽  
Т.Д. Муравьева ◽  
А.М. Стародубцев

AbstractThe photophysical properties of three photosensitizers—dimegine, photoditazine, and radachlorin—have been comparatively examined. For dimegine and photoditazine, two techniques have been used to measure the singlet oxygen generation quantum yields and the quenching constants of singlet oxygen by dimegine and photoditazine, as well as the dimegine fluorescence quantum yield.


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