A century of thioxanthones: through synthesis and biological applications, Curr. Med. Chem, vol.20, pp.2438-2457, 2013. ,
Dual inhibitors of P-glycoprotein and tumor cell growth: (Re)discovering thioxanthones, Biochem. Pharmacol, vol.83, pp.57-68, 2012. ,
Screening a small library of xanthones for antitumor activity and identification of a hit compound which induces apoptosis, Molecules, vol.21, 2016. ,
Bentabed-Ababsa, F. Mongin, Fused systems based on 2-aminopyrimidines: Synthesis combining deprotolithiation-in situ zincation with N-arylation reactions and biological properties, Eur. J. Org. Chem, pp.5903-5915, 2017. ,
Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation, J. Org. Chem, vol.79, pp.9262-9271, 2014. ,
Ruthenium-catalyzed C-H activation of thioxanthones, Beilstein J. Org. Chem, vol.11, pp.431-436, 2015. ,
,
Synthesis of succinimide-containing chromones, naphthoquinones, and xanthones under Rh(III) catalysis: Evaluation of anticancer activity, J. Org. Chem, vol.81, pp.12416-12425, 2016. ,
Iridium-catalyzed oxidative heteroarylation of arenes and alkenes: Overcoming the restriction to specific substrates, ACS Catal, vol.8, pp.8709-8714, 2018. ,
In situ 'trans-metal trapping': An efficient way to extend the scope of aromatic deprotometalation, Synthesis, vol.50, pp.3615-3633, 2018. ,
URL : https://hal.archives-ouvertes.fr/hal-01902075
Bentabed-Ababsa, F. Mongin, Functionalization of pyridyl ketones using deprotolithiation-in situ zincation, RSC Adv, vol.6, pp.63185-63189, 2016. ,
From quinoxaline, pyrido[2,3-b]pyrazine and pyrido[3,4-b]pyrazine to pyrazino-fused carbazoles and carbolines, Molecules, vol.23, 2018. ,
URL : https://hal.archives-ouvertes.fr/hal-01937243
Synthesis of N-aryl and N-heteroaryl ?-, ?-, and ?lactams using deprotometalation-iodination and N-arylation, and properties thereof, Synthesis, vol.49, pp.4500-4516, 2017. ,
URL : https://hal.archives-ouvertes.fr/hal-01614770
Pyrrole-2-carboxylic acid as a ligand for the Cucatalyzed reactions of primary anilines with aryl halides, J. Org. Chem, vol.73, pp.5167-5169, 2008. ,
Pyrrole-2-carboxylic acid as a ligand for the Cucatalyzed reactions of primary anilines with aryl halides, J. Org. Chem, vol.73, pp.5167-5169, 2008. ,
Synthesis of [1]benzopyrano[2,3,4-kl]acridin-3-ol and its analogs as pentacyclic compounds, Chem. Pharm. Bull, vol.48, pp.1380-1383, 2000. ,
Mongin, 2-Aminophenones, a common precursor to N-aryl isatins and acridines endowed with bioactivities, Tetrahedron, vol.74, pp.1785-1801, 2018. ,
Ammonium salts as an inexpensive and convenient nitrogen source in the Cucatalyzed amination of aryl halides at room temperature, Chem. Commun, pp.3052-3054, 2008. ,
Copper(I)-catalyzed amination of aryl halides in liquid ammonia, J. Org. Chem, vol.77, pp.7471-7478, 2012. ,
Simple and convenient copper-catalyzed amination of aryl halides to primary arylamines using NH 4 OH, Tetrahedron, vol.72, pp.5988-5993, 2016. ,
Synthetic studies of benzo, Tetrahedron, vol.60, pp.4283-4288, 2004. ,
The target landscape of clinical kinase drugs, Science, vol.358, p.1148, 2017. ,
Properties of FDA-approved small molecule protein kinase inhibitors, Pharmacol. Res, vol.144, pp.19-50, 2019. ,
Evolution of Small Molecule Kinase Drugs, ACS Medicinal Chemistry Letters, vol.10, pp.153-160, 2019. ,
Pim kinase inhibitor, SGI-1776, induces apoptosis in chronic lymphocytic leukemia cells, Blood, vol.114, issue.19, pp.4150-4157, 2009. ,
Discovery and Optimization of Macrocyclic Quinoxaline-pyrrolo-dihydropiperidinones as Potent Pim-1/2 Kinase Inhibitors, ACS Medicinal Chemistry Letters, vol.7, issue.4, pp.408-412, 2016. ,
Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family, Bioorg. Med. Chem, vol.25, issue.9, pp.2657-2665, 2017. ,
Helicenes: Synthesis and Applications, Chem. Rev, vol.112, pp.1463-1535, 2012. ,
One hundred years of helicene chemistry. Part 3: applications and properties of carbohelicenes, Chem. Soc. Rev, vol.42, pp.1051-1095, 2013. ,
Racemization barriers of helicenes: A computational study, J. Am. Chem. Soc, vol.118, pp.6031-6035, 1996. ,
, , 2009.
Resolution and racemization of pentahelicene, Tetrahedron Lett, pp.937-940, 1970. ,
Two-step synthesis of boron-fused double helicenes, J. Am. Chem. Soc, vol.138, pp.5210-5213, 2016. ,
Kinase Inhibitory Potencies, and in Vitro Antiproliferative Evaluation of New Pim Kinase Inhibitors, J. Med. Chem, vol.52, pp.6369-6381, 2009. ,
AutoDock and AutoDockTools: Automated docking with selective receptor flexibility, J. Comput. Chem, vol.30, pp.2785-2791, 2009. ,
AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading, J. Comput. Chem, vol.31, pp.455-461, 2010. ,
Structural analysis identifies imidazo[1,2-b]pyridazines as PIM kinase inhibitors with in vitro antileukemic activity, Cancer Res, vol.67, pp.6916-6924, 2007. ,
Optimization of Pan-Pim Kinase Activity and Oral Bioavailability Leading to Diaminopyrazole (GDC-0339) for the Treatment of Multiple Myeloma, J. Med. Chem, vol.62, pp.2140-2153, 2019. ,
Discovery of 5-azaindazole (GNE-955) as a potent pan-Pim inhibitor with optimized bioavailability, J. Med. Chem, vol.60, pp.4458-4473, 2017. ,
UCSF Chimera-A visualization system for exploratory research and analysis, J. Comput. Chem, vol.25, pp.1605-1612, 2004. ,
Pim kinase-dependent inhibition of c-Myc degradation, Oncogene, vol.27, issue.35, pp.4809-4819, 2008. ,
Phosphorylation of Notch1 by Pim kinases promotes oncogenic signaling in breast and prostate cancer cells, Oncotarget, vol.7, issue.28, pp.43220-43238, 2016. ,
PIM1 kinase inhibition as a targeted therapy against triple-negative breast tumors with elevated MYC expression, Nat. Med, vol.22, issue.11, pp.1321-1329, 2016. ,
Pim-selective inhibitor DHPCC-9 reveals Pim kinases as potent stimulators of cancer cell migration and invasion, Molecular cancer, vol.9, p.279, 2010. ,
URL : https://hal.archives-ouvertes.fr/hal-00536019
Recent advances in the biology, therapy and management of melanoma, 2013. ,
, PIM kinases as therapeutic targets against advanced melanoma, vol.7, pp.54897-54912, 2016.
Iciartin, a novel FASN inhibitor, exerts anti-melanoma activities through IGF-1R/STAT3 signaling, Oncotarget, vol.7, issue.32, pp.51251-51269, 2016. ,
NMR chemical shifts of common laboratory solvents as trace impurities, J. Org. Chem, vol.62, pp.7512-7515, 1997. ,
Regiospecific 1,4-addition with Grignard-derived mixed triorganozincate reagents, J. Org. Chem, vol.53, pp.4133-4135, 1988. ,
Vogel's textbook of practical organic chemistry, 1996. ,
Deprotonative Metalation of Five-membered Aromatic Heterocycles using Mixed Lithium-zinc Species, J. Org. Chem, vol.73, pp.177-183, 2008. ,
URL : https://hal.archives-ouvertes.fr/hal-00784514
Synthesis of C,N'-linked bis-heterocycles using a deprotometalationiodination-N-arylation sequence and evaluation of their antiproliferative activity in melanoma cells, Bioorg. Med. Chem, vol.22, pp.3498-3507, 2014. ,
SHELXT -Integrated space-group and crystal-structure determination, Acta Crystallogr., Sect. A, vol.71, pp.3-8, 2015. ,
Crystal structure refinement with SHELXL, Acta Crystallogr., Sect. C, vol.71, pp.3-8, 2015. ,
ORTEP-3 for windows -a version of ORTEP-III with a graphical user interface (GUI), J. Appl. Crystallogr, vol.30, 1997. ,
Derivatives of thiosalicylic acid and of thioxanthone, Ber. Dtsch. Chem. Ges, vol.42, pp.3046-3067, 1909. ,
Selenium-promoted intramolecular oxidative amidation of 2-(arylamino)acetophenones for the synthesis of N-arylisatins, Eur. J. Org. Chem, pp.4229-4232, 2013. ,
Python: A programming language for software integration and development, J. Mol. Graphics Modell, vol.17, pp.57-61, 1999. ,
Scalable molecular dynamics with NAMD, J. Comput. Chem, vol.26, pp.1781-1802, 2005. ,
CHARMM general force field: A force field for drug-like molecules compatible with the CHARMM all-atom additive biological force fields, J. Comput. Chem, vol.31, pp.671-690, 2010. ,
Extension of the CHARMM general force field to sulfonyl-containing compounds and its utility in biomolecular simulations, References and Notes, vol.33, pp.2451-2468, 2012. ,
A century of thioxanthones: through synthesis and biological applications, Curr. Med. Chem, vol.20, issue.19, pp.2438-2457, 2013. ,
Dual inhibitors of P-glycoprotein and tumor cell growth: (Re)discovering thioxanthones, Biochem. Pharmacol, vol.83, issue.1, pp.57-68, 2012. ,
Screening a small library of xanthones for antitumor activity and identification of a hit compound which induces apoptosis, Molecules, vol.21, issue.1, 2016. ,
Bentabed-Ababsa, F. Mongin, Fused Systems Based on 2-Aminopyrimidines: Synthesis Combining Deprotolithiation-in situ Zincation with N-Arylation Reactions and Biological Properties, Eur. J. Org. Chem, issue.39, pp.5903-5915, 2017. ,
Ru(II)-catalyzed selective C-H amination of xanthones and chromones with sulfonyl azides: Synthesis and anticancer evaluation, J. Org. Chem, vol.79, issue.19, pp.9262-9271, 2014. ,
Ruthenium-catalyzed C-H activation of thioxanthones, Beilstein J. Org. Chem, vol.11, pp.431-436, 2015. ,
Synthesis of succinimide-containing chromones, naphthoquinones, and xanthones under Rh(III) catalysis: Evaluation of anticancer activity, J. Org. Chem, vol.81, issue.24, pp.12416-12425, 2016. ,
Iridium-catalyzed oxidative heteroarylation of arenes and alkenes: Overcoming the restriction to specific substrates, ACS Catal, vol.8, issue.9, pp.8709-8714, 2018. ,
Trans-Metal Trapping': An Efficient Way to Extend the Scope of Aromatic Deprotometalation, Synthesis, vol.50, issue.18, pp.3615-3633, 2018. ,
URL : https://hal.archives-ouvertes.fr/hal-01902075
Bentabed-Ababsa, F. Mongin, Functionalization of Pyridyl Ketones using Deprotolithiation-in situ Zincation, RSC Adv, vol.6, issue.68, pp.63185-63189, 2016. ,
From quinoxaline, pyrido[2,3-b]pyrazine and pyrido[3,4-b]pyrazine to pyrazino-fused carbazoles and carbolines, Molecules, vol.23, issue.11, 2018. ,
URL : https://hal.archives-ouvertes.fr/hal-01937243
, Synthesis of N-Aryl and N-Heteroaryl ?-, ?-, and ?-Lactams Using Deprotometalation-Iodination and N-Arylation, and Properties Thereof, vol.49, pp.4500-4516, 2017.
URL : https://hal.archives-ouvertes.fr/hal-01614770
Pyrrole-2-carboxylic acid as a ligand for the Cucatalyzed reactions of primary anilines with aryl halides, J. Org. Chem, vol.73, issue.13, pp.5167-5169, 2008. ,
An inexpensive and efficient copper catalyst for Narylation of amines, amides and nitrogen-containing heterocycles, Adv. Synth. Catal, vol.348, issue.15, pp.2197-2202, 2006. ,
Synthesis of [1]benzopyrano[2,3,4-kl]acridin-3-ol and its analogs as pentacyclic compounds, Chem. Pharm. Bull, vol.48, issue.9, pp.1380-1383, 2000. ,
Mongin, 2-Aminophenones, a common precursor to N-aryl isatins and acridines endowed with bioactivities, Tetrahedron, vol.74, issue.15, pp.1785-1801, 2018. ,
Ammonium salts as an inexpensive and convenient nitrogen source in the Cucatalyzed amination of aryl halides at room temperature, Chem. Commun, issue.26, pp.3052-3054, 2008. ,
Copper(I)-catalyzed amination of aryl halides in liquid ammonia, J. Org. Chem, vol.77, issue.17, pp.7471-7478, 2012. ,
Simple and convenient copper-catalyzed amination of aryl halides to primary arylamines using NH4OH, Tetrahedron, vol.72, issue.40, pp.5988-5993, 2016. ,
Synthetic studies of benzo, Tetrahedron, vol.60, issue.19, pp.4283-4288, 2004. ,
,
The target landscape of clinical kinase drugs, Science, vol.358, issue.6367, p.1148, 2017. ,
Properties of FDA-approved small molecule protein kinase inhibitors, Pharmacol. Res, vol.144, pp.19-50, 2019. ,
Evolution of Small Molecule Kinase Drugs, ACS Medicinal Chemistry Letters, vol.10, issue.2, pp.153-160, 2019. ,
Pim kinase inhibitor, SGI-1776, induces apoptosis in chronic lymphocytic leukemia cells, Blood, vol.114, issue.19, pp.4150-4157, 2009. ,
,
Discovery and Optimization of Macrocyclic Quinoxaline-pyrrolo-dihydropiperidinones as Potent Pim-1/2 Kinase Inhibitors, ACS Medicinal Chemistry Letters, vol.7, issue.4, pp.408-412, 2016. ,
Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family, Bioorg. Med. Chem, vol.25, issue.9, pp.2657-2665, 2017. ,
Helicenes: Synthesis and Applications, Chem. Rev, vol.112, issue.3, pp.1463-1535, 2012. ,
One hundred years of helicene chemistry. Part 3: applications and properties of carbohelicenes, Chem. Soc. Rev, vol.42, issue.3, pp.1051-1095, 2013. ,
Racemization barriers of helicenes: A computational study, J. Am. Chem. Soc, vol.118, issue.25, pp.6031-6035, 1996. ,
,
,
,
, , 2009.
Resolution and racemization of pentahelicene, Tetrahedron Lett, issue.12, pp.937-977, 1970. ,
Two-step synthesis of boron-fused double helicenes, J. Am. Chem. Soc, vol.138, issue.16, pp.5210-5213, 2016. ,
,
Kinase Inhibitory Potencies, and in Vitro Antiproliferative Evaluation of New Pim Kinase Inhibitors, J. Med. Chem, vol.52, issue.20, pp.6369-6381, 2009. ,
AutoDock and AutoDockTools: Automated docking with selective receptor flexibility, J. Comput. Chem, vol.30, issue.16, pp.2785-2791, 2009. ,
AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading, J. Comput. Chem, vol.31, issue.2, pp.455-461, 2010. ,
Structural analysis identifies imidazo[1,2-b]pyridazines as PIM kinase inhibitors with in vitro antileukemic activity, Cancer Res, vol.67, issue.14, pp.6916-6924, 2007. ,
,
Optimization of Pan-Pim Kinase Activity and Oral Bioavailability Leading to Diaminopyrazole (GDC-0339) for the Treatment of Multiple Myeloma, J. Med. Chem, vol.62, issue.4, pp.2140-2153, 2019. ,
Discovery of 5-azaindazole (GNE-955) as a potent pan-Pim inhibitor with optimized bioavailability, J. Med. Chem, vol.60, issue.10, pp.4458-4473, 2017. ,
UCSF Chimera-A visualization system for exploratory research and analysis, J. Comput. Chem, vol.25, issue.13, pp.1605-1612, 2004. ,
Pim kinase-dependent inhibition of c-Myc degradation, Oncogene, vol.27, issue.35, pp.4809-4819, 2008. ,
Phosphorylation of Notch1 by Pim kinases promotes oncogenic signaling in breast and prostate cancer cells, Oncotarget, vol.7, issue.28, pp.43220-43238, 2016. ,
PIM1 kinase inhibition as a targeted therapy against triple-negative breast tumors with elevated MYC expression, Nat. Med, vol.22, issue.11, pp.1321-1329, 2016. ,
,
Pim-selective inhibitor DHPCC-9 reveals Pim kinases as potent stimulators of cancer cell migration and invasion, Molecular cancer, vol.9, p.279, 2010. ,
URL : https://hal.archives-ouvertes.fr/hal-00536019
Recent Advances in the Biology, Therapy and Management of Melanoma, 2013. ,
, PIM kinases as therapeutic targets against advanced melanoma, vol.7, pp.54897-54912, 2016.
Iciartin, a novel FASN inhibitor, exerts anti-melanoma activities through IGF-1R/STAT3 signaling, Oncotarget, vol.7, issue.32, pp.51251-51269, 2016. ,
NMR chemical shifts of common laboratory solvents as trace impurities, J. Org. Chem, vol.62, issue.21, pp.7512-7515, 1997. ,
Regiospecific 1,4-addition with Grignard-derived mixed triorganozincate reagents, J. Org. Chem, vol.53, issue.17, pp.4133-4138, 1988. ,
Vogel's textbook of practical organic chemistry, 1996. ,
Deprotonative Metalation of Five-membered Aromatic Heterocycles using Mixed Lithiumzinc Species, J. Org. Chem, vol.73, issue.1, pp.177-183, 2008. ,
URL : https://hal.archives-ouvertes.fr/hal-00784514
Synthesis of C,N'-linked bis-heterocycles using a deprotometalation-iodination-Narylation sequence and evaluation of their antiproliferative activity in melanoma cells, Bioorg. Med. Chem, vol.22, issue.13, pp.3498-3507, 2014. ,
SHELXT -Integrated space-group and crystal-structure determination, Acta Crystallogr., Sect. A, vol.71, issue.1, pp.3-8, 2015. ,
Crystal structure refinement with SHELXL, Acta Crystallogr., Sect. C, vol.71, issue.1, pp.3-8, 2015. ,
ORTEP-3 for windows -a version of ORTEP-III with a graphical user interface (GUI), J. Appl. Crystallogr, vol.30, issue.5, 1997. ,
Derivatives of Thiosalicylic Acid and of Thioxanthone, Ber. Dtsch. Chem. Ges, vol.42, pp.3046-67, 1909. ,
Selenium-Promoted Intramolecular Oxidative Amidation of 2-(Arylamino)acetophenones for the Synthesis of N-Arylisatins, Eur. J. Org. Chem, issue.20, pp.4229-4232, 2013. ,
Python: A programming language for software integration and development, J. Mol. Graphics Modell, vol.17, issue.1, pp.57-61, 1999. ,
Scalable molecular dynamics with NAMD, J. Comput. Chem, vol.26, issue.16, pp.1781-1802, 2005. ,
CHARMM general force field: A force field for drug-like molecules compatible with the CHARMM all-atom additive biological force fields, J. Comput. Chem, vol.31, issue.4, pp.671-690, 2010. ,
Extension of the CHARMM general force field to sulfonyl-containing compounds and its utility in biomolecular simulations, J. Comput. Chem, vol.33, issue.31, pp.2451-2468, 2012. ,