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
Format:	Artikel
Sprache:	eng
Schlagworte:	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
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Zusammenfassung:	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.
ISSN:	1477-0520 1477-0539
DOI:	10.1039/d2ob00372d