78159-97-4Relevant academic research and scientific papers
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.
Triplet and singlet energy transfer in carotene-porphyrin dyads: Role of the linkage bonds
Gust, Devens,Moore, Thomas A.,Moore, Ana L.,Devadoss, Chelladurai,Liddell, Paul A.,Hermant, Roel,Nieman, Ronald A.,Demanche, Lori J.,DeGraziano, Janice M.,Gouni, Isabelle
, p. 3590 - 3603 (2007/10/02)
A series of carotenoporphyrin dyad molecules in which the carotenoid is covalently linked to a tetraarylporphyrin at the ortho, meta, or para position of a meso aromatic ring has been prepared, and the molecules have been studied using steady-state and tr
The Mixed-Aldehyde Synthesis of Difunctional Tetraarylporphyrins
Little, Robert G.
, p. 129 - 133 (2007/10/02)
The synthesis is reported of nine umsymmetrical, meso-substituted porphyrins.Among the compounds prepared are the following 5-(R)-10,15,20-tri-p-tolylporphyrins; R = 2,6-dinitrophenyl, 4-hydroxy-3-ethoxyphenyl,4-hydroxy-3-methoxy-5-nitrophenyl, 5-hydroxy-2-nitrophenyl and 4-hydroxy-3-nitrophenyl.Other porphyrins reported include 5-(2-(1-butoxy)phenyl)-15-(2-nitrophenyl)-10,15-di-p-tolylporphyrin and the two 5-(R)-10,15,20-tripropylporphyrins in which R = 2-nitrophenyl and 2-hydroxyphenyl.The disubstituted porphyrins offer a rational route to the synthesis of difunctional "tailed-porphyrins".
