Synthesis and evaluation of the europiumIII and zincII complexes as luminescent bioprobes in high content cell-imaging analysis

Abstract

SummaryNovel phenanthroline derivatives and their europium(III) and zinc(II) complexes have been prepared in up to 92 %. In contrast to the stable zinc complexes, the europium compounds exhibit a strong luminescence in THF solution and complete dissociation of the complexes back to free ligands in DMSO. 1 H NMR studies of the Eu(III)-complexes 5 and 6 also confirmed the existence of different states depending on the solvent used. Moreover, it was found that the compound 5 is stable in EtOH-PBS solutions; here a strong signal in the emission spectra corresponding to the europium ion was detected. These metal complexes can be used as fluorescence markers for the diagnosis of esophageal squamous carcinoma (OE21) cells at low concentrations. Cell images were acquired using the compound 5, 7-9 as luminescent markers. The first images were taken already after 20 min incubation time at a very low concentration range (0.7-1.6 µM).Published as: Sergeeva, N. N.; Donnier-Marechal, M.; Vaz, G.; Davies, A. M.; Senge, M. O. (2011): Synthesis and evaluation of the europium III and zinc II complexes as luminescent bioprobes in high content cell-imaging analysis.

Synthesis and Biological Evaluation of a Library of Glycoporphyrin Compounds

“…Biological studies : In order to assess the potential of the synthetic glycoporphyrins for medical applications, initial in vitro studies were performed. Based on our current interest in PDT for oesophageal cancer, we choose the human oesophageal squamous‐cell carcinoma cell line OE21 for in vitro studies 33. As a PDT reference compound, the well‐established, second‐generation photosensitiser Foscan (Temoporfin; 5,10,15,20‐tetrakis(3‐hydroxyphenyl)chlorin) was used 34.…”

“…Based on our current interest in PDT for oesophageal cancer, we choose the human oesophageal squamous-cell carcinoma cell line OE21 for in vitro studies. [33] As a PDT reference compound, the well-established, second-generation photosensitiser Foscan (Temoporfin; 5,10,15,20-tetrakis(3-hydroxyphenyl)chlorin) was used. [34] The glycoporphyrins 18-27 and 30 were used as a representative sample of the present library of compounds for standard 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and high content assay (HCA) analysis.…”

Ruthenacarborane–Phenanthroline Derivatives as Potential Metallodrugs

“…Even though 5-nitro-1,10-phenanthroline (L2) can be synthesized in excellent yields, it was obtained commercially because of the harsh conditions employed in the synthesis [44]. 1,10-Phenanthroline-5,6-dione (L3) was prepared according to the literature [45,46], and 1,10-phenanthrolinopyrrole (L4) was formed in a Barton-Zard reaction from 5nitro-1,10-phenanthroline (L2) and ethyl isocyanoacetate under basic conditions followed by hydrolysis of the ester L4' (Scheme 2) [47][48][49][50][51][52][53][54]. The respective synthetic procedure for L4 is given in the electronic supplementary information.…”

Antimicrobial and Spectral Studies of Zinc Metal Complexes Derived From Imidazo [4, 5-F] [1, 10] – Phenanthroline Derivative

“…Yield The new zinc complexes were prepared according to reported process [19] , to an appropriate (dd, 4H,2xH-phen), δ 8.0 (dd, 4H, 2xH-phen), δ 7.5 (m,2H, 2xH-Ar), δ 7.2 (m, 2H, 2xH-Ar), δ 7.1 (m, 2H, 2xH-Pyrrole), δ 7.1 (dd, 4H, 2xH-phen), δ 6.8 (m, 2H, 2xH-Ar), δ 6.6 (m, 2H, 2xH-Ar). agar diffusion method.…”