29114-93-0Relevant academic research and scientific papers
New porphyrin amino acid conjugates: Synthesis and photodynamic effect in human epithelial cells
Serra, V. Vaz,Zamarrón,Faustino,Cruz, M.C. Iglesias-De La,Blázquez,Rodrigues,Neves,Cavaleiro,Juarranz,Sanz-Rodríguez
, p. 6170 - 6178 (2010)
The efficacy of new porphyrin amino acid conjugates as photosensitizers for photodynamic therapy (PDT) were assayed in vitro on tumoral (HeLa) and on non tumoral (HaCaT) human cell lines. The conjugates stable in liposomes are able to penetrate efficientl
Meso-tetraphenylporphyrin dimer derivative as a potential photosensitizer in photodynamic therapy.
Faustino,Neves,Vicente,Cavaleiro,Neumann,Brauer,Jori
, p. 405 - 412 (1997)
Studies on the synthesis, preliminary in vivo biological activity, singlet oxygen and fluorescence yields of a dimeric porphyrin (D1) are described. The pharmacokinetic behavior and photodynamic properties of the dimer D1 were examined in Balb/c mice bear
Synthesis of Porphyrinoids, BODIPYs, and (Dipyrrinato)ruthenium(II) Complexes from Prefunctionalized Dipyrromethanes
Hohlfeld, Benjamin F.,Flanagan, Keith J.,Kulak, Nora,Senge, Mathias O.,Christmann, Mathias,Wiehe, Arno
, p. 4020 - 4033 (2019)
The introduction of functional groups into the meso-position of dipyrromethanes, boron-dipyrromethenes (BODIPYs) and porphyrinoids, is of fundamental importance in designing such dye systems for material sciences or photomedicine. One route that has proven to be particularly useful in this respect is the nucleophilic aromatic substitution (SNAr) on porphyrinoids and their precursors carrying electron-withdrawing substituents. To further expand this methodology, the potential of the 4-fluoro-3-nitrophenyl and the 3,4,5-trifluorophenyl moieties for the synthesis of functionalized dipyrromethanes, BODIPYs, and porphyrinoids has been evaluated. The 3,4,5-trifluorophenyl moiety proved not to be applicable in the SNAr with nucleophiles. The introduction of the 4-fluoro-3-nitrophenyl group, however, allowed fast and efficient SNAr with various amine nucleophiles. The synthesized 4-amino-3-nitrophenyl-substituted dipyrromethanes were successfully applied in the synthesis BODIPYs and were tested in the synthesis of “trans”-A2B2 porphyrins and A2B corroles. Furthermore, the dipyrromethanes – after oxidation to the dipyrromethenes – were found to be suitable ligands for metal ions giving access to functionalized ruthenium(II) metal complexes.
Synthesis and biological distribution study of a new carbon-11 labeled porphyrin for PET imaging. Photochemical and biological characterization of the non-labeled porphyrin
Gonc?lves, Nuno P. F.,Sim?es, Ana V. C.,Abreu, Artur R.,Abrunhosa, Antero J.,D?browski, Janusz M.,Pereira, Mariette M.
, p. 946 - 955 (2015/09/02)
Ideal reaction conditions were found to promote the "cold" monomethylation of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin with CH3I, at minute time scale, in the presence of base. The photophysical characterization, cellular uptake and dark cytotoxicity of the resulting monomethylated porphyrin were appraised. Moreover, the syntheses of the corresponding labeled porphyrin, using short-lived carbon-11, prepared in the automated radiolabeling system were efficiently performed. The purification of the labeled product was achieved via preparative HPLC with high radiochemical purity and specific radioactivity. Preliminary studies on the biodistribution of 5,10,15-tris(3-hydroxyphenyl)-20-(3-[11C]methoxyphenyl)porphyrin carried out in a BALB/C normal mouse, using PET imaging, showed that the liver is the main pathway for excretion.
MnO2 instead of quinones as selective oxidant of tetrapyrrolic macrocycles
Nascimento, Bruno F.O.,Rocha Gonsalves, António M.d'A.,Pineiro, Marta
experimental part, p. 395 - 398 (2010/06/12)
Porphyrins and chlorins were generated through dehydrogenation of the corresponding porphyrinogen and bacteriochlorin precursors using activated manganese dioxide and focused microwave irradiation. The application of this inexpensive heterogeneous oxidant under microwave heating conditions, instead of the quinones usually employed in conventional methodologies, allowed short reaction times, simple overall work-ups and good yields.
Efficient synthesis of meso-tetraarylporphyrins using i2 as catalyst and ibx as oxidant
Liu, Fenghua,Duan, Le,Wang, Yu-Lu,Zhang, Qian,Wang, Jin-Ye
experimental part, p. 3990 - 3998 (2009/12/24)
meso-Tetraarylporphyrins are synthesized from pyrrole and substituted benzaldehydes by a catalytic amount of I2 as catalyst and o-iodoxybenzoic acid (IBX) as oxidant in two steps and one flask. The advantages of this method include the use of inexpensive and easily available catalyst, avoidance of heavy consumption of CH2Cl2, innocuous oxidant, and good yields.
Novel synthesis of meso-tetraarylporphyrins by using I2 as catalyst and air as oxidant under thermal or UV conditions
Duan, Le,Wang, Yu-Lu,Fan, Xue-Sen,Wang, Jin-Ye
, p. 112 - 113 (2008/09/20)
An efficient and novel synthesis of meso-tetraarylporphyrins is accomplished through iodine-catalyzed condensation of pyrrole, and aryl aldehydes and subsequent oxidation by air under thermal or ultraviolet (UV) irradiation conditions. The advantages of this procedure include good yields and a green nature. Copyright
Efficient methods for the synthesis of 5-(4-[18F]fluorophenyl)- 10,15,20-tris(3-methoxyphenyl)porphyrin as a potential imaging agent for tumor
Kavali, Rajesh R.,Lee, Byung Chul,Moon, Byung Seok,Yang, Seung Dae,Chun, Kwon Soo,Choi, Chang Woon,Lee, Chang-Hee,Chi, Dae Yoon
, p. 749 - 758 (2007/10/03)
F-18-labeled porphyrins, the potential tracing and detecting agents for tumor have been synthesized and characterized by two convenient routes: one is a mixed aldehyde condensation, which involves acid-catalyzed condensation of pyrrole, m-anisaldehyde and
Lead structures for applications in photodynamic therapy. Part 1: Synthesis and variation of m-THPC (Temoporfin) related amphiphilic A2BC-type porphyrins
Wiehe, Arno,Shaker, Yasser M.,Brandt, Johan C.,Mebs, Stefan,Senge, Mathias O.
, p. 5535 - 5564 (2007/10/03)
Photodynamic therapy (PDT) is a developing modality for the treatment of certain tumorous and other diseases. Considerable progress has been made in recent years in the search for new photosensitizers, in particular elucidating the role of localization of
Novel synthesis of meso-tetraarylporphyrins using CF3SO 2Cl under aerobic oxidation
Sharghi, Hashem,Nejad, Alireza Hassani
, p. 1863 - 1868 (2007/10/03)
meso-Tetraarylporphyrins are synthesized from pyrrole and aryl aldehydes cleanly and efficiently in one pot at room temperature using equimolar amount of CF3SO2Cl in the presence of air as oxidant. By this novel method 5,10,15,20-tetraarylporphyrins can be prepared in excellent yields.
