Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands

Two β-carboline rhenium(I) complexes, fac-[Re(CO)3(dppz)(nHo)]O3SCF3 and fac-[Re(CO)3(nHo)2Cl] where dppz=dipyrido[3, 2-a:2′,3′-c] phenazine and nHo=9H-pyrido[3, 4-b]indole (norharmane), have been synthesized. These complexes were fully characterized by structural X-ray diffraction, 1H and 13C NMR,...

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Detalles Bibliográficos
Publicado: 2017
Materias:
Antitumor agent
Bioinorganic chemistry
Cytotoxicity
Rhenium tricarbonyl complexes
Structure elucidation
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_23656549_v2_n27_p8666_Maisuls
http://hdl.handle.net/20.500.12110/paper_23656549_v2_n27_p8666_Maisuls
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_23656549_v2_n27_p8666_Maisuls
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spelling paper:paper_23656549_v2_n27_p8666_Maisuls2023-06-08T16:35:50Z Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands Antitumor agent Bioinorganic chemistry Cytotoxicity Rhenium tricarbonyl complexes Structure elucidation Two β-carboline rhenium(I) complexes, fac-[Re(CO)3(dppz)(nHo)]O3SCF3 and fac-[Re(CO)3(nHo)2Cl] where dppz=dipyrido[3, 2-a:2′,3′-c] phenazine and nHo=9H-pyrido[3, 4-b]indole (norharmane), have been synthesized. These complexes were fully characterized by structural X-ray diffraction, 1H and 13C NMR, UV-vis absorption and FT-IR spectroscopy and mass spectrometry. Ground state geometry optimization was carried out in vacuo with the PBE0 hybrid functional using the LanL2DZ basis set. The characterization was complemented with TD-DFT calculations using several hybrid functionals. Cellular uptake and cytotoxic effect of both complexes against human lung carcinoma (A549) cells were evaluated. For comparative purpose, two related fac-[Re(CO)3(L)(nHo)]+ complexes (L=bpy and phen) were included in the biological studies. The anti-proliferative effect of the compounds was rationalized in terms of the different extension of the ligands π-system. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 2017 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_23656549_v2_n27_p8666_Maisuls http://hdl.handle.net/20.500.12110/paper_23656549_v2_n27_p8666_Maisuls
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Antitumor agent
Bioinorganic chemistry
Cytotoxicity
Rhenium tricarbonyl complexes
Structure elucidation
spellingShingle Antitumor agent
Bioinorganic chemistry
Cytotoxicity
Rhenium tricarbonyl complexes
Structure elucidation
Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
topic_facet Antitumor agent
Bioinorganic chemistry
Cytotoxicity
Rhenium tricarbonyl complexes
Structure elucidation
description Two β-carboline rhenium(I) complexes, fac-[Re(CO)3(dppz)(nHo)]O3SCF3 and fac-[Re(CO)3(nHo)2Cl] where dppz=dipyrido[3, 2-a:2′,3′-c] phenazine and nHo=9H-pyrido[3, 4-b]indole (norharmane), have been synthesized. These complexes were fully characterized by structural X-ray diffraction, 1H and 13C NMR, UV-vis absorption and FT-IR spectroscopy and mass spectrometry. Ground state geometry optimization was carried out in vacuo with the PBE0 hybrid functional using the LanL2DZ basis set. The characterization was complemented with TD-DFT calculations using several hybrid functionals. Cellular uptake and cytotoxic effect of both complexes against human lung carcinoma (A549) cells were evaluated. For comparative purpose, two related fac-[Re(CO)3(L)(nHo)]+ complexes (L=bpy and phen) were included in the biological studies. The anti-proliferative effect of the compounds was rationalized in terms of the different extension of the ligands π-system. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
title Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
title_short Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
title_full Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
title_fullStr Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
title_full_unstemmed Synthesis, Structural Characterization and Biological Evaluation of Rhenium(I) Tricarbonyl Complexes with β-Carboline Ligands
title_sort synthesis, structural characterization and biological evaluation of rhenium(i) tricarbonyl complexes with β-carboline ligands
publishDate 2017
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_23656549_v2_n27_p8666_Maisuls
http://hdl.handle.net/20.500.12110/paper_23656549_v2_n27_p8666_Maisuls
_version_ 1768542150624018432

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