Design and synthesis of lipid-mimetic cationic iridium complexes and their liposomal formulation for: In vitro and in vivo application in luminescent bioimaging

Julia R. Shakirova, Amir Sadeghi, Alla A. Koblova, Pavel S. Chelushkin, Elisa Toropainen, Shirin Tavakoli, Leena Stiina Kontturi, Tatu Lajunen, Sergey P. Tunik, Arto Urtti

Результат исследований: Научные публикации в периодических изданияхстатья

Аннотация

Two iridium [Ir(N^C)2(N^N)]+ complexes with the diimine N^N ligand containing a long polymethylene hydrophobic chain were synthesized and characterized by using NMR and ESI mass-spectrometry: N^N-2-(1-hexadecyl-1H-imidazol-2-yl)pyridine, N^C-methyl-2-phenylquinoline-4-carboxylate (Ir1) and 2-phenylquinoline-4-carboxylic acid (Ir2). These complexes were used to prepare the luminescent PEGylated DPPC liposomes (DPPC/DSPE-PEG2000/Ir-complex = 95/4.5/1 mol%) using a thin film hydration method. The narrowly dispersed liposomes had diameters of about 110 nm. The photophysics of the complexes and labeled liposomes were carefully studied. Ir1 and Ir2 give red emission (λem = 667 and 605 nm) with a lifetime in the microsecond domain and quantum yields of 4.8% and 10.0% in degassed solution. Incorporation of the complexes into the liposome lipid bilayer results in shielding of the emitters from interaction with molecular oxygen and partial suppression of excited state nonradiative relaxation due to the effect of the relatively rigid bilayer matrix. Delivery of labeled liposomes to the cultured ARPE-19 cells demonstrated the usefulness of Ir1 and Ir2 in cellular imaging. Labeled liposomes were then injected intravitreally into rat eyes and imaged successfully with optical coherence tomography and funduscopy. In conclusion, iridium complexes enabled the successful labeling and imaging of liposomes in cells and animals.

Язык оригиналаанглийский
Страницы (с-по)14431-14440
Число страниц10
ЖурналRSC Advances
Том10
Номер выпуска24
DOI
СостояниеОпубликовано - 8 апр 2020

Предметные области Scopus

  • Химия (все)
  • Химическая технология (все)

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