Fluorescent annulated imidazo[4,5- c ]isoquinolines via a GBB-3CR/imidoylation sequence - DNA-interactions in pUC-19 gel electrophoresis mobility shift assay

Herein we report the development of a sequential synthesis route towards annulated imidazo[4,5- ]isoquinolines comprising a GBB-3CR, followed by an intramolecular imidoylative cyclisation. X-Ray crystallography revealed a flat 3D structure of the obtained polyheterocycles. Thus, we evaluated their i...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-05, Vol.20 (17), p.3598-3604
Hauptverfasser: Stahlberger, M, Steinlein, O, Adam, C R, Rotter, M, Hohmann, J, Nieger, M, Köberle, B, Bräse, S
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container_end_page 3604
container_issue 17
container_start_page 3598
container_title Organic & biomolecular chemistry
container_volume 20
creator Stahlberger, M
Steinlein, O
Adam, C R
Rotter, M
Hohmann, J
Nieger, M
Köberle, B
Bräse, S
description Herein we report the development of a sequential synthesis route towards annulated imidazo[4,5- ]isoquinolines comprising a GBB-3CR, followed by an intramolecular imidoylative cyclisation. X-Ray crystallography revealed a flat 3D structure of the obtained polyheterocycles. Thus, we evaluated their interactions with double-stranded DNA by establishing a pUC-19 plasmid-based gel electrophoresis mobility shift assay, revealing a stabilising effect on ds-DNA against strand-break inducing conditions.
doi_str_mv 10.1039/d2ob00372d
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source MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Crystallography
Cyclization
Deoxyribonucleic acid
DNA
DNA damage
Electrophoresis
Electrophoresis, Polyacrylamide Gel
Electrophoretic mobility
Electrophoretic Mobility Shift Assay
Fluorescence
Gel electrophoresis
Isoquinolines - chemistry
Mobility
Nucleotide sequence
Plasmids
X-ray crystallography
title Fluorescent annulated imidazo[4,5- c ]isoquinolines via a GBB-3CR/imidoylation sequence - DNA-interactions in pUC-19 gel electrophoresis mobility shift assay
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