Liposomal Formulations of Novel BODIPY Dimers as Promising Photosensitizers for Antibacterial and Anticancer Treatment

被引:0
|
作者
Porolnik, Weronika [1 ,2 ,3 ]
Ratajczak, Magdalena [4 ]
Mackowiak, Aleksandra [1 ]
Murias, Marek [2 ]
Kucinska, Malgorzata [2 ]
Piskorz, Jaroslaw [1 ]
机构
[1] Poznan Univ Med Sci, Chair & Dept Inorgan & Analyt Chem, Rokietnicka 3, PL-60806 Poznan, Poland
[2] Poznan Univ Med Sci, Chair & Dept Toxicol, Rokietnicka 3, PL-60806 Poznan, Poland
[3] Poznan Univ Med Sci, Doctoral Sch, Bukowska 70, PL-60812 Poznan, Poland
[4] Poznan Univ Med Sci, Chair & Dept Genet & Pharmaceut Microbiol, Rokietnicka 3, PL-60806 Poznan, Poland
来源
MOLECULES | 2024年 / 29卷 / 22期
关键词
anticancer research; bacterial inactivation; BODIPY; dimers; drug delivery; heavy atom effect; liposomes; photochemistry; photodynamic therapy; TRIPLET EXCITED-STATE; PHOTODYNAMIC THERAPY; PHOTOPHYSICAL PROPERTIES; CATIONIC LIPOSOMES; DERIVATIVES; CANCER; PHOTOCYTOTOXICITY; SOLVENTS; PHENYL; CELLS;
D O I
10.3390/molecules29225304
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Synthesis, photochemical properties, liposomal encapsulation, and in vitro photodynamic activity studies of novel BODIPY dimer connected at meso-meso positions and its brominated and iodinated analogs were described. UV-Vis measurements indicated that the dimeric structure of obtained BODIPYs did not significantly influence the positions of the absorption maxima. Emission properties and singlet oxygen generation studies revealed a strong heavy atom effect of brominated and iodinated BODIPY dimers, manifested by fluorescence intensity reduction and increased singlet oxygen generation ability compared to analog without halogen atoms. For the in vitro photodynamic activity studies, dimers were incorporated into two different types of liposomes: positively charged DOTAP:POPC and negatively charged POPG:POPC. The photoinactivation studies revealed high activity of brominated and iodinated dimers incorporated into DOTAP:POPC liposomes on both Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli. Anticancer studies on human breast adenocarcinoma MDA-MB-231 and human ovarian carcinoma A2780 cells revealed that DOTAP:POPC liposomes containing brominated and iodinated dimers were active even at low nanomolar concentrations. In addition, they were more active against MDA-MB-231 cells than A2780 cells, which is particularly important since the MDA-MB-231 cell line represents triple-negative breast cancer, which has limited therapeutic options.
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页数:19
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