Luminescent Ru(II) complexes based on functionalised 1,10-phenanthroline derivatised ligands towards bioconjugated probes

被引:0
作者
Ibbott, Alexandra R. [1 ]
Fosco, Paula Miquel [1 ]
Alenazy, Deemah M. [1 ]
Pope, Simon J. A. [1 ]
机构
[1] Cardiff Univ, Sch Chem, Main Bldg, Cardiff CF10 3AT, Cymru, Wales
基金
英国工程与自然科学研究理事会;
关键词
Phenanthroline; Ruthenium; Bioconjugation; Luminescence; TRANSITION-METAL-COMPLEXES; RUTHENIUM(II) POLYPYRIDYL COMPLEXES; RHENIUM(I) COMPLEXES; DNA; PHOTOSENSITIZERS; PHOTOCHEMISTRY; CONSTRUCTION; PHOTOPHYSICS; CARBAMATE; PEPTIDES;
D O I
10.1016/j.ica.2025.122561
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of photoluminescent, heteroleptic [Ru(bipy)2(Ln)](PF6)2 (2,2 '-bipyridine = bipy; Ln = 1,10-phenanthroline derivative) analogues have been prepared. Within the series of complexes the structural variation is provided by the ancillary ligand, Ln, which is based upon a 5-substituted 1,10-phenanthroline species. The synthesis of the ligands was achieved in two steps from 5,6-epoxy-5,6-dihydro-1,10-phenanthroline allowing a range of different morpholine, piperazine and piperidine derivatives to be attached to the 1,10-phenanthroline core at the 5-position. Furthermore, the synthetic utility of the piperazine derivative (L1) was demonstrated by bioconjugating a cholesteryl moiety to the ligand (yielding L8). Following complexation, the isolated Ru(II) complexes show classical 3MLCT characteristics with phosphorescent emission at 605-610 nm.
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页数:10
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共 73 条
[41]   Pyridine-containing versatile gelators for post-modification of gel tissues toward construction of novel porphyrin nanotubes [J].
Malik, Sudip ;
Kawano, Shin-ichiro ;
Fujita, Norifumi ;
Shinkai, Seiji .
TETRAHEDRON, 2007, 63 (31) :7326-7333
[42]   Amino Acid Carbamates As Prodrugs Of Resveratrol [J].
Mattarei, Andrea ;
Azzolini, Michele ;
La Spina, Martina ;
Zoratti, Mario ;
Paradisi, Cristina ;
Biasutto, Lucia .
SCIENTIFIC REPORTS, 2015, 5
[43]  
Maxfield F.R., 2012, Methods in Cell Biology
[44]   Transition metal complexes as photosensitisers in one- and two-photon photodynamic therapy [J].
McKenzie, Luke K. ;
Bryant, Helen E. ;
Weinstein, Julia A. .
COORDINATION CHEMISTRY REVIEWS, 2019, 379 :2-29
[45]   Environmental effects on the photophysics of transition metal complexes with dipyrido[2,3-a:3′,2′-c]phenazine (dppz) and related ligands [J].
McKinley, Andrew W. ;
Lincoln, Per ;
Tuite, Eimer M. .
COORDINATION CHEMISTRY REVIEWS, 2011, 255 (21-22) :2676-2692
[46]   The eyes have it: Using X-ray crystallography to determine the binding modes of medically relevant ruthenium/DNA complexes [J].
McQuaid, Kane T. ;
Cardin, Christine J. .
MEDICINAL CHEMISTRY, 2020, 75 :393-424
[47]   Intracellular sterol dynamics [J].
Mesmin, Bruno ;
Maxfield, Frederick R. .
BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR AND CELL BIOLOGY OF LIPIDS, 2009, 1791 (07) :636-645
[48]   Linker length in fluorophore-cholesterol conjugates directs phase selectivity and cellular localisation in GUVs and live cells [J].
O' Connor, Darragh ;
Byrne, Aisling ;
Keyes, Tia E. .
RSC ADVANCES, 2019, 9 (40) :22805-22816
[49]   Auto-assembling of ditopic macrocyclic lanthanide chelates with transition-metal ions. Rigid multimetallic high relaxivity contrast agents for magnetic resonance Imaging [J].
Paris, Jerome ;
Gameiro, Cristiana ;
Humblet, Valerie ;
Mohapatra, Prasanta K. ;
Jacques, Vincent ;
Desreux, Jean F. .
INORGANIC CHEMISTRY, 2006, 45 (13) :5092-5102
[50]   The development of ruthenium(II) polypyridyl complexes and conjugates for in vitro cellular and in vivo applications [J].
Poynton, Fergus E. ;
Bright, Sandra A. ;
Blasco, Salvador ;
Williams, D. Clive ;
Kelly, John M. ;
Gunnlaugsson, Thorfinnur .
CHEMICAL SOCIETY REVIEWS, 2017, 46 (24) :7706-7756