Novel BODIPY Dyes with a Meso-Benzoxadiazole Substituent: Synthesis, Photophysical Studies, and Cytotoxic Activity Under Normoxic and Hypoxic Conditions DOI Creative Commons
Weronika Porolnik,

Natalia Karpinska,

Marek Murias

et al.

Biomedicines, Journal Year: 2025, Volume and Issue: 13(2), P. 297 - 297

Published: Jan. 25, 2025

Background/Objectives: Novel boron dipyrromethene derivatives with a heterocyclic, benzoxadiazole substituent were obtained as potential candidates for the photodynamic therapy (PDT) of cancers. Photochemical properties (e.g., singlet oxygen generation quantum yields (ΦΔ), absorption, and emission spectra) cytotoxic activity studies in normoxic hypoxic conditions performed to verify novel BODIPYs photosensitizers PDT. Methods: Obtained dyes characterized using mass spectrometry various NMR techniques. The relative method Rose Bengal reference 1,3-diphenylisobenzofuran quencher was used determine ΦΔ values. vitro conducted on human ovarian carcinoma (A2780) breast adenocarcinoma (MDA-MB-231) cells. Results: showed that presence moiety only slightly affected localization absorption maxima but resulted fluorescence quenching compared meso-phenyl-substituted analogs. In addition, brominated iodinated analogs revealed high ability generate oxygen. Anticancer light-induced cytotoxicity containing heavy atoms very low IC50 values 3.5–10.3 nM range. Further experiments both compounds also demonstrated phototoxic under conditions. most potent effect these observed BODIPY analog about 0.3 0.4 μM A2780 MDA-MB-231 cells, respectively. Conclusions: results this study highlighted advantages some drawbacks useful scaffold medicinal chemistry designing new photosensitizers.

Language: Английский

Novel BODIPY Dyes with a Meso-Benzoxadiazole Substituent: Synthesis, Photophysical Studies, and Cytotoxic Activity Under Normoxic and Hypoxic Conditions DOI Creative Commons
Weronika Porolnik,

Natalia Karpinska,

Marek Murias

et al.

Biomedicines, Journal Year: 2025, Volume and Issue: 13(2), P. 297 - 297

Published: Jan. 25, 2025

Background/Objectives: Novel boron dipyrromethene derivatives with a heterocyclic, benzoxadiazole substituent were obtained as potential candidates for the photodynamic therapy (PDT) of cancers. Photochemical properties (e.g., singlet oxygen generation quantum yields (ΦΔ), absorption, and emission spectra) cytotoxic activity studies in normoxic hypoxic conditions performed to verify novel BODIPYs photosensitizers PDT. Methods: Obtained dyes characterized using mass spectrometry various NMR techniques. The relative method Rose Bengal reference 1,3-diphenylisobenzofuran quencher was used determine ΦΔ values. vitro conducted on human ovarian carcinoma (A2780) breast adenocarcinoma (MDA-MB-231) cells. Results: showed that presence moiety only slightly affected localization absorption maxima but resulted fluorescence quenching compared meso-phenyl-substituted analogs. In addition, brominated iodinated analogs revealed high ability generate oxygen. Anticancer light-induced cytotoxicity containing heavy atoms very low IC50 values 3.5–10.3 nM range. Further experiments both compounds also demonstrated phototoxic under conditions. most potent effect these observed BODIPY analog about 0.3 0.4 μM A2780 MDA-MB-231 cells, respectively. Conclusions: results this study highlighted advantages some drawbacks useful scaffold medicinal chemistry designing new photosensitizers.

Language: Английский

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