94815-62-0Relevant articles and documents
Triaryl-substituted pyrrolo-p-phenylene-linked porphyrin-fullerene dyads: Expanding the structural diversity of photoactive materials
Strelnikov, Artem A.,Androsov, Dmitriy V.,Konev, Alexander S.,Lukyanov, Daniil A.,Khlebnikov, Alexander F.,Povolotskiy, Alexey V.,Yamanouchi, Kaoru
, p. 3007 - 3019 (2018)
A protocol for the synthesis of pyrrolo-p-phenylene-linked porphyrin-fullerene dyads suitable as photoactive materials was developed. The sequence of aziridination – aziridine ring opening – 1,3-dipolar cycloaddition reactions enabled us to provide structural variability both to the porphyrin core and to pyrrole linker, which facilitates designing the electronic structure and morphological parameters of the dyads. The key porphyrin building blocks, nitro-porphyrins, were synthesized by a stochastic cyclocondensation of arenecarbaldehydes with p-nitrophenyl(dipyrrolyl)methane.
Nitroglycosylated meso-arylporphyrins as photoinhibitors of gram positive bacteria
Sol,Branland,Granet,Kaldapa,Verneuil,Krausz
, p. 3007 - 3010 (1998)
Novel porphyrins bearing nitro groups and glucosyl moieties were synthesized. The antibacterial activity of these compounds on Escherichia coli and Staphylococcus aureus is described. Results reveal that their photocytotoxicity is markedly dependent on th
Synthesis, Spectroscopy, and Photocytotoxicity of Glycosylated Amino Acid Porphyrin Derivatives as Promising Molecules for Cancer Phototherapy
Sol,Blais,Carre,Granet,Guilloton,Spiro,Krausz
, p. 4431 - 4444 (2007/10/03)
To obtain molecules that can target malignant cells, two series of new meso glucosylporphyrins bearing amino acid residues are synthesized in four steps. The first series contained n meso glycosyl moieties and (4 -n) alanyl groups on the ortho or para positions of the meso phenyl. In the second series, the carbohydrate moiety is separated from the aryl substituent by a serine unit. Starting from p- or o-nitrobenzaldehyde, p- or o-acetylbenzaldehyde or -tolualdehyde, and pyrrole, the glycosylnitrophenylporphyrins 3-6 and tritolylporphyrins 8a,b are synthesized under optimized conditions tailored from Lindsey's method. The nitro function is then reduced and N-Fmoc-L-alanine or acetylglycosylated N-Fmoc-serine are coupled on the amino function. A detailed 1H and 13C NMR study allows complete structural elucidation. The UV-visible fluorescence and MALDI mass spectra are presented. Compounds 19-22 produced 1O2, and photocytotoxicities against the K562 leukemia cell line are compared to hematoporphyrin. As a result of their sensitizing abilities, these resultant compounds are of considerable interest for photodynamic therapy.