2026-04-23T00:00:27Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/56772022-11-21T12:04:43Zcom_10259_4354com_10259_5086com_10259_2604com_10259_4363com_10259_4365col_10259_4355col_10259_4364col_10259_4366

00925njm 22002777a 4500 dc Busto Vázquez, Natalia author García Calvo, José author Cuevas Vicario, José Vicente author Herrera, Antonio author Mergny, Jean-Louis author Pons, Sebastian author Torroba Pérez, Tomás author García Ruiz, Begoña author 2021-03 A structure–activity relationship (SAR) study in terms of G-quadruplex binding ability and antiproliferative activity of six fluorescent perylenemonoimide (PMIs) derivatives is reported. A positive charge seems to be the key to target G4. This study also reveals the importance of the element substitution in the potential biological activity of PMIs, being the polyethylene glycol (PEG) chains in the peri position responsible for their antiproliferative activity. Among them, the cationic PMI6 with two PEG chains is the most promising compound since its fluorescence is enhanced in the presence of G-quadruplex structures. Moreover, PMI6 binds to the human telomeric G-quadruplex hTelo with high affinity and displays a high antiproliferative potential towards HeLa (cervical adenocarcinoma), A549 (lung adenocarcinoma) and A2780 (ovarian adenocarcinoma) cells. Its fate can be followed inside cells thanks to its fluorescent properties: the compound is found to accumulate in the mitochondria. 0045-2068 http://hdl.handle.net/10259/5677 10.1016/j.bioorg.2021.104660 G-quadruplexes Antiproliferative Perylenemonoimide DNA binding Influence of core extension and side chain nature in targeting G-quadruplex structures with perylene monoimide derivatives