1189166-56-0Relevant academic research and scientific papers
Heavy-atom-free charge transfer photosensitizers: Tuning the efficiency of BODIPY in singlet oxygen generation via intramolecular electron donor-acceptor interaction
Hu, Wenbin,Lin, Yanhe,Zhang, Xian-Fu,Feng, Mingna,Zhao, Siwen,Zhang, Jing
, p. 139 - 147 (2019)
To test the tunability of charge transfer (CT)-based BODIPY photosensitizers in generating singlet oxygen (1Δg), twelve meso-phenyl-BODIPY (donor-acceptor) type compounds have been synthesized and fully characterized, in which the ph
Synthesis, photodynamic activity, and quantitative structure-activity relationship modelling of a series of BODIPYs
Caruso, Enrico,Gariboldi, Marzia,Sangion, Alessandro,Gramatica, Paola,Banfi, Stefano
, p. 269 - 281 (2017/01/21)
Here we report the synthesis of eleven new BODIPYs (14–24) characterized by the presence of an aromatic ring on the 8 (meso) position and of iodine atoms on the pyrrolic 2,6 positions. These molecules, together with twelve BODIPYs already reported by us (1???12), represent a large panel of BODIPYs showing different atoms or groups as substituent of the aromatic moiety. Two physico-chemical features (1O2 generation rate and lipophilicity), which can play a fundamental role in the outcome as photosensitizers, have been studied. The in vitro photo-induced cell-killing efficacy of 23 PSs was studied on the SKOV3 cell line treating the cells for 24?h in the dark then irradiating for 2?h with a green LED device (fluence 25.2?J/cm2). The cell-killing efficacy was assessed with the MTT test and compared with that one of meso un-substituted compound (13). In order to understand the possible effect of the substituents, a predictive quantitative structure-activity relationship (QSAR) regression model, based on theoretical holistic molecular descriptors, was developed. The results clearly indicate that the presence of an aromatic ring is fundamental for an excellent photodynamic response, whereas the electronic effects and the position of the substituents on the aromatic ring do not influence the photodynamic efficacy.
Spectroscopic, computational modeling and cytotoxicity of a series of meso-phenyl and meso-thienyl-BODIPYs
Gibbs, Jaime H.,Robins, Larry T.,Zhou, Zehua,Bobadova-Parvanova, Petia,Cottam, Michael,McCandless, Gregory T.,Fronczek, Frank R.,Vicente, M. Gra?a H.
, p. 5770 - 5781 (2013/09/12)
A series of twenty-two BODIPY compounds were synthesized, containing various meso-phenyl and meso-thienyl groups, and their spectroscopic and structural properties were investigated using both experimental and computational methods. Further functionalizat
β-formyl-BODIPYs from the Vilsmeier-Haack reaction
Jiao, Lijuan,Yu, Changjiang,Li, Jilong,Wang, Zhaoyun,Wu, Min,Hao, Erhong
supporting information; experimental part, p. 7525 - 7528 (2010/01/06)
(Chemical Equation Presented) A series of β-formyl-BODIPYs 2 were synthesized in high yields from tetramethyl-BODIPYs 1 via the Vilsmeier-Haack reaction and were further functionalized using a Knoevenagel condensation to generate novel BODIPYs 3 and 4. 20
