940903-05-9Relevant academic research and scientific papers
Amino modified iodinated BODIPY photosensitizer for highly efficient NIR imaging-guided photodynamic therapy with ultralow dose
Cheng, Quan,Dang, Huiping,Qian, Hongyun,Teng, Changchang,Tian, Youliang,Xie, Kai,Yan, Lifeng
, (2021/07/06)
In PDT, high doses of photosensitizers can lead to prolonged patient photosensitivity and undesired side effects. As a classic fluorescent dye, BODIPY has attracted much attention in optical diagnosis and therapy due to its excellent stability, effective singlet oxygen production, and flexible modification. Herein, we synthesized successfully two organic near-infrared BODIPY derivatives with active groups. NO2-BDPI could be transformed into NH2-BDPI after responding to hydrogen sulfide in solution and brought an apparent color change. And both dyes possessed excellent single oxygen production capacity (ΦΔ = 0.629 for NO2-BDPI and ΦΔ = 0.688 for NH2-BDPI). After being encapsulated with an amphiphilic polypeptide, NH2-BDPI could be assembled into nano–NH2–BDPI particles that own good water solubility and passively tumor-targeting via the enhanced permeability and retention (EPR) effect. Benefiting from the admirable cellular uptake and excellent intracellular ROS generation in vitro, the nano–NH2–BDPI shows splendid PDT effect towards 4T1 and HeLa cells under very low doses (0.24 μM) and NIR power density (660 nm 10 mW/cm2). In vivo experiment, the nano-photosensitizer exhibited highly effective tumor suppression and ablation under a 40 mW/cm2 NIR irradiation. The exploration demonstrated the commendable PDT effect of NH2-BDPI and made it be a potential candidate for further NIR imaging-guided PDT research in clinical application.
Synthesis of 3,5-dichloro-4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) via Cu(OTf)2 mediated oxidative nucleophilic substitution of hydrogen by chloride
Alice, Laura Manzoli,Alsimaree, Abdulrahman A.,Frank, Felicity,Hall, Michael John,Knight, Julian Gary,Mauker, Phillip,Penfold, Thomas James,Probert, Michael Richard,Waddell, Paul Gordon
, (2020/03/25)
Regioselective halogenation is often a key step in the formation of substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) fluorophores, through the enablement of subsequent downstream C–C or C-X bond forming steps via SNAr or metal ca
Enhancing the Viscosity-Sensitive Range of a BODIPY Molecular Rotor by Two Orders of Magnitude
Toliautas, Stepas,Dodonova, Jelena,?virblis, Audrius,?iplys, Ignas,Polita, Artūras,Devi?is, Andrius,Tumkevi?ius, Sigitas,?ulskus, Juozas,Vy?niauskas, Aurimas
supporting information, p. 10342 - 10349 (2019/07/05)
Molecular rotors are a class of fluorophores that enable convenient imaging of viscosity inside microscopic samples such as lipid vesicles or live cells. Currently, rotor compounds containing a boron-dipyrromethene (BODIPY) group are among the most promis
Intramolecular charge-transfer interactions in a julolidine-Bodipy molecular assembly as revealed via 13C NMR chemical shifts
Benniston, Andrew C.,Clift, Sophie,Harriman, Anthony
, p. 346 - 354 (2011/04/14)
13C NMR spectra were recorded in a series of six deuterated solvents of disparate polarity for three difluoroborondipyrromethene (Bodipy) derivatives bearing an aryl group at the meso position; these aryl residues were julolidine (JULBD), 4-nit
α-/β-formylated boron-dipyrrin (BODIPY) dyes: Regioselective syntheses and photophysical properties
Yu, Changjiang,Jiao, Lijuan,Yin, Hao,Zhou, Jinyuan,Pang, Weidong,Wu, Yangchun,Wang, Zhaoyun,Yang, Gaosheng,Hao, Erhong
, p. 5460 - 5468 (2011/11/29)
Formylation has been performed on pyrrole-unsubstituted dipyrromethanes 1 and boron-dipyrrin (BODIPY) dyes 4 based on a Vilsmeier-Haack reaction. It is highly regioselective and complementary and occurs exclusively at the α-and β-position, respectively, f
