167482-91-9Relevant academic research and scientific papers
Pentafluorophenyl dipyrrin as probe for transition metal ion detection and bioremediation in: Bacillus subtilis and Bacillus cereus
Prasannan, Dijo,Arunkumar, Chellaiah
, p. 11190 - 11200 (2017)
We report a highly sensitive and selective "turn-on" fluorescent/colorimetric probe, 5-(pentafluorophenyl)dipyrrin (1), for selected transition metal ions in aqueous medium at biological pH. The limit of detection for Zn(ii), Hg(ii), Cu(ii) and Ni(ii) is
Intramolecular hydrogen bonding as a synthetic tool to induce chemical selectivity in acid catalyzed porphyrin synthesis
Megiatto Jr., Jackson D.,Patterson, Dustin,Sherman, Benjamin D.,Moore, Thomas A.,Gust, Devens,Moore, Ana L.
, p. 4558 - 4560 (2012)
A straightforward procedure based on the formation of intramolecular hydrogen bonds to impart selectivity in the preparation of multi-functionalized porphyrins has been developed. To illustrate the concept, the synthesis of a biomimetic artificial photosy
Oxygen reduction catalyzed by a fluorinated tetraphenylporphyrin free base at Liquid/Liquid interfaces
Hatay, Imren,Su, Bin,Mendez, Manuel A.,Corminboeuf, Clemence,Khoury, Tony,Gros, Claude P.,Bourdillon, Melanie,Meyer, Michel,Barbe, Jean-Michel,Ersoz, Mustafa,Zalis, Stanislav,Samec, Zdenek,Girault, Hubert H.
, p. 13733 - 13741 (2010)
The diprotonated form of a fluorinated free base porphyrin, namely 5-(p-aminophenyl)-10,15,20-tris(pentafluorophenyl)porphyrin (H2FAP), can catalyze the reduction of oxygen by a weak electron donor, namely ferrocene (Fc). At a water/1,2-dichlor
Halogenated Gallium Corroles:DNA Interaction and Photodynamic Antitumor Activity
Liu, Ling-Gui,Sun, Yan-Mei,Liu, Ze-Yu,Liao, Yu-Hui,Zeng, Lei,Ye, Yong,Liu, Hai-Yang
, p. 2234 - 2245 (2021)
A series of halogenated gallium corroles were synthesized and characterized by UV-vis, HRMS, NMR, and FT-IR. The interaction between these gallium corroles and calf thymus DNA had been investigated by spectroscopic methods. These gallium corroles would interact with CT-DNA via an outside binding mode. The photodynamic antitumor activity in vitro of these gallium corroles toward different cell lines had also been tested. 3-Ga displayed low cytotoxicity to normal cells under both light and dark conditions but high phototoxicity to liver cancer cells HepG2. The vitro experiment results showed that 3-Ga could be efficiently absorbed by tumor cells. After light illumination, it may induce reactive oxygen species (ROS) and cause destruction of the mitochondrial membrane potential, which may finally trigger tumor cell apoptosis. Flow cytometry results showed that HepG2 cells were mainly distributed in the sub-G0 phase, which corresponds to cells with highly fragmented DNA or dead cells generally. This suggests that 3-Ga could lead to tumor cell apoptosis after light illumination.
Mono-and di-(2,3,5,6-tetrafluoro-4-N, N-dimethylaminophenyl) meso-tetraarylporphyrins: Synthesis, spectral, structural and electrochemical studies
Ramesh, Jagadeesan,Arunkumar, Chellaiah
, p. 359 - 370 (2018)
A new series of mono-/di-aminated meso-tetraarylporphyrins has been synthesized and characterized by conventional spectroscopic methods. Crystal structure analysis shows that interactions involving halogens are the major contributors, and the relative con
Synthesis, structure, electrochemical, DNA interaction and antimicrobial studies of fluorinated trans-dicationic pyridinium porphyrins
Ramesh, Jagadeesan,Sujatha, Subramaniam,Arunkumar, Chellaiah
, p. 63271 - 63285 (2016)
A series of trans-pyridyl porphyrins, 5,15-di(pentafluorophenyl)-10,20-bis(2′/3′/4′-pyridyl)porphyrin (1-3), trans-dicationic pyridinium porphyrins, 5,15-di(pentafluorophenyl)-10,20-bis(2′/3′/4′-N-methylpyridyl)porphyrins (4-6) and their copper(ii) and zi
New meso-substituted corroles possessing pentafluorophenyl groups - Synthesis and spectroscopic characterization
Bursa, Bartosz,Barszcz, Boles?aw,Bednarski, Waldemar,Lewtak, Jan Pawe?,Koszelewski, Dominik,Vakuliuk, Olena,Gryko, Daniel T.,Wróbel, Danuta
, p. 7411 - 7423 (2015)
The investigation presented in this paper deals with new free-base corroles substituted with different peripheral groups. These aromatic macrocycles were efficiently synthesized by a [2+1] approach from dipyrromethanes. Moreover, the basic spectroscopic studies of the dyes in chloroform were conducted, and the UV-Vis absorption, fluorescence and ESR parameters were estimated. The experimental data were supported by quantum chemical calculations. The presence of monomeric dye structures is concentration independent (10-6-10-4 M), as expected for dyes in a solvent of low polarity, and rules out aggregate formation of corroles dissolved in chloroform. The excitation emission and fluorescence life-time values confirm the monomeric structure of the corroles. The spectra were compared with the time-dependent density functional theory (TD-DFT) results for the HOMO-LUMO states. The ESR examinations strongly show that for any type of studied fluorine corrole an unpaired electron is localized on the corrole macroring but not on the substituents both before and after light illumination. Laser illumination creates additional radicals, however with different effectiveness depending on the sample.
Synthesis, photophysical, electrochemical and photoluminescent oxygen sensing studies of trans-Pt(II)-porphyrins
Manathanath, Monisha,Xie, Maichong,Arunkumar, Chellaiah,Wang, Zhonggang,Zhao, Jianzhang,Sujatha, Subramaniam
, p. 117 - 127 (2019)
A series of fluorinated trans-porphyrins (1a-6a) bearing thienyl/biphenyl/naphthyl/fluorenyl/pyrenyl moieties were synthesized and characterized by various spectroscopic methods and electrochemical analysis. The scrambled products such as tetrakis(pentafl
Design and synthesis of benzimidazole phenol-porphyrin dyads for the study of bioinspired photoinduced proton-coupled electron transfer
Mora, S. Jimena,Heredia, Daniel A.,Odella, Emmanuel,Vrudhula, Uma,Gust, Devens,Moore, Thomas A.,Moore, Ana L.
, p. 1336 - 1345 (2019)
Benzimidazole phenol-porphyrin dyads have been synthesized to study proton-coupled electron transfer (PCET) reactions induced by photoexcitation. High-potential porphyrins have been chosen to model P680, the photoactive chlorophyll cluster of photosynthet
Control of oligomerization and oxidation steps in the synthesis of tris(pentafluorophenyl)corrole
Blumenfeld, Carl,Fisher, Katherine J.,Henling, Lawrence M.,Grubbs, Robert H.,Gray, Harry B.,Virgil, Scott C.
, p. 3022 - 3025 (2015)
The mechanistic features of oligomerization and oxidative cyclization steps in the synthesis of tris(pentafluorophenyl)corrole (1) have been thoroughly studied. Separation of the intermediates by preparative HPLC and analysis by NMR spectroscopy and high
