Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects

Öznur Dülger Kutlu; Fatma Aytan Kılıçarslan; Ali Erdoğmuş

Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects

Abstract

Photodynamic therapy is an alternative method to surgical methods used in the treatment of cancer and one of its three basic components is photosensitizer. The high singlet oxygen generating capacity, high solubility in common organic solvents, low aggregation tendency and lightfastness are the characteristics that photosensitizers must have. Phthalocyanines with bulky substituents are candidate molecules that can be used as sensitizers in photodynamic therapy due to prevent aggregation in the solutions and improve solubility. Based on these facts in this study, singlet oxygen quantum yield and photodegradation quantum efficiency were calculated to evaluate the potential of bis(4-fluorophenyl)-methoxy-substituted zinc phthalocyanine, which does not form aggregation and has high solubility in organic solvents commonly used in photodynamic therapy applications. The metallo phthalocyanine generated higher singlet oxygen than unsubstitue zinc phthalocyanine. According to the singlet oxygen quantum yield, the addition of bis(4-fluorophenyl)-methoxy groups to the phthalocyanine ring increases the singlet oxygen production. The results show that this phthalocyanine may be suitable candidates as photosensitizers in photodynamic therapy with the singlet oxygen quantum yield values are 0.76 and 0.70 in DMSO and DMF, respectively.

Keywords

References

[1] Py-Daniel KR, Namban JS, de Andrade LR, de Souza PEN, Paterno LG, Azevedo RB, et al. Highly efficient photodynamic therapy colloidal system based on chloroaluminum phthalocyanine/pluronic micelles. Eur J Pharm Biopharm 2016;103:23–31. [CrossRef]
[2] Manoto SL, Sekhejane PR, Houreld NN, Abrahamse H. Localization and phototoxic effect of zinc sulfophthalocyanine photosensitizer in human colon (DLD-1) and lung (A549) carcinoma cells (in vitro). Photodiagnosis Photodyn Ther 2012;9:52–59. [CrossRef]
[3] Kutlu ÖD, Erdoğmuş A, Şen P, Yıldız SZ. Peripherally tetra-Schiff base substituted metal-free and zinc (II) phthalocyanine, its water-soluble derivative: Synthesis, characterization, photo-physicochemical, aggregation properties and DNA/BSA binding activity. J Mol Struct 2023;1284:135375. [CrossRef]

Details

Primary Language

English

Subjects

Structural Biology

Journal Section

Research Article

Authors

Öznur Dülger Kutlu ^*
0000-0002-4387-1186
Türkiye

Fatma Aytan Kılıçarslan
0000-0002-4623-3067
Türkiye

Ali Erdoğmuş
0000-0001-9282-7651
Türkiye

Publication Date

December 9, 2024

Submission Date

July 13, 2023

Acceptance Date

November 23, 2023

Published in Issue

Year 2024 Volume: 42 Number: 6

IZ

https://izlik.org/JA75ZR26BU

Cite

RIS / Bibtex

APA

Dülger Kutlu, Ö., Aytan Kılıçarslan, F., & Erdoğmuş, A. (2024). Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects. Sigma Journal of Engineering and Natural Sciences, 42(6), 1729-1735. https://izlik.org/JA75ZR26BU

AMA

1.Dülger Kutlu Ö, Aytan Kılıçarslan F, Erdoğmuş A. Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects. SIGMA. 2024;42(6):1729-1735. https://izlik.org/JA75ZR26BU

Chicago

Dülger Kutlu, Öznur, Fatma Aytan Kılıçarslan, and Ali Erdoğmuş. 2024. “Fluoro Functionality Zinc Phthalocyanine: Photophysicochemical Properties for Photodynamic Effects”. Sigma Journal of Engineering and Natural Sciences 42 (6): 1729-35. https://izlik.org/JA75ZR26BU.

EndNote

Dülger Kutlu Ö, Aytan Kılıçarslan F, Erdoğmuş A (December 1, 2024) Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects. Sigma Journal of Engineering and Natural Sciences 42 6 1729–1735.

IEEE

[1]Ö. Dülger Kutlu, F. Aytan Kılıçarslan, and A. Erdoğmuş, “Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects”, SIGMA, vol. 42, no. 6, pp. 1729–1735, Dec. 2024, [Online]. Available: https://izlik.org/JA75ZR26BU

ISNAD

Dülger Kutlu, Öznur - Aytan Kılıçarslan, Fatma - Erdoğmuş, Ali. “Fluoro Functionality Zinc Phthalocyanine: Photophysicochemical Properties for Photodynamic Effects”. Sigma Journal of Engineering and Natural Sciences 42/6 (December 1, 2024): 1729-1735. https://izlik.org/JA75ZR26BU.

JAMA

1.Dülger Kutlu Ö, Aytan Kılıçarslan F, Erdoğmuş A. Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects. SIGMA. 2024;42:1729–1735.

MLA

Dülger Kutlu, Öznur, et al. “Fluoro Functionality Zinc Phthalocyanine: Photophysicochemical Properties for Photodynamic Effects”. Sigma Journal of Engineering and Natural Sciences, vol. 42, no. 6, Dec. 2024, pp. 1729-35, https://izlik.org/JA75ZR26BU.

Vancouver

1.Öznur Dülger Kutlu, Fatma Aytan Kılıçarslan, Ali Erdoğmuş. Fluoro functionality zinc phthalocyanine: photophysicochemical properties for photodynamic effects. SIGMA [Internet]. 2024 Dec. 1;42(6):1729-35. Available from: https://izlik.org/JA75ZR26BU