127812-10-6Relevant articles and documents
Isoindoline nitroxide-labeled porphyrins as potential fluorescence-suppressed spin probes
Liu,Zou,Tan,Chen,Wu,Yan,Zhang,Liang,Yang
, p. 1245 - 1253 (2017)
A series of isoindoline nitroxide-labeled porphyrins were synthesized by the reaction of 5-phenyldipyrromethane and 5-(4′-carboethoxy-methyleneoxyphenyl)dipyrromethane with 5-formyl-1,1,3,3-tetramethylisoindolin-2-yloxyl (FTMIO) using the Lindsey method. The corresponding water-soluble spin-labeled porphyrins were also prepared. Subsequently, these compounds were characterized and their in vitro properties were evaluated. The electrochemical assay demonstrated that these isoindoline nitroxide-labeled porphyrins had similar electrochemical and redox properties to 5-carboxy-1,1,3,3-tetramethylisoindolin-2-yloxyl (CTMIO). The electron paramagnetic resonance test showed that these porphyrins exhibited hyperfine splittings and characteristic spectra of CTMIO with typical nitroxide g-values and nitrogen isotropic hyperfine coupling constants. The in vitro cytotoxicity assay indicated that these porphyrins possessed low cytotoxicity to human renal tubular epithelial 293T cells (normal cells) and human hepatoma HepG2 cells (tumor cells). Fluorescence spectroscopy revealed that free base isoindoline nitroxide-labeled porphyrins exhibited fluorescence suppression characteristic of nitroxide-fluorophore systems. In vitro fluorescene imaging demonstrated that the reduced isoindoline nitroxide-labeled porphyrins eliminated fluorescence suppression and displayed strong red fluorescence imaging in HepG2 cells. Thus these isoindoline nitroxide-labeled porphyrins may be considered potentially as biological spin probes for fluorescence imaging and EPR spectroscopy.
Designs, synthesis, characterization and direct electrochemistry of zinc-porphyrin bearing pyrene noncovalent functionalized graphene oxide sheet
Bi, Chun,Li, Yongjie,Chen, Haowen,Yin, Gui,Zhu, Junjie
, p. 1722 - 1728 (2012/10/29)
We have designed and synthesis a new compound of zinc-porphyrin bearing four pyrene groups (ZnP-t-P(py)4) and prepared a new hybrid materials of ZnP-t-P(py)4 with graphene oxide (GO) via non-covalent interactions. The ZnP-t-P(py)sub
SYNTHESIS OF TETRAPHENYLPORPHINES WITH ACTIVE GROUPS IN THE PHENYL RINGS. 5. TETRA(CARBOXYMETHYLENOXYPHENYL)PORPHINES AND THEIR ETHYL ESTERS.
Syrbu, S. A.,Semeikin, A. S.,Berezin, B. D.,Koifman, O. I.
, p. 1149 - 1153 (2007/10/02)
Tetra(carboxymethylenoxyphenyl)porphines which are soluble in bases are prepared by hydrolysis of the ethyl esters of tetra(carboxymethylenoxyphenyl)porphines.The starting ethyl esters of the tetra(carboxymethylenoxyphenyl)porphines were synthesized by alkylation of tetra(oxyphenyl)porphines with ethylchloroacetate, as well as by condensation of pyrrole with ethyl esters of formylphenoxyacetic acids.