Design, synthesis, and antiproliferative effect of 2,9‐bis[4‐(pyridinylalkylaminomethyl)phenyl]‐1,10‐phenanthroline derivatives on human leukemic cells by targeting G‐quadruplex. Guillon, J., Denevault‐Sabourin, C., Chevret, E., Brachet‐Botineau, M., Milano, V., Guédin‐Beaurepaire, A., Moreau, S., Ronga, L., Savrimoutou, S., Rubio, S., Ferrer, J., Lamarche, J., Mergny, J., Viaud‐Massuard, M., Ranz, M., Largy, E., Gabelica, V., Rosu, F., Gouilleux, F., & Desplat, V. Archiv der Pharmazie, 354(8):2000450, August, 2021. ![Design, synthesis, and antiproliferative effect of 2,9‐bis[4‐(pyridinylalkylaminomethyl)phenyl]‐1,10‐phenanthroline derivatives on human leukemic cells by targeting G‐quadruplex [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex Abstract Current multiagent chemotherapy regimens have improved the cure rate in acute leukemia patients, but they are highly toxic and poorly efficient in relapsed patients. To improve the treatment approaches, new specific molecules are needed. The G‐quadruplexes (G4s), which are noncanonical nucleic acid structures found in specific guanine‐rich DNA or RNA, are involved in many cellular events, including control of gene expression. G4s are considered as targets for the development of anticancer agents. Heterocyclic molecules are well known to target and stabilize G4 structures. Thus, a new series of 2,9‐bis[(substituted‐aminomethyl)phenyl]‐1,10‐phenanthroline derivatives ( 1a – i ) was designed, synthesized, and evaluated against five human myeloid leukemia cell lines (K562, KU812, MV4‐11, HL60, and U937). Their ability to stabilize various oncogene promoter G4 structures (c‐MYC, BCL‐2, and K‐RAS) as well as the telomeric G4 was also determined through the fluorescence resonance energy transfer melting assay and native mass spectrometry. In addition, the more bioactive ligands 1g – i were tested for telomerase activity in HuT78 and MV4‐11 protein extracts.
@article{guillonDesignSynthesisAntiproliferative2021,
title = {Design, synthesis, and antiproliferative effect of 2,9‐bis[4‐(pyridinylalkylaminomethyl)phenyl]‐1,10‐phenanthroline derivatives on human leukemic cells by targeting {G}‐quadruplex},
volume = {354},
copyright = {All rights reserved},
issn = {0365-6233, 1521-4184},
url = {https://onlinelibrary.wiley.com/doi/10.1002/ardp.202000450},
doi = {10.1002/ardp.202000450},
abstract = {Abstract
Current multiagent chemotherapy regimens have improved the cure rate in acute leukemia patients, but they are highly toxic and poorly efficient in relapsed patients. To improve the treatment approaches, new specific molecules are needed. The G‐quadruplexes (G4s), which are noncanonical nucleic acid structures found in specific guanine‐rich DNA or RNA, are involved in many cellular events, including control of gene expression. G4s are considered as targets for the development of anticancer agents. Heterocyclic molecules are well known to target and stabilize G4 structures. Thus, a new series of 2,9‐bis[(substituted‐aminomethyl)phenyl]‐1,10‐phenanthroline derivatives (
1a
–
i
) was designed, synthesized, and evaluated against five human myeloid leukemia cell lines (K562, KU812, MV4‐11, HL60, and U937). Their ability to stabilize various oncogene promoter G4 structures (c‐MYC, BCL‐2, and K‐RAS) as well as the telomeric G4 was also determined through the fluorescence resonance energy transfer melting assay and native mass spectrometry. In addition, the more bioactive ligands
1g
–
i
were tested for telomerase activity in HuT78 and MV4‐11 protein extracts.},
language = {en},
number = {8},
urldate = {2024-01-05},
journal = {Archiv der Pharmazie},
author = {Guillon, Jean and Denevault‐Sabourin, Caroline and Chevret, Edith and Brachet‐Botineau, Marie and Milano, Vittoria and Guédin‐Beaurepaire, Aurore and Moreau, Stéphane and Ronga, Luisa and Savrimoutou, Solène and Rubio, Sandra and Ferrer, Jacky and Lamarche, Jeremy and Mergny, Jean‐Louis and Viaud‐Massuard, Marie‐Claude and Ranz, Matthieu and Largy, Eric and Gabelica, Valérie and Rosu, Frédéric and Gouilleux, Fabrice and Desplat, Vanessa},
month = aug,
year = {2021},
keywords = {1, 10-phenanthroline, FRET melting, G-quadruplex, G4 ligands, antiproliferative activity, leukemia},
pages = {2000450},
}
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To improve the treatment approaches, new specific molecules are needed. The G‐quadruplexes (G4s), which are noncanonical nucleic acid structures found in specific guanine‐rich DNA or RNA, are involved in many cellular events, including control of gene expression. G4s are considered as targets for the development of anticancer agents. Heterocyclic molecules are well known to target and stabilize G4 structures. Thus, a new series of 2,9‐bis[(substituted‐aminomethyl)phenyl]‐1,10‐phenanthroline derivatives ( 1a – i ) was designed, synthesized, and evaluated against five human myeloid leukemia cell lines (K562, KU812, MV4‐11, HL60, and U937). Their ability to stabilize various oncogene promoter G4 structures (c‐MYC, BCL‐2, and K‐RAS) as well as the telomeric G4 was also determined through the fluorescence resonance energy transfer melting assay and native mass spectrometry. 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To improve the treatment approaches, new specific molecules are needed. The G‐quadruplexes (G4s), which are noncanonical nucleic acid structures found in specific guanine‐rich DNA or RNA, are involved in many cellular events, including control of gene expression. G4s are considered as targets for the development of anticancer agents. Heterocyclic molecules are well known to target and stabilize G4 structures. Thus, a new series of 2,9‐bis[(substituted‐aminomethyl)phenyl]‐1,10‐phenanthroline derivatives (\n 1a\n –\n i\n ) was designed, synthesized, and evaluated against five human myeloid leukemia cell lines (K562, KU812, MV4‐11, HL60, and U937). Their ability to stabilize various oncogene promoter G4 structures (c‐MYC, BCL‐2, and K‐RAS) as well as the telomeric G4 was also determined through the fluorescence resonance energy transfer melting assay and native mass spectrometry. In addition, the more bioactive ligands\n 1g\n –\n i\n were tested for telomerase activity in HuT78 and MV4‐11 protein extracts.},\n\tlanguage = {en},\n\tnumber = {8},\n\turldate = {2024-01-05},\n\tjournal = {Archiv der Pharmazie},\n\tauthor = {Guillon, Jean and Denevault‐Sabourin, Caroline and Chevret, Edith and Brachet‐Botineau, Marie and Milano, Vittoria and Guédin‐Beaurepaire, Aurore and Moreau, Stéphane and Ronga, Luisa and Savrimoutou, Solène and Rubio, Sandra and Ferrer, Jacky and Lamarche, Jeremy and Mergny, Jean‐Louis and Viaud‐Massuard, Marie‐Claude and Ranz, Matthieu and Largy, Eric and Gabelica, Valérie and Rosu, Frédéric and Gouilleux, Fabrice and Desplat, Vanessa},\n\tmonth = aug,\n\tyear = {2021},\n\tkeywords = {1, 10-phenanthroline, FRET melting, G-quadruplex, G4 ligands, antiproliferative activity, leukemia},\n\tpages = {2000450},\n}\n\n","author_short":["Guillon, J.","Denevault‐Sabourin, C.","Chevret, E.","Brachet‐Botineau, M.","Milano, V.","Guédin‐Beaurepaire, A.","Moreau, S.","Ronga, L.","Savrimoutou, S.","Rubio, S.","Ferrer, J.","Lamarche, J.","Mergny, J.","Viaud‐Massuard, M.","Ranz, M.","Largy, E.","Gabelica, V.","Rosu, F.","Gouilleux, F.","Desplat, V."],"key":"guillonDesignSynthesisAntiproliferative2021","id":"guillonDesignSynthesisAntiproliferative2021","bibbaseid":"guillon-denevaultsabourin-chevret-brachetbotineau-milano-gudinbeaurepaire-moreau-ronga-etal-designsynthesisandantiproliferativeeffectof29bis4pyridinylalkylaminomethylphenyl110phenanthrolinederivativesonhumanleukemiccellsbytargetinggquadruplex-2021","role":"author","urls":{"Paper":"https://onlinelibrary.wiley.com/doi/10.1002/ardp.202000450"},"keyword":["1","10-phenanthroline","FRET melting","G-quadruplex","G4 ligands","antiproliferative activity","leukemia"],"metadata":{"authorlinks":{}}},"bibtype":"article","biburl":"https://api.zotero.org/users/7089346/collections/W8METNZK/items?key=DFVpFyHB0pzrEBQ8agtoT8MF&format=bibtex&limit=100","dataSources":["mNu69AQZeirb46MYR","4i5C7S78DvJNsaHyg","mQ655wYbmBY87sBpa","5L2zM5wNE5CBYNuea","gtEmYbDwieyT97hcW"],"keywords":["1","10-phenanthroline","fret melting","g-quadruplex","g4 ligands","antiproliferative activity","leukemia"],"search_terms":["design","synthesis","antiproliferative","effect","bis","pyridinylalkylaminomethyl","phenyl","phenanthroline","derivatives","human","leukemic","cells","targeting","quadruplex","guillon","denevault‐sabourin","chevret","brachet‐botineau","milano","guédin‐beaurepaire","moreau","ronga","savrimoutou","rubio","ferrer","lamarche","mergny","viaud‐massuard","ranz","largy","gabelica","rosu","gouilleux","desplat"],"title":"Design, synthesis, and antiproliferative effect of 2,9‐bis[4‐(pyridinylalkylaminomethyl)phenyl]‐1,10‐phenanthroline derivatives on human leukemic cells by targeting G‐quadruplex","year":2021}