116206-77-0Relevant academic research and scientific papers
Synthetic strategies towards ruthenium-porphyrin conjugates for anticancer activity
Gianferrara, Teresa,Bratsos, Ioannis,Iengo, Elisabetta,Milani, Barbara,Ostric, Adrian,Spagnul, Cinzia,Zangrando, Ennio,Alessio, Enzo
, p. 10742 - 10756 (2009)
The conjugation of porphyrins to metal fragments is a strategy for making new compounds that are expected to combine the phototoxicity and the tumour-localization properties of the porphyrin chromophore with the cytotoxicity of the metal fragment for additive antitumour effect. We report here the preparation of new classes of porphyrin-ruthenium conjugates with potential bio-medical applications. Ruthenium was chosen because several Ru compounds have shown promising anticancer activity. The conjugation with the porphyrin moiety was accomplished either through peripheral pyridyl rings (e.g.meso-4′-tetrapyridylporphyrin, 4′TPyP) or through bpy units (e.g.meso-(p-bpy-phenyl)porphyrins, bpyn-PPs, n = 1-4). The number of Ru fragments attached to the porphyrins ranges from 1 to 4 and the total charge of the conjugates from -4 to +8. Different types of peripheral fragments, both Ru(iii) and Ru(ii), have been used: in some cases they are structurally similar to established anticancer compounds. Examples are [Na]4[4′ TPyP{trans-RuCl4(dmso-S)}4] (2), that bears four NAMI-type Ru(iii) fragments, or [4′TPyP{Ru([9]aneS3)(en)}4][CF 3SO3]8 (3) and [bpy4-PP{Ru([9]aneS3) (dmso-S)}4][CF3SO3]8 (9) (en = ethane-1,2-diamine, [9]aneS3 = 1,4,7-trithiacyclononane) that have four half-sandwich Ru(ii) compounds. The Ru fragments may either contain one or more labile ligands, such as in 2 or in 9, or be coordinatively saturated and substitutionally inert, such as in 3 or in [bpy4-PP{Ru([12]aneS4)} 4][CF3SO3]8 (11) ([12]aneS4 = 1,4,7,10-tetrathiacyclododecane). Most of the ruthenium-porphyrin conjugates described in this work are soluble - at least moderately - in aqueous solution and are thus suitable for biological investigations, in particular for cytotoxicity and photo-cytotoxicity tests. The Royal Society of Chemistry 2009.
Synthesis and reactions of meso-(p-nitrophenyl)porphyrins
Luguya, Raymond,Jaquinod, Laurent,Fronczek, Frank R.,Vicente, M. Gra?a H.,Smith, Kevin M.
, p. 2757 - 2763 (2007/10/03)
An improved methodology is reported for the regioselective nitration of the phenyl groups of meso-tetraphenylporphyrin 1, using NaNO2 and TFA. The degree of nitration is easily controlled by the equivalent amount of NaNO2 used and th
