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.
引用
收藏
页数:6
相关论文
共 50 条
  • [1] Aerogels containing 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin with controlled state of aggregation
    Pablo Pino-Pinto, Juan
    Oyarzun-Ampuero, Felipe
    Orellana, Sandra L.
    Flores, Mario E.
    Nishide, Hiroyuki
    Moreno-Villoslada, Ignacio
    [J]. DYES AND PIGMENTS, 2017, 139 : 193 - 200
  • [2] Photophysical Properties and Photoreduction of 5,10,15,20-Tetrakis-(4-N-Methylpyridyl)Porphyrin in Formamide
    N. N. Kruk
    A. A. Korotkii
    [J]. Journal of Applied Spectroscopy, 2000, 67 (6) : 966 - 971
  • [3] Electrochromic properties of conductive polyporphyrin films based on 5,10,15,20-tetrakis(4-aminophenyl)porphyrin and 5,10,15,20-tetrakis(4-pyridyl)porphyrin
    Tesakova, Mariya, V
    Syrbu, Sergey A.
    Parfenyuk, Vladimir, I
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2022,
  • [4] Electrochromic properties of conductive polyporphyrin films based on 5,10,15,20-tetrakis(4-aminophenyl)porphyrin and 5,10,15,20-tetrakis(4-pyridyl)porphyrin
    Tesakova, Mariya, V
    Syrbu, Sergey A.
    Parfenyuk, Vladimir, I
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2022, 26 (12) : 853 - 861
  • [5] Thermodynamic study of the interaction between 5,10,15,20-tetrakis-(N-methyl-4-pyridyl)porphyrin tetraiodine and sodium dodecyl sulfate
    Almeida, C. M. R.
    Nascimento, B. F. O.
    Pineiro, M.
    Valente, A. J. M.
    [J]. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2015, 480 : 279 - 286
  • [6] MESOSUBSTITUTED PORPHYRINS .6. AN EFFICIENT SYNTHESIS OF 5,10,15,20-TETRAKIS-(PENTAFLUOROPHENYL)-PORPHYRIN
    VOLZ, H
    SCHNECKENBURGER, S
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1993, 335 (03): : 283 - 284
  • [7] Fluorescent properties and symmetry of the monodeprotonated form of 5,10,15,20-tetrakis-(4-N-methylpyridyl)-porphyrin
    Kruk N.N.
    [J]. Journal of Applied Spectroscopy, 2006, 73 (5) : 686 - 693
  • [8] 5,10,15,20-Tetrakis(4-pyridyl) porphyrin tris( acetic acid) clathrate
    George, S
    Goldberg, I
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O1973 - O1975
  • [9] Improved method for the synthesis of 5,10,15,20-tetrakis (3,5-diacetamido-4-pyridyl)porphyrin
    Singh, Sunaina
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [10] Surface modification of polypropylene materials by the cobalt complex of 5,10,15,20-tetrakis-(4-methylpyridyl)porphyrin tetratosylate
    I. A. Vershinina
    O. V. Gornukhina
    O. A. Golubchikov
    [J]. Russian Journal of General Chemistry, 2013, 83 : 1151 - 1154