Synthesis and structure of dihydroberberine nitroaryl derivatives – potential ligands for G-quadruplexes

• DOI: 10.1007/s10593-017-2055-3
• Publication Date: 2017-04-26T03:29:20Z
• Authors: Oleg N. Burov; Sergey V. Kurbatov; Mikhail E. Kletskii; Alexander D. Zagr...; Igor E. Mikhailov
• Keywords: 0301 basic medicine; 03 medical and health sciences; 01 natural sciences; 0104 chemical sciences

A method was developed for the synthesis of dihydroberberine nitroaryl derivatives on the basis of dihydroberberine reactions with aromatic electrophiles (picryl chloride, 4-chloro-7-nitrobenzofurazan, 4-chloro-5,7-dinitrobenzofurazan, and 7-chloro-4,6-dinitrobenzofuroxan). The obtained 13-substituted dihydroberberine derivatives represent structures with significant intramolecular charge transfer and, according to the results of molecular docking analysis, can effectively bind with G-quadruplexes of telomeric DNA fragments.