Research Article

Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method

Volume: 29 Number: 1 April 25, 2025
TR EN

Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method

Abstract

This work aims to show the relationship between photochemical and sonophotocehmical features of novel zinc phthalocyanine having furan-imine substituent along with synthesis and characterization of complex (3). Both photochemical and sono-photochemical techniques were applied in order to calculate and compare the singlet oxygen quantum yield of the complex (3) in DMSO. The singlet oxygen quantum yield of the complex (3) was determined as 0.12 by the PDT method (irradiated with only light), while the value of 0.78 was reached by the SPDT approach (combination of light and ultrasound). Considering the efficiency in singlet oxygen formation, it can be said that the SPDT modality is a more powerful therapeutic solution than the PDT technique and also the complex (3) may be a suitable sono/photosensitizer candidate in both PDT and SPDT tecniques. This study will also contribute to the field on enhancing singlet oxygen generation by using SPDT approach.

Keywords

References

  1. [1] Maree SE, Nyokong T. Syntheses and photochemical properties of octasubstituted phthalocyaninato zinc complexes. Journal of Porphyrins and Phthalocyanines. 2001;5(11):782-92.
  2. [2] Nas A, Kahriman N, Kantekin H, Yaylı N, Durmuş M. The synthesis of novel unmetallated and metallated phthalocyanines including (E)-4-(3-cinnamoylphenoxy) groups at the peripheral positions and photophysicochemical properties of their zinc phthalocyanine derivatives. Dyes and Pigments. 2013;99(1):90-8.
  3. [3] Wysocki M, Ziental D, Biyiklioglu Z, Jozkowiak M, Baş H, Dlugaszewska J, et al. Non-peripheral octasubstituted zinc (II) phthalocyanines bearing pyridinepropoxy substituents–Antibacterial, anticancer photodynamic and sonodynamic activity. Journal of Inorganic Biochemistry. 2025;262:112751.
  4. [4] Khoza P, Antunes E, Nyokong T. Synthesis and photophysicochemical properties of zinc phthalocyanine derivatized with benzothiazole or carbazole photosensitizers. Polyhedron. 2013;61:119-25.
  5. [5] Chen J, Chen Z, Zheng Y, Zhou S, Wang J, Chen N, et al. Substituted zinc phthalocyanine as an antimicrobial photosensitizer for periodontitis treatment. Journal of Porphyrins and Phthalocyanines. 2011;15(04):293-9.
  6. [6] Sağlam Ö, Farajzadeh N, Yaşa Atmaca G, Erdoğmuş A, Koçak MB. Effect of position and connected atom on photophysical and photochemical properties of some fluorinated metallophthalocyanines. Photochemistry and Photobiology. 2021;97(2):270-7.
  7. [7] Al-Raqa SY, Köksoy B, Durmuş M. A novel lutetium (III) acetate phthalocyanine directly substituted with N, N’-dimethylaminophenyl groups via CC bonds and its water-soluble derivative for photodynamic therapy. Tetrahedron letters. 2017;58(7):685-9.
  8. [8] Kwiatkowski S, Knap B, Przystupski D, Saczko J, Kędzierska E, Knap-Czop K, et al. Photodynamic therapy–mechanisms, photosensitizers and combinations. Biomedicine & pharmacotherapy. 2018;106:1098-107.

Details

Primary Language

English

Subjects

Photochemistry, Organic Chemical Synthesis

Journal Section

Research Article

Publication Date

April 25, 2025

Submission Date

December 10, 2024

Acceptance Date

February 12, 2025

Published in Issue

Year 2025 Volume: 29 Number: 1

APA
Karanlık, G. (2025). Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 29(1), 44-53. https://doi.org/10.19113/sdufenbed.1599212
AMA
1.Karanlık G. Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method. J. Nat. Appl. Sci. 2025;29(1):44-53. doi:10.19113/sdufenbed.1599212
Chicago
Karanlık, Gürkan. 2025. “Novel Furan-Imine Substituted Zinc Phthalocyanine With Increased Singlet Oxygen Formation by Sono-Photochemical Method”. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 29 (1): 44-53. https://doi.org/10.19113/sdufenbed.1599212.
EndNote
Karanlık G (April 1, 2025) Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 29 1 44–53.
IEEE
[1]G. Karanlık, “Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method”, J. Nat. Appl. Sci., vol. 29, no. 1, pp. 44–53, Apr. 2025, doi: 10.19113/sdufenbed.1599212.
ISNAD
Karanlık, Gürkan. “Novel Furan-Imine Substituted Zinc Phthalocyanine With Increased Singlet Oxygen Formation by Sono-Photochemical Method”. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 29/1 (April 1, 2025): 44-53. https://doi.org/10.19113/sdufenbed.1599212.
JAMA
1.Karanlık G. Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method. J. Nat. Appl. Sci. 2025;29:44–53.
MLA
Karanlık, Gürkan. “Novel Furan-Imine Substituted Zinc Phthalocyanine With Increased Singlet Oxygen Formation by Sono-Photochemical Method”. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol. 29, no. 1, Apr. 2025, pp. 44-53, doi:10.19113/sdufenbed.1599212.
Vancouver
1.Gürkan Karanlık. Novel Furan-Imine Substituted Zinc Phthalocyanine with Increased Singlet Oxygen Formation by Sono-Photochemical Method. J. Nat. Appl. Sci. 2025 Apr. 1;29(1):44-53. doi:10.19113/sdufenbed.1599212

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