Erratum: Pseudo-cyclization through intramolecular hydrogen bond enables discovery of pyridine substituted pyrimidines as new mer kinase inhibitors (Journal of Medicinal Chemistry (2013) 56 (9683-9692) DOI: 10.1021/jm401387j);Pseudo-cyclization through intramolecular hydrogen bond enables discovery of pyridine substituted pyrimidines as new mer kinase inhibitors

Journal of Medicinal Chemistry

Volumn 56, Issue 23, 2013, Pages 9683-9692

  Zhang, Weihe ^a   Zhang, Dehui ^a   Stashko, Michael A ^a   DeRyckere, Deborah ^d   Hunter, Debra ^c   Kireev, Dmitri ^a   Miley, Michael J ^b   Cummings, Christopher ^d   Lee, Minjung ^d   Norris Drouin, Jacqueline ^a   Stewart, Wendy M ^a   Sather, Susan ^d   Zhou, Yingqiu ^a   Kirkpatrick, Gregory ^d   Machius, Mischa ^b   Janzen, William P ^a   Earp, H Shelton ^b,c   Graham, Douglas K ^d   Frye, Stephen V ^a,c   Wang, Xiaodong ^a  

^a University of North Carolina   (United States)

^b UNIVERSITY OF NORTH CAROLINA SCHOOL OF MEDICINE   (United States)

^c UNIVERSITY OF NORTH CAROLINA   (United States)

^d Children's Hospital Colorado   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PROTEIN TYROSINE KINASE; PROTEIN TYROSINE KINASE INHIBITOR; PYRIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE; UNC 2250; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; CYCLIZATION; DRUG ACTIVITY; DRUG STRUCTURE; ENZYME INHIBITION; ENZYME PHOSPHORYLATION; HYDROGEN BOND; LUNG NON SMALL CELL CANCER; STRUCTURE ACTIVITY RELATION;

EID: 84890473385     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm501216s     Document Type: Erratum

References (22)

1. Chen, J.; Carey, K.; Godowski, P. J. Identification of Gas6 as a ligand for Mer, a neural cell adhesion molecule related receptor tyrosine kinase implicated in cellular transformation Oncogene 1997, 14 (17) 2033-2039
2. Caberoy, N. B.; Zhou, Y.; Li, W. Tubby and Tubby-like protein 1 are new MerTK ligands for phagocytosis EMBO J. 2010, 29 (23) 3898-3910
3. Caberoy, N. B.; Alvarado, G.; Bigcas, J.-L.; Li, W. Galectin-3 is a new MerTK-specific eat-me signal J. Cell. Physiol. 2012, 227 (2) 401-407
4. Linger, R. M. A.; Keating, A. K.; Earp, H. S.; Graham, D. K. TAM Receptor Tyrosine Kinases: Biologic Functions, Signaling, and Potential Therapeutic Targeting in Human Cancer. In Advances in Cancer Research; Academic Press: New York, 2008; Vol. 100, pp 35-83.
5. Linger, R. M. A.; Keating, A. K.; Earp, H. S.; Graham, D. K. Taking aim at Mer and Axl receptor tyrosine kinases as novel therapeutic targets in solid tumors Expert Opin. Ther. Targets 2010, 14 (10) 1073-1090
6. Brandao, L.; Migdall-Wilson, J.; Eisenman, K.; Graham, D. K. TAM receptors in leukemia: expression, signaling, and therapeutic implications Crit. Rev. Oncogen. 2011, 16 (1-2) 47-63
7. Graham, D. K.; Salzberg, D. B.; Kurtzberg, J.; Sather, S.; Matsushima, G. K.; Keating, A. K.; Liang, X.; Lovell, M. A.; Williams, S. A.; Dawson, T. L.; Schell, M. J.; Anwar, A. A.; Snodgrass, H. R.; Earp, H. S. Ectopic expression of the proto-oncogene Mer in pediatric T-cell acute lymphoblastic leukemia Clin. Cancer Res. 2006, 12 (9) 2662-2269
8. Yeoh, E. J.; Ross, M. E.; Shurtleff, S. A.; Williams, W. K.; Patel, D.; Mahfouz, R.; Behm, F. G.; Raimondi, S. C.; Relling, M. V.; Patel, A.; Cheng, C.; Campana, D.; Wilkins, D.; Zhou, X.; Li, J.; Liu, H.; Pui, C. H.; Evans, W. E.; Naeve, C.; Wong, L.; Downing, J. R. Classification, subtype discovery, and prediction of outcome in pediatric acute lymphoblastic leukemia by gene expression profiling Cancer Cell 2002, 1 (2) 133-143
9. Linger, R. M.; Lee-Sherick, A. B.; Deryckere, D.; Cohen, R. A.; Jacobsen, K. M.; McGranahan, A.; Brandão, L.; Winges, A.; Sawczyn, K. K.; Liang, X.; Keating, A. K.; Tan, A. C.; Earp, H. S.; Graham, D. K. Mer receptor tyrosine kinase is a therapeutic target in pre-B cell acute lymphoblastic leukemia Blood 2013, 122, 1599-1609
10. Linger, R. M.; Cohen, R. A.; Cummings, C. T.; Sather, S.; Migdall-Wilson, J.; Middleton, D. H.; Lu, X.; Baron, A. E.; Franklin, W. A.; Merrick, D. T.; Jedlicka, P.; Deryckere, D.; Heasley, L. E.; Graham, D. K. Mer or Axl receptor tyrosine kinase inhibition promotes apoptosis, blocks growth and enhances chemosensitivity of human non-small cell lung cancer Oncogene 2013, 32, 3420-3431
11. Liu, J.; Zhang, W.; Stashko, M. A.; DeRyckere, D.; Cummings, C. T.; Hunter, D.; Yang, C.; Jayakody, C. N.; Cheng, N.; Simpson, C.; Norris-Drouin, J.; Sather, S.; Kireev, D.; Janzen, W. P.; Earp, H. S.; Graham, D. K.; Frye, S. V.; Wang, X. UNC1062, a new and potent Mer inhibitor Eur. J. Med. Chem. 2013, 65, 83-93
12. Schlegel, J.; Sambade, M. J.; Sather, S.; Moschos, S. J.; Tan, A. C.; Winges, A.; Deryckere, D.; Carson, C. C.; Trembath, D. G.; Tentler, J. J.; Eckhardt, S. G.; Kuan, P. F.; Hamilton, R. L.; Duncan, L. M.; Miller, C. R.; Nikolaishvili-Feinberg, N.; Midkiff, B. R.; Liu, J.; Zhang, W.; Yang, C.; Wang, X.; Frye, S. V.; Earp, H. S.; Shields, J. M.; Graham, D. K. MERTK receptor tyrosine kinase is a therapeutic target in melanoma J. Clin. Invest. 2013, 123 (5) 2257-2267
13. Liu, J.; Yang, C.; Simpson, C.; DeRyckere, D.; Van, D. A.; Miley, M. J.; Kireev, D.; Norris-Drouin, J.; Sather, S.; Hunter, D.; Korboukh, V. K.; Patel, H. S.; Janzen, W. P.; Machius, M.; Johnson, G. L.; Earp, H. S.; Graham, D. K.; Frye, S. V.; Wang, X. Discovery of small molecule mer kinase inhibitors for the treatment of pediatric acute lymphoblastic leukemia ACS Med. Chem. Lett. 2012, 3, 129-134
14. Wang, X.; Liu, J.; Yang, C.; Zhang, W.; Frye, S.; Kireev, D. Preparation of Pyrazolopyrimidine Compounds for the Treatment of Cancer. WO2011146313A1, 2011.
15. Mathieu, S.; Gradl, S. N.; Ren, L.; Wen, Z.; Aliagas, I.; Gunzner-Toste, J.; Lee, W.; Pulk, R.; Zhao, G.; Alicke, B.; Boggs, J. W.; Buckmelter, A. J.; Choo, E. F.; Dinkel, V.; Gloor, S. L.; Gould, S. E.; Hansen, J. D.; Hastings, G.; Hatzivassiliou, G.; Laird, E. R.; Moreno, D.; Ran, Y.; Voegtli, W. C.; Wenglowsky, S.; Grina, J.; Rudolph, J. Potent and selective aminopyrimidine- based B-Raf inhibitors with favorable physicochemical and pharmacokinetic properties J. Med. Chem. 2012, 55 (6) 2869-2881
16. Zhang, G.; Ren, P.; Gray, N. S.; Sim, T.; Liu, Y.; Wang, X.; Che, J.; Tian, S.-S.; Sandberg, M. L.; Spalding, T. A.; Romeo, R.; Iskandar, M.; Chow, D.; Martin Seidel, H.; Karanewsky, D. S.; He, Y. Discovery of pyrimidine benzimidazoles as Lck inhibitors: part I Bioorg. Med. Chem. Lett. 2008, 18 (20) 5618-5621
17. Furet, P.; Caravatti, G.; Guagnano, V.; Lang, M.; Meyer, T.; Schoepfer, J. Entry into a new class of protein kinase inhibitors by pseudo ring design Bioorg. Med. Chem. Lett. 2008, 18 (3) 897-900
18. Chen, K.; Peterson, R.; Math, S. K.; LaMunyon, J. B.; Testa, C. A.; Cefalo, D. R. Lithium trihydroxy/triisopropoxy-2-pyridylborate salts (LTBS): synthesis, isolation, and use in modified Suzuki-Miyaura cross-coupling reactions Tetrahedron Lett. 2012, 53 (36) 4873-4876
19. Wang, L.; Cui, X.; Li, J.; Wu, Y.; Zhu, Z.; Wu, Y. Synthesis of biaryls through a one-pot tandem borylation/Suzuki-Miyaura cross-coupling reaction catalyzed by a palladacycle Eur. J. Org. Chem. 2012, 595-603
20. Pommereau, A.; Pap, E.; Kannt, A. Two simple and generic antibody-independent kinase assays: comparison of a bioluminescent and a microfluidic assay format J. Biomol. Sceening 2004, 9 (5) 409-416
21. Dunne, J.; Reardon, H.; Trinh, V.; Li, E.; Farinas, J. Comparison of on-chip and off-chip microfluidic kinase assay formats Assay Drug Dev. Technol. 2004, 2 (2) 121-129
22. Bernasconi, P.; Chen, M.; Galasinski, S.; Popa-Burke, I.; Bobasheva, A.; Coudurier, L.; Birkos, S.; Hallam, R.; Janzen, W. P. A chemogenomic analysis of the human proteome: application to enzyme families J. Biomol. Screening 2007, 12 (7) 972-982