5-Substituted pyrido[2,3-d]pyrimidine, an inhibitor against three receptor tyrosine kinases

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 3, 2009, Pages 745-750

  Kammasud, Naparat ^a   Boonyarat, Chantana ^b   Sanphanya, Kingkan ^a   Utsintong, Maleeruk ^a   Tsunoda, Satoshi ^c   Sakurai, Hiroaki ^c   Saiki, Ikuo ^c   André, Isabelle ^d   Grierson, David S ^d   Vajragupta, Opa ^a  

^a MAHIDOL UNIVERSITY   (Thailand)

^b KHON KAEN UNIVERSITY   (Thailand)

^c UNIVERSITY OF TOYAMA   (Japan)

^d CNRS   (France)

Author keywords

5 Substituted indolin 2 one; Anti angiogenesis; Anti proliferation; Binding mode; Docking; FGFR 1; FGFR 1 inhibitor; SU6668; Virtual screening

Indexed keywords

2,4 DIMETHYL 5 (2 OXO 1H INDOL 3 YLMETHYLENE) 3 PYRROLEPROPIONIC ACID; 3 [2,4 DIMETHYL 5 [2 OXO 5 (N' PHENYLHYDRAZINOCARBONYL) 1,2 DIHYDROINDOL 3 YLIDENEMETHYL) 1H PYRROL 3 YL]PROPIONIC ACID; CARBONYL DERIVATIVE; EPIDERMAL GROWTH FACTOR RECEPTOR; FIBROBLAST GROWTH FACTOR 2; FIBROBLAST GROWTH FACTOR RECEPTOR 1; INDOLE DERIVATIVE; MITOGEN ACTIVATED PROTEIN KINASE; MITOGEN ACTIVATED PROTEIN KINASE 1; MITOGEN ACTIVATED PROTEIN KINASE 3; NP 506; NP 603; PHENYLHYDRAZINE DERIVATIVE; PHOSPHATIDYLINOSITOL 3 KINASE; PLATELET DERIVED GROWTH FACTOR BETA RECEPTOR; PLATELET DERIVED GROWTH FACTOR RECEPTOR; PROPIONIC ACID DERIVATIVE; PROTEIN KINASE B; PROTEIN TYROSINE KINASE INHIBITOR; PYRIDO[2,3 D]PYRIMIDINE DERIVATIVE; PYRROLE DERIVATIVE; RECOMBINANT HUMAN FIBROBLAST GROWTH FACTOR 2; STRESS ACTIVATED PROTEIN KINASE; UNCLASSIFIED DRUG; VASCULOTROPIN RECEPTOR; VASCULOTROPIN RECEPTOR 2;

ARTICLE; CELL PROLIFERATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG DESIGN; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SCREENING; ENDOTHELIUM CELL; ENZYME ACTIVATION; ENZYME INHIBITION; HUMAN; HUMAN CELL; PROTEIN PHOSPHORYLATION; SIGNAL TRANSDUCTION;

CELL PROLIFERATION; CELLS, CULTURED; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; ENDOTHELIUM, VASCULAR; ENZYME INHIBITORS; FIBROBLAST GROWTH FACTOR 2; HUMANS; INDOLES; JNK MITOGEN-ACTIVATED PROTEIN KINASES; PHOSPHORYLATION; PROTO-ONCOGENE PROTEINS C-AKT; PYRIMIDINES; PYRROLES; RECEPTOR PROTEIN-TYROSINE KINASES; TYROSINE;

EID: 58549102475     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.12.023     Document Type: Article

References (13)

1. Kammasud N., Boonyarat C., Tsunoda S., Sakurai H., Saiki I., Grierson D.S., and Vajragupta O. Bioorg. Med. Chem. Lett. 17 (2007) 4812
2. Mohammadi M., Froum S., Hamby J.M., Schroeder M.C., Panek R.L., Lu G.H., Dliseenkova A.V., Green D., Schlessinger J., and Hubbard S.R. EMBO J. 17 (1998) 5896
3. Mohammadi M., McMahon G., Sun L., Tang C., Hirth P., Yeh B.K., Hubbard S.R., and Schlessinger J. Science 276 (1997) 955
4. 6); 174.63, 169.64, 165.88, 140.31, 139.45, 135.14, 130.72, 128.54, 127.68, 125.95, 125.83, 125.56, 124.04, 123.33, 123.23, 120.34, 117.23, 110.98, 108.72, 35.84, 20.04, 11.97, 9.52; MS m/z 443 [M-H], 444 [M]; elemental analysis CHN (67.74, 5.49, 12.53).
5. Itokawa T., Nokihara H., Nishioka Y., Sone S., Iwamoto Y., Yamada Y., Cherrington J., Mcmahon G., Shibuya M., Kuwano M., and Ono M. Mol. Cancer Ther. 1 (2002) 295
6. Baxter R.M., Secrist J.P., Vaillancourt R.R., and Kazlauskas A. J. Biol. Chem. 273 (1998) 17050
7. Weber W., Bertics P.J., and Gill G.N. J. Biol. Chem. 259 (1984) 14631
8. Hasegawa M., Nishigaki N., Washio Y., Kano K., Harris P.A., Sato H., Mori I., West R.I., Shibahara M., Toyoda H., Wang L., Nolte R.T., Veal J.M., and Cheung M. J. Med. Chem. 50 (2007) 4453
9. Somanath P.R., Razorenova O.V., Chen J., and Byzova T.V. Cell Cycle 5 (2006) 512
10. Dailey L., Ambrosetti D., Mansukhani A., and Basilico C. Cytokine Growth Factor Rev. 16 (2005) 233
11. McKenna W.G., and Muschel R.J. Genes Chromosomes Cancer 38 (2003) 330
12. Eliceiri B.P., Klemke R., Strömblad S., and Cheresh D.A. J. Cell Biol. 140 (1998) 1255
13. Yanagawa T., Funasaka T., Tsutsumi S., Watanabe H., and Raz A. Endocr. Relat. Cancer 11 (2004) 749