5,10,15,20-Tetrakis-(4-(3-carbamoyl-pyridyl)-methylphenyl)porphyrin Bromide

被引:0
作者
Satta, Giuseppe [1 ,2 ]
Gaspa, Silvia [1 ]
Pisano, Luisa [1 ,2 ]
De Luca, Lidia [1 ]
Carraro, Massimo [1 ,2 ]
机构
[1] Univ Sassari, Dept Chem Phys Math & Nat Sci, Via Vienna 2, I-07100 Sassari, Italy
[2] Consorzio Interuniv Reatt Chim & Catalisi CIRCC, Via Celso Ulpiani 27, I-70126 Bari, Italy
关键词
porphyrin; ligand; g-quadruplex; macrocycle; pyrrole; synthesis; QUADRUPLEX; DNA;
D O I
10.3390/M1836
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a new tetracationic porphyrin derivative is described. Contrary to the best known derivatives in the literature, which are derived from 5,10,15,20-tetrakis-4-pyridylporphyrin (TPyP), in this procedure we start from 5,10,15,20-tetrakis-(4-carboxymethoxyphenyl)porphyrin (TPPCOOMe), obtained by the condensation reaction between pyrrole and 4-formylbenzoate. The reaction is carried out in refluxed xylene, avoiding the use of halogenated solvents. The final product, 5,10,15,20-tetrakis-(4-(3-carbamoyl-pyridyl)-methylphenyl)porphyrin bromide (P15p), exhibits four cationic portions that make it soluble in water and suitable for G4 stabilization. The choice to synthesize a derivative of TPPCOOMe is based on the idea of having a possible stabilizer that, unlike those obtained from TPyP, shows the cationic moieties farther from the porphyrin core and thus closer to the phosphate groups present on the G4 loops.
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页数:6
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