Fluorescent annulated imidazo[4, 5-c]isoquinolines via a GBB-3CR/imidoylation sequence – DNA-interactions in pUC-19 gel electrophoresis mobility shift assay. Issue 17 (14th April 2022)

• Record Type: Journal Article
• Authors: Stahlberger, M.; Steinlein, O.; Adam, C. R.; Rotter, M.; Hohmann, J.; Nieger, M.; Köberle, B.; Bräse, S.
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 17(2022)
• Page Start: 3598
• Page End: 3604
• Publication Date: 2022-04-14
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00372d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Modular, sequential synthetic route involving a GBB-3CR and an imidoylative Hartwig–Buchwald amination towards fluorescent polyheterocycles. Investigation of DNA-interactions in a pUC-plasmid electrophoresis mobility shift assay. Abstract : Herein we report the development of a sequential synthesis route towards annulated imidazo[4, 5- c ]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.