{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,23]],"date-time":"2026-08-23T15:19:57Z","timestamp":1787498397002,"version":"build-2736575974"},"reference-count":48,"publisher":"MDPI AG","issue":"15","license":[{"start":{"date-parts":[[2025,8,1]],"date-time":"2025-08-01T00:00:00Z","timestamp":1754006400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100010438","name":"Poznan University of Medical Sciences","doi-asserted-by":"publisher","award":["SDUM-DGB 16\/04\/23"],"award-info":[{"award-number":["SDUM-DGB 16\/04\/23"]}],"id":[{"id":"10.13039\/501100010438","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100010438","name":"Poznan University of Medical Sciences","doi-asserted-by":"publisher","award":["FENG.02.02-IP.05-0257\/23"],"award-info":[{"award-number":["FENG.02.02-IP.05-0257\/23"]}],"id":[{"id":"10.13039\/501100010438","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100010438","name":"Poznan University of Medical Sciences","doi-asserted-by":"publisher","award":["244-2024"],"award-info":[{"award-number":["244-2024"]}],"id":[{"id":"10.13039\/501100010438","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Foundation for Polish Science","award":["SDUM-DGB 16\/04\/23"],"award-info":[{"award-number":["SDUM-DGB 16\/04\/23"]}]},{"name":"Foundation for Polish Science","award":["FENG.02.02-IP.05-0257\/23"],"award-info":[{"award-number":["FENG.02.02-IP.05-0257\/23"]}]},{"name":"Foundation for Polish Science","award":["244-2024"],"award-info":[{"award-number":["244-2024"]}]},{"name":"Scientific Research Projects Coordination Unit of Sakarya University of Applied Sciences","award":["SDUM-DGB 16\/04\/23"],"award-info":[{"award-number":["SDUM-DGB 16\/04\/23"]}]},{"name":"Scientific Research Projects Coordination Unit of Sakarya University of Applied Sciences","award":["FENG.02.02-IP.05-0257\/23"],"award-info":[{"award-number":["FENG.02.02-IP.05-0257\/23"]}]},{"name":"Scientific Research Projects Coordination Unit of Sakarya University of Applied Sciences","award":["244-2024"],"award-info":[{"award-number":["244-2024"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>The unique properties of phthalocyanines (Pcs), such as strong absorption, high photostability, effective singlet oxygen generation, low toxicity and biocompatibility, versatile chemical modifications, broad spectrum of antimicrobial activity, and synergistic effects with other treatment modalities, make them a preferred superior sensitizer in the field of antimicrobial photodynamic therapy. The photodynamic and sonodynamic activity of 3-(3-(diethylamino)phenoxy)propanoxy substituted silicon(IV) Pc were evaluated against bacteria and cancer cells. Stability and singlet oxygen generation upon light irradiation and ultrasound (1 MHz, 3 W) were assessed with 1,3-diphenylisobenzofuran. The phthalocyanine revealed high photostability in DMF and DMSO, although the singlet oxygen yields under light irradiation were low. On the other hand, the phthalocyanine revealed excellent sonostability and caused a high rate of DPBF degradation upon excitation by ultrasounds at 1 MHz. The silicon phthalocyanine presented significant bacterial reduction growth, up to 5 log against MRSA and S. epidermidis upon light excitation, whereas the sonodynamic effect was negligible. The phthalocyanine revealed high activity in both photodynamic and sonodynamic manner toward hypopharyngeal tumor (FaDu, 95% and 42% reduction, respectively) and squamous cell carcinoma (SCC-25, 96% and 62% reduction, respectively). The sensitizer showed ca. 30% aldehyde dehydrogenase inhibition in various concentrations and up to 85% platelet-activating factor acetylhydrolase for 0.25 \u03bcM, while protease-activated protein C was stimulated up to 66% for 0.75 \u03bcM.<\/jats:p>","DOI":"10.3390\/ijms26157447","type":"journal-article","created":{"date-parts":[[2025,8,5]],"date-time":"2025-08-05T15:56:16Z","timestamp":1754409376000},"page":"7447","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Axially Disubstituted Silicon(IV) Phthalocyanine as a Potent Sensitizer for Antimicrobial and Anticancer Photo and Sonodynamic Therapy"],"prefix":"10.3390","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3585-2716","authenticated-orcid":false,"given":"Marcin","family":"Wysocki","sequence":"first","affiliation":[{"name":"Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"},{"name":"Doctoral School, Poznan University of Medical Sciences, Bukowska 70, 60-812 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4923-9982","authenticated-orcid":false,"given":"Daniel","family":"Ziental","sequence":"additional","affiliation":[{"name":"Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5138-214X","authenticated-orcid":false,"given":"Zekeriya","family":"Biyiklioglu","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Karadeniz Technical University, Trabzon 61080, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Malgorzata","family":"Jozkowiak","sequence":"additional","affiliation":[{"name":"Doctoral School, Poznan University of Medical Sciences, Bukowska 70, 60-812 Poznan, Poland"},{"name":"Chair and Department of Toxicology, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"},{"name":"Division of Anatomy, Department of Human Morphology and Embryology, Faculty of Medicine, Wroclaw Medical University, Chalubinskiego 6a, 50-368 Wroclaw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2192-3715","authenticated-orcid":false,"given":"Jolanta","family":"Dlugaszewska","sequence":"additional","affiliation":[{"name":"Chair and Department of Genetics and Pharmaceutical Microbiology, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hanna","family":"Piotrowska-Kempisty","sequence":"additional","affiliation":[{"name":"Chair and Department of Toxicology, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1142-3936","authenticated-orcid":false,"given":"Emre","family":"G\u00fczel","sequence":"additional","affiliation":[{"name":"Department of Engineering Fundamental Sciences, Sakarya University of Applied Sciences, Sakarya 54050, T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5062-4503","authenticated-orcid":false,"given":"Lukasz","family":"Sobotta","sequence":"additional","affiliation":[{"name":"Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,8,1]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"214780","DOI":"10.1016\/j.ccr.2022.214780","article-title":"Strategies to Construct Efficient Singlet Oxygen-Generating Photosensitizers","volume":"472","author":"Pang","year":"2022","journal-title":"Coord. Chem. Rev."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"255","DOI":"10.6060\/mhc190763m","article-title":"Novel Water-Soluble Silicon(IV) Phthalocyanine for Photodynamic Therapy and Antimicrobial Inactivations","volume":"12","author":"Kussovski","year":"2019","journal-title":"Macroheterocycles"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"e202300856","DOI":"10.1002\/slct.202300856","article-title":"Silicon Phthalocyanines as Anti-infectious, Antioxidant, and Anticancer Agents","volume":"8","author":"Yenilmez","year":"2023","journal-title":"ChemistrySelect"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1168","DOI":"10.1039\/D0OB02299C","article-title":"Silicon Phthalocyanines: Synthesis and Resurgent Applications","volume":"19","author":"Mitra","year":"2021","journal-title":"Org. Biomol. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1111\/php.13616","article-title":"Photodynamic Therapy: Critical PDT Theory","volume":"99","author":"Kessel","year":"2023","journal-title":"Photochem. Photobiol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"135577","DOI":"10.1016\/j.molstruc.2023.135577","article-title":"Synthesis of Novel an Axially Substituted Silicon Phthalocyanine and Determination of Its Selectivity for Fe3+","volume":"1286","year":"2023","journal-title":"J. Mol. Struct."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"103667","DOI":"10.1016\/j.pdpdt.2023.103667","article-title":"Arginine Mediated Photodynamic Therapy with Silicon(IV) Phthalocyanine Photosensitizers","volume":"43","author":"Ekineker","year":"2023","journal-title":"Photodiagnosis Photodyn. Ther."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"110986","DOI":"10.1016\/j.dyepig.2022.110986","article-title":"Synergistic Effect of Ultrasound and Light to Efficient Singlet Oxygen Formation for Photodynamic Purposes","volume":"210","author":"Sobotta","year":"2023","journal-title":"Dye. Pigment."},{"key":"ref_9","first-page":"65","article-title":"Photodynamic Inactivation (PDI) as a Promising Alternative to Current Pharmaceuticals for the Treatment of Resistant Microorganisms","volume":"Volume 79","author":"Pucelik","year":"2022","journal-title":"Advances in Inorganic Chemistry"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1765","DOI":"10.1039\/c5pp00132c","article-title":"Photodynamic Therapy (PDT) of Cancer: From Local to Systemic Treatment","volume":"14","author":"Dabrowski","year":"2015","journal-title":"Photochem. Photobiol. Sci."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"2405844","DOI":"10.1002\/adfm.202405844","article-title":"Multifunctional Porphyrin-Based Sonosensitizers for Sonodynamic Therapy","volume":"34","author":"Chen","year":"2024","journal-title":"Adv. Funct. Mater."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"117474","DOI":"10.1016\/j.synthmet.2023.117474","article-title":"Porphyrazine\/Phthalocyanine Hybrid Complexes\u2014Antibacterial and Anticancer Photodynamic and Sonodynamic Activity","volume":"299","author":"Wysocki","year":"2023","journal-title":"Synth. Met."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"215592","DOI":"10.1016\/j.canlet.2022.215592","article-title":"Sonodynamic Therapy: Rapid Progress and New Opportunities for Non-Invasive Tumor Cell Killing with Sound","volume":"532","author":"Nowak","year":"2022","journal-title":"Cancer Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"3244","DOI":"10.1039\/C9CS00648F","article-title":"Multifunctional Sonosensitizers in Sonodynamic Cancer Therapy","volume":"49","author":"Son","year":"2020","journal-title":"Chem. Soc. Rev."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Moyano, D.B., Paraiso, D.A., and Gonz\u00e1lez-Lezcano, R.A. (2022). Possible Effects on Health of Ultrasound Exposure, Risk Factors in the Work Environment and Occupational Safety Review. Healthcare, 10.","DOI":"10.3390\/healthcare10030423"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"e202100292","DOI":"10.1002\/tcr.202100292","article-title":"Evolution of Phthalocyanine Structures as Photodynamic Agents for Bacteria Inactivation","volume":"22","author":"Spesia","year":"2022","journal-title":"Chem. Rec."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"4881","DOI":"10.1021\/acs.chemrev.8b00626","article-title":"Reactive Oxygen Species (ROS)-Based Nanomedicine","volume":"119","author":"Yang","year":"2019","journal-title":"Chem. Rev."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"3181","DOI":"10.1039\/b926014p","article-title":"Singlet Oxygen: There Is Indeed Something New under the Sun","volume":"39","author":"Ogilby","year":"2010","journal-title":"Chem. Soc. Rev."},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Borah, B.M., Cacaccio, J., Durrani, F.A., Bshara, W., Turowski, S.G., Spernyak, J.A., and Pandey, R.K. (2020). Sonodynamic Therapy in Combination with Photodynamic Therapy Shows Enhanced Long-Term Cure of Brain Tumor. Sci. Rep., 10.","DOI":"10.1038\/s41598-020-78153-0"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"An, J., Hu, Y.-G., Cheng, K., Li, C., Hou, X.-L., Wang, G.-L., Zhang, X.-S., Liu, B., Zhao, Y.-D., and Zhang, M.-Z. (2020). ROS-Augmented and Tumor-Microenvironment Responsive Biodegradable Nanoplatform for Enhancing Chemo-Sonodynamic Therapy. Biomaterials, 234.","DOI":"10.1016\/j.biomaterials.2020.119761"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1016\/j.canlet.2020.10.037","article-title":"Sonodynamic Therapy-Derived Multimodal Synergistic Cancer Therapy","volume":"497","author":"Xu","year":"2021","journal-title":"Cancer Lett."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"55","DOI":"10.2174\/157019309787316166","article-title":"Photophysical and Optical Limiting Properties of Axially Modified Phthalocyanines","volume":"6","author":"Chen","year":"2009","journal-title":"Mini-Rev. Org. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Pi\u015fkin, M. (2023). Phthalocyanine Photosensitizers with Bathochromic Shift, of Suitable Brightness, Capable of Producing Singlet Oxygen with Effective Efficiency. J. Photochem. Photobiol. A Chem., 435.","DOI":"10.1016\/j.jphotochem.2022.114325"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1002\/tcr.20139","article-title":"Phthalocyanines: From Outstanding Electronic Properties to Emerging Applications","volume":"8","author":"Claessens","year":"2008","journal-title":"Chem. Rec."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"137209","DOI":"10.1016\/j.snb.2024.137209","article-title":"Benzopyrylium Salt Conjugate with 4-Diethylamino Group Enhances D-\u03c0-A-D\u2032 to Boost Type-I\/II ROS Generation for Photodynamic Therapy","volume":"427","author":"Huang","year":"2025","journal-title":"Sens. Actuators B Chem."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1016\/j.inoche.2014.08.028","article-title":"Effects of Protonation Degree on Photodynamic Activity of Zinc Phthalocyanine Substituted with 1,2-Diethylamino","volume":"48","author":"Wang","year":"2014","journal-title":"Inorg. Chem. Commun."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"111431","DOI":"10.1016\/j.dyepig.2023.111431","article-title":"Exploring the Reactivity of Formylporphyrins with 3-(Diethylamino)Phenol. Synthesis, Spectroscopic Properties and Singlet Oxygen Generation of a New Porphyrin\u2013Rosamine Conjugate","volume":"217","author":"Leite","year":"2023","journal-title":"Dye. Pigment."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/j.dyepig.2016.05.004","article-title":"Synthesis, Characterization, Electropolymerization and Aggregation Properties of Axially Diethyl-Dimethylaminophenoxypropanoxy Substituted Silicon Phthalocyanines and Their Water Soluble Derivatives","volume":"132","author":"Biyiklioglu","year":"2016","journal-title":"Dye. Pigment."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/0022-2852(69)90335-X","article-title":"Porphyrins","volume":"31","author":"Seybold","year":"1969","journal-title":"J. Mol. Spectrosc."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"180","DOI":"10.1016\/j.ica.2019.02.031","article-title":"Photodynamic Inactivation of Enterococcus Faecalis by Conjugates of Zinc(II) Phthalocyanines with Thymol and Carvacrol Loaded into Lipid Vesicles","volume":"489","author":"Sobotta","year":"2019","journal-title":"Inorganica Chim. Acta"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1016\/S0022-2860(03)00155-8","article-title":"Solvent Effects on the Photochemical and Fluorescence Properties of Zinc Phthalocyanine Derivatives","volume":"650","author":"Ogunsipe","year":"2003","journal-title":"J. Mol. Struct."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"21","DOI":"10.6060\/mhc171152k","article-title":"Zinc Carboxyphthalocyanines: Synthesis, Properties, Photocatalysis","volume":"11","author":"Kuznetsova","year":"2018","journal-title":"Macroheterocycles"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"18551","DOI":"10.1002\/chem.201503830","article-title":"Multifunctional Logic in a Photosensitizer with Triple-Mode Fluorescent and Photodynamic Activity","volume":"21","author":"Schneider","year":"2015","journal-title":"Chem. A Eur. J."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1016\/j.jphotochem.2015.03.010","article-title":"Axially Paraben Substituted Silicon(IV) Phthalocyanines towards Dental Pathogen Streptococcus Mutans: Synthesis, Photophysical, Photochemical and in Vitro Properties","volume":"306","author":"Mantareva","year":"2015","journal-title":"J. Photochem. Photobiol. A Chem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"122952","DOI":"10.1016\/j.jorganchem.2023.122952","article-title":"Application of Comparative Sonochemical, Photochemical, and Sono-Photochemical Methods to Obtain New Silicon Phthalocyanine with High Singlet Oxygen Efficiency","volume":"1004","author":"Atmaca","year":"2024","journal-title":"J. Organomet. Chem."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Gamelas, S.R.D., Vieira, C., Bartolomeu, M., Faustino, M.A.F., Tom\u00e9, J.P.C., Tom\u00e9, A.C., Almeida, A., and Louren\u00e7o, L.M.O. (2022). Photodynamic Inactivation of Pathogenic Gram-Negative and Gram-Positive Bacteria Mediated by Si(IV) Phthalocyanines Bearing Axial Ammonium Units. J. Photochem. Photobiol. B Biol., 233.","DOI":"10.1016\/j.jphotobiol.2022.112502"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"1823","DOI":"10.1246\/bcsj.74.1823","article-title":"Photoexcited State Properties of Silicon Phthalocyanine Monomer, Dimer, and Trimer","volume":"74","author":"Fujitsuka","year":"2001","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"321","DOI":"10.1002\/cphc.201200962","article-title":"Photophysics of Silicon Phthalocyanines in Aqueous Media","volume":"14","author":"Doane","year":"2013","journal-title":"ChemPhysChem"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"117214","DOI":"10.1016\/j.ejmech.2024.117214","article-title":"Multicationic Ruthenium Phthalocyanines as Photosensitizers for Photodynamic Inactivation of Multiresistant Microbes","volume":"285","author":"Ziental","year":"2025","journal-title":"Eur. J. Med. Chem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"122814","DOI":"10.1016\/j.jorganchem.2023.122814","article-title":"A Novel Diaxially Silicon Phthalocyanine Sensitizer for the Generation of High Efficiency Singlet Oxygen in Photochemical and Sono-Photochemical Studies","volume":"998","year":"2023","journal-title":"J. Organomet. Chem."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"169","DOI":"10.1016\/j.ica.2017.07.058","article-title":"Synthesis and Photophysicochemical Properties of Novel Thiadiazole-Substituted Zinc (II), Gallium (III) and Silicon (IV) Phthalocyanines for Photodynamic Therapy","volume":"467","author":"Atmaca","year":"2017","journal-title":"Inorganica Chim. Acta"},{"key":"ref_42","doi-asserted-by":"crossref","unstructured":"Nyokong, T., and Ahsen, V. (2012). Photosensitizers in Medicine, Environment, and Security, Springer.","DOI":"10.1007\/978-90-481-3872-2"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"107794","DOI":"10.1016\/j.dyepig.2019.107794","article-title":"Non-Aggregated Axially Disubstituted Silicon Phthalocyanines: Synthesis, DNA Cleavage and in Vitro Cytotoxic\/Phototoxic Anticancer Activities against SH-SY5Y Cell Line","volume":"172","author":"Barut","year":"2020","journal-title":"Dye. Pigment."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1182\/blood-2018-02-769026","article-title":"Activated Protein C, Protease Activated Receptor 1, and Neuroprotection","volume":"132","author":"Griffin","year":"2018","journal-title":"Blood"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"2663","DOI":"10.1016\/j.poly.2007.01.016","article-title":"Novel Gallium(III) Phthalocyanine Derivatives\u2014Synthesis, Photophysics and Photochemistry","volume":"26","author":"Chauke","year":"2007","journal-title":"Polyhedron"},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"839","DOI":"10.1016\/j.synthmet.2008.06.007","article-title":"Synthesis, Photophysical and Photochemical Studies on Long Chain Zinc Phthalocyanine Derivatives","volume":"158","author":"Ogunsipe","year":"2008","journal-title":"Synth. Met."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"109937","DOI":"10.1016\/j.dyepig.2021.109937","article-title":"Cationic Porphyrazines with Morpholinoethyl Substituents\u2014Syntheses, Optical Properties, and Photocytotoxicities","volume":"197","author":"Koczorowski","year":"2022","journal-title":"Dye. Pigment."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"215","DOI":"10.1016\/S1010-6030(01)00427-0","article-title":"Photochemical Studies of Tetra-2,3-Pyridinoporphyrazines","volume":"140","author":"Kuznetsova","year":"2001","journal-title":"J. Photochem. Photobiol. A Chem."}],"container-title":["International Journal of Molecular Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1422-0067\/26\/15\/7447\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T18:21:09Z","timestamp":1760034069000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1422-0067\/26\/15\/7447"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,8,1]]},"references-count":48,"journal-issue":{"issue":"15","published-online":{"date-parts":[[2025,8]]}},"alternative-id":["ijms26157447"],"URL":"https:\/\/doi.org\/10.3390\/ijms26157447","relation":{},"ISSN":["1422-0067"],"issn-type":[{"value":"1422-0067","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,8,1]]}}}