SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 7, Issue 24, 2009, Pages 5129-5136

Rapid synthesis of Abelson tyrosine kinase inhibitors using click chemistry

(3) Kalesh, Karunakaran A a Liu, Kai a Yao, Shao Q a

a NATIONAL UNIVERSITY OF SINGAPORE (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE AREA; CHRONIC MYELOGENOUS LEUKEMIA; CHRONIC MYELOID LEUKEMIAS; CLICK CHEMISTRY; DRUG DEVELOPMENT; EFFICIENT METHOD; HISTIDINE RESIDUES; IMATINIB; KINASE ACTIVITY; KINASE INHIBITORS; NEW STRATEGY; POTENT INHIBITOR; PROTEIN KINASE; RAPID SYNTHESIS; SMALL MOLECULES; TYROSINE KINASE; TYROSINE KINASE INHIBITOR;

PROTEINS; STRATEGIC PLANNING;

AMINO ACIDS;

ABELSON KINASE; IMATINIB; PIPERAZINE DERIVATIVE; PROTEIN KINASE INHIBITOR; PYRIMIDINE DERIVATIVE;

ARTICLE; CHRONIC MYELOID LEUKEMIA; DRUG ANTAGONISM; DRUG SCREENING; HUMAN; SYNTHESIS;

DRUG EVALUATION, PRECLINICAL; HUMANS; LEUKEMIA, MYELOGENOUS, CHRONIC, BCR-ABL POSITIVE; PIPERAZINES; PROTEIN KINASE INHIBITORS; PROTO-ONCOGENE PROTEINS C-ABL; PYRIMIDINES;

EID: 72549085733 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b913333j Document Type: Article

Times cited : (39)

References (52)

1
- 0035413606
- J. A. Adams Chem. Rev. 2001 101 2271
- (2001) Chem. Rev. , vol.101 , pp. 2271
- Adams, J.A.¹

2
- 0034614490
- T. Hunter Cell 2000 100 113
- (2000) Cell , vol.100 , pp. 113
- Hunter, T.¹

3
- 34250878954
- J. A. Ubersax J. E. Ferrell, Jr Nat. Rev. Mol. Cell Biol. 2007 8 530
- (2007) Nat. Rev. Mol. Cell Biol. , vol.8 , pp. 530
- Ubersax, J.A.¹ Ferrell Jr, J.E.²

4
- 0036527429
- P. Cohen Nat. Rev. Drug Discovery 2002 1 309
- (2002) Nat. Rev. Drug Discovery , vol.1 , pp. 309
- Cohen, P.¹

5
- 0036463987
- C. L. Sawyers Cancer Cell 2002 1 13
- (2002) Cancer Cell , vol.1 , pp. 13
- Sawyers, C.L.¹

6
- 22044442973
- D. S. Krause R. A. Van Etten N. Engl. J. Med. 2005 353 172
- (2005) N. Engl. J. Med. , vol.353 , pp. 172
- Krause, D.S.¹ Van Etten, R.A.²

7
- 33745298429
- Y. Liu N. S. Gray Nat. Chem. Biol. 2006 2 358
- (2006) Nat. Chem. Biol. , vol.2 , pp. 358
- Liu, Y.¹ Gray, N.S.²

8
- 18344395134
- C. Pargellis L. Tong L. Churchill P. F. Cirillo T. Gilmore A. G. Graham P. M. Grob E. R. Hickey N. Moss S. Pav J. Regan Nat. Struct. Biol. 2002 9 268
- (2002) Nat. Struct. Biol. , vol.9 , pp. 268
- Pargellis, C.¹ Tong, L.² Churchill, L.³ Cirillo, P.F.⁴ Gilmore, T.⁵ Graham, A.G.⁶ Grob, P.M.⁷ Hickey, E.R.⁸ Moss, N.⁹ Pav, S.¹⁰ Regan, J.¹¹

9
- 5444244504
- J. G. Cumming C. L. McKenzie S. G. Bowden D. Campbell D. J. Masters J. Breed P. J. Jewsbury Bioorg. Med. Chem. Lett. 2004 14 5389
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5389
- Cumming, J.G.¹ McKenzie, C.L.² Bowden, S.G.³ Campbell, D.⁴ Masters, D.J.⁵ Breed, J.⁶ Jewsbury, P.J.⁷

10
- 12144290647
- P. W. Manley G. Bold J. Brüggen G. Fendrich P. Furet J. Mestan C. Schnell B. Stolz T. Meyer B. Meyhack W. Stark A. Strauss J. Wood Biochim. Biophys. Acta 2004 1697 17
- (2004) Biochim. Biophys. Acta , vol.1697 , pp. 17
- Manley, P.W.¹ Bold, G.² Brüggen, J.³ Fendrich, G.⁴ Furet, P.⁵ Mestan, J.⁶ Schnell, C.⁷ Stolz, B.⁸ Meyer, T.⁹ Meyhack, B.¹⁰ Stark, W.¹¹ Strauss, A.¹² Wood, J.¹³

11
- 12144289677
- P. T. C. Wan M. J. Garnett S. M. Roe S. Lee D. Niculescu-Duvaz V. M. Good C. M. Jones C. J. Marshall C. J. Springer D. Barford R. Marais Cell 2004 116 855
- (2004) Cell , vol.116 , pp. 855
- Wan, P.T.C.¹ Garnett, M.J.² Roe, S.M.³ Lee, S.⁴ Niculescu-Duvaz, D.⁵ Good, V.M.⁶ Jones, C.M.⁷ Marshall, C.J.⁸ Springer, C.J.⁹ Barford, D.¹⁰ Marais, R.¹¹

12
- 19944434344
- A. L. Gill M. Frederickson A. Cleasby S. J. Woodhead M. G. Carr A. J. Woodhead M. T. Walker M. S. Congreve L. A. Devine D. Tisi M. O'Reilly L. C. A. Seavers D. J. Davis J. Curry R. Anthony A. Padova C. W. Murray R. A. E. Carr H. Jhoti J. Med. Chem. 2005 48 414
- (2005) J. Med. Chem. , vol.48 , pp. 414
- Gill, A.L.¹ Frederickson, M.² Cleasby, A.³ Woodhead, S.J.⁴ Carr, M.G.⁵ Woodhead, A.J.⁶ Walker, M.T.⁷ Congreve, M.S.⁸ Devine, L.A.⁹ Tisi, D.¹⁰ O'Reilly, M.¹¹ Seavers, L.C.A.¹² Davis, D.J.¹³ Curry, J.¹⁴ Anthony, R.¹⁵ Padova, A.¹⁶ Murray, C.W.¹⁷ Carr, R.A.E.¹⁸ Jhoti, H.¹⁹

13
- 0035165210
- K. Parang J. H. Till A. J. Ablooglu R. A. Kohanski S. R. Hubbard P. A. Cole Nat. Struct. Biol. 2001 8 37
- (2001) Nat. Struct. Biol. , vol.8 , pp. 37
- Parang, K.¹ Till, J.H.² Ablooglu, A.J.³ Kohanski, R.A.⁴ Hubbard, S.R.⁵ Cole, P.A.⁶

14
- 13844261144
- K. Gumireddy S. J. Baker S. C. Cosenza P. John A. D. Kang K. A. Robell M. V. R. Reddy E. P. Reddy Proc. Natl. Acad. Sci. U. S. A. 2005 102 1992
- (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 1992
- Gumireddy, K.¹ Baker, S.J.² Cosenza, S.C.³ John, P.⁴ Kang, A.D.⁵ Robell, K.A.⁶ Reddy, M.V.R.⁷ Reddy, E.P.⁸

15
- 33644889108
- F. J. Adriàn Q. Ding T. Sim A. Velentza C. Sloan Y. Liu G. Zhang W. Hur S. Ding P. Manley J. Mestan D. Fabbro N. S. Gray Nat. Chem. Biol. 2006 2 95
- (2006) Nat. Chem. Biol. , vol.2 , pp. 95
- Adriàn, F.J.¹ Ding, Q.² Sim, T.³ Velentza, A.⁴ Sloan, C.⁵ Liu, Y.⁶ Zhang, G.⁷ Hur, W.⁸ Ding, S.⁹ Manley, P.¹⁰ Mestan, J.¹¹ Fabbro, D.¹² Gray, N.S.¹³

16
- 40949118573
- J. H. Lee S. Kumar D. S. Lawrence ChemBioChem 2008 9 507
- (2008) ChemBioChem , vol.9 , pp. 507
- Lee, J.H.¹ Kumar, S.² Lawrence, D.S.³

17
- 36148932151
- S. C. Meyer C. D. Shomin T. Gaj I. Ghosh J. Am. Chem. Soc. 2007 129 13812
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 13812
- Meyer, S.C.¹ Shomin, C.D.² Gaj, T.³ Ghosh, I.⁴

18
- 0344626926
- B. Nagar O. Hantschel M. A. Young K. Scheffzek D. Veach W. Bornmann B. Clarkson G. Superti-Furga J. Kuriyan Cell 2003 112 859
- (2003) Cell , vol.112 , pp. 859
- Nagar, B.¹ Hantschel, O.² Young, M.A.³ Scheffzek, K.⁴ Veach, D.⁵ Bornmann, W.⁶ Clarkson, B.⁷ Superti-Furga, G.⁸ Kuriyan, J.⁹

19
- 0034665713
- T. Schindler W. Bornmann P. Pellicena W. T. Miller B. Clarkson J. Kuriyan Science 2000 289 1938
- (2000) Science , vol.289 , pp. 1938
- Schindler, T.¹ Bornmann, W.² Pellicena, P.³ Miller, W.T.⁴ Clarkson, B.⁵ Kuriyan, J.⁶

20
- 0034670036
- M. W. N. Deininger J. M. Goldman J. V. Melo Blood 2000 96 3343
- (2000) Blood , vol.96 , pp. 3343
- Deininger, M.W.N.¹ Goldman, J.M.² Melo, J.V.³

21
- 29144464371
- P. W. Manley S. W. Cowan-Jacob J. Mestan Biochim. Biophys. Acta 2005 1754 3
- (2005) Biochim. Biophys. Acta , vol.1754 , pp. 3
- Manley, P.W.¹ Cowan-Jacob, S.W.² Mestan, J.³

22
- 0035800507
- M. E. Gorre M. Mohammed K. Ellwood N. Hsu R. Paquette P. N. Rao C. L. Sawyers Science 2001 293 876
- (2001) Science , vol.293 , pp. 876
- Gorre, M.E.¹ Mohammed, M.² Ellwood, K.³ Hsu, N.⁴ Paquette, R.⁵ Rao, P.N.⁶ Sawyers, C.L.⁷

23
- 0037045583
- N. von Bubnoff F. Schneller C. Peschel J. Duyster Lancet 2002 359 487
- (2002) Lancet , vol.359 , pp. 487
- Von Bubnoff, N.¹ Schneller, F.² Peschel, C.³ Duyster, J.⁴

24
- 13844251983
- T. O'Hare D. K. Walters M. W. N. Deininger B. J. Druker Cancer Cell 2005 7 117
- (2005) Cancer Cell , vol.7 , pp. 117
- O'Hare, T.¹ Walters, D.K.² Deininger, M.W.N.³ Druker, B.J.⁴

25
- 0037115644
- P. La Rosee A. S. Corbin E. P. Stoffregen M. W. Deininger B. J. Druker Cancer Res. 2002 62 7149
- (2002) Cancer Res. , vol.62 , pp. 7149
- La Rosee, P.¹ Corbin, A.S.² Stoffregen, E.P.³ Deininger, M.W.⁴ Druker, B.J.⁵

26
- 33745283618
- J. S. Tokarski J. A. Newitt C. Y. J. Chang J. D. Cheng M. Wittekind S. E. Kiefer K. Kish F. Y. F. Lee R. Borzillerri L. J. Lombardo D. Xie Y. Zhang H. E. Klei Cancer Res. 2006 66 5790
- (2006) Cancer Res. , vol.66 , pp. 5790
- Tokarski, J.S.¹ Newitt, J.A.² Chang, C.Y.J.³ Cheng, J.D.⁴ Wittekind, M.⁵ Kiefer, S.E.⁶ Kish, K.⁷ Lee, F.Y.F.⁸ Borzillerri, R.⁹ Lombardo, L.J.¹⁰ Xie, D.¹¹ Zhang, Y.¹² Klei, H.E.¹³

27
- 7044231291
- For recent reviews, see:
- P. W. Manley W. Breitenstein J. Brüggen S. W. Cowan-Jacob P. Furet J. Mestan T. Meyer Bioorg. Med. Chem. Lett. 2004 14 5793
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5793
- Manley, P.W.¹ Breitenstein, W.² Brüggen, J.³ Cowan-Jacob, S.W.⁴ Furet, P.⁵ Mestan, J.⁶ Meyer, T.⁷

28
- 37549021445
- K. A. Kalesh P.-Y. Yang R. Srinivasan S. Q. Yao QSAR Comb. Sci. 2007 26 1135
- (2007) QSAR Comb. Sci. , vol.26 , pp. 1135
- Kalesh, K.A.¹ Yang, P.-Y.² Srinivasan, R.³ Yao, S.Q.⁴

29
- 33744494031
- A. Brik C. Y. Wu C.-H. Wong Org. Biomol. Chem. 2006 4 1446
- (2006) Org. Biomol. Chem. , vol.4 , pp. 1446
- Brik, A.¹ Wu, C.Y.² Wong, C.-H.³

30
- 0037099395
- V. V. Rostovtsev L. G. Green V. V. Fokin K. B. Sharpless Angew. Chem., Int. Ed. 2002 41 2596
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 2596
- Rostovtsev, V.V.¹ Green, L.G.² Fokin, V.V.³ Sharpless, K.B.⁴

31
- 0037012920
- C. W. Tornoe C. Christensen M. Meldal J. Org. Chem. 2002 67 3057
- (2002) J. Org. Chem. , vol.67 , pp. 3057
- Tornoe, C.W.¹ Christensen, C.² Meldal, M.³

32
- 0348109450
- H. C. Kolb K. B. Sharpless Drug Discovery Today 2003 8 1128
- (2003) Drug Discovery Today , vol.8 , pp. 1128
- Kolb, H.C.¹ Sharpless, K.B.²

33
- 0036669203
- A. Brik Y.-C. Lin J. Elder C.-H. Wong Chem. Biol. 2002 9 891
- (2002) Chem. Biol. , vol.9 , pp. 891
- Brik, A.¹ Lin, Y.-C.² Elder, J.³ Wong, C.-H.⁴

34
- 33746210083
- M. Whiting J. Muldoon Y.-C. Lin S. M. Silverman W. Lindstrom A. J. Olson H. C. Kolb M. G. Finn K. B. Sharpless J. H. Elder V. V. Fokin Angew. Chem., Int. Ed. 2006 45 1435
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1435
- Whiting, M.¹ Muldoon, J.² Lin, Y.-C.³ Silverman, S.M.⁴ Lindstrom, W.⁵ Olson, A.J.⁶ Kolb, H.C.⁷ Finn, M.G.⁸ Sharpless, K.B.⁹ Elder, J.H.¹⁰ Fokin, V.V.¹¹

35
- 4544387724
- M. D. Best A. Brik E. Chapman L. V. Lee W.-C. Cheng C.-H. Wong ChemBioChem 2004 5 811
- (2004) ChemBioChem , vol.5 , pp. 811
- Best, M.D.¹ Brik, A.² Chapman, E.³ Lee, L.V.⁴ Cheng, W.-C.⁵ Wong, C.-H.⁶

36
- 0042125393
- L. V. Lee M. L. Mitchell S.-J. Huan V. V. Fokin K. B. Sharpless C.-H. Wong J. Am. Chem. Soc. 2003 125 9588
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9588
- Lee, L.V.¹ Mitchell, M.L.² Huan, S.-J.³ Fokin, V.V.⁴ Sharpless, K.B.⁵ Wong, C.-H.⁶

37
- 33748616027
- J. Wang M. Uttamchandani J. Li M. Hu S. Q. Yao Org. Lett. 2006 8 3821
- (2006) Org. Lett. , vol.8 , pp. 3821
- Wang, J.¹ Uttamchandani, M.² Li, J.³ Hu, M.⁴ Yao, S.Q.⁵

38
- 5644276317
- R. Manetsch A. Krasinski Z. Radic J. Raushel P. Taylor K. B. Sharpless H. C. Kolb J. Am. Chem. Soc. 2004 126 12809
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 12809
- Manetsch, R.¹ Krasinski, A.² Radic, Z.³ Raushel, J.⁴ Taylor, P.⁵ Sharpless, K.B.⁶ Kolb, H.C.⁷

39
- 33644759169
- R. Srinivasan M. Uttamchandani S. Q. Yao Org. Lett. 2006 8 713
- (2006) Org. Lett. , vol.8 , pp. 713
- Srinivasan, R.¹ Uttamchandani, M.² Yao, S.Q.³

40
- 43649107898
- S. L. Ng P.-Y. Yang K. Y.-T. Chen R. Srinivasan S. Q. Yao Org. Biomol. Chem. 2008 6 844
- (2008) Org. Biomol. Chem. , vol.6 , pp. 844
- Ng, S.L.¹ Yang, P.-Y.² Chen, K.Y.-T.³ Srinivasan, R.⁴ Yao, S.Q.⁵

41
- 43049104161
- P. C. Chen V. Patil W. Guerrant P. Green A. K. Oyelere Bioorg. Med. Chem. 2008 16 4839
- (2008) Bioorg. Med. Chem. , vol.16 , pp. 4839
- Chen, P.C.¹ Patil, V.² Guerrant, W.³ Green, P.⁴ Oyelere, A.K.⁵

42
- 60949098929
- M. Hu J. Li S. Q. Yao Org. Lett. 2008 10 5529 5531
- (2008) Org. Lett. , vol.10 , pp. 5529-5531
- Hu, M.¹ Li, J.² Yao, S.Q.³

43
- 64549106489
- R. Srinivasan L. P. Tan H. Wu P.-Y. Yang K.A. Kalesh S. Q. Yao Org. Biomol. Chem. 2009 7 1821
- (2009) Org. Biomol. Chem. , vol.7 , pp. 1821
- Srinivasan, R.¹ Tan, L.P.² Wu, H.³ Yang, P.-Y.⁴ Kalesh, K.A.⁵ Yao, S.Q.⁶

44
- 0042125393
- L. V. Lee M. L. Mitchell S.-J. Huang V. V. Fokin K.B. Sharpless C.-H. Wong J. Am. Chem. Soc. 2003 125 9588
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9588
- Lee, L.V.¹ Mitchell, M.L.² Huang, S.-J.³ Fokin, V.V.⁴ Sharpless, K.B.⁵ Wong, C.-H.⁶

45
- 58149152664
- Y.-F. Liu C.-L. Wang Y.-J. Bai N. Han J.-P. Jiao X.-L. Qi Org. Process Res. Dev. 2008 12 490
- (2008) Org. Process Res. Dev. , vol.12 , pp. 490
- Liu, Y.-F.¹ Wang, C.-L.² Bai, Y.-J.³ Han, N.⁴ Jiao, J.-P.⁵ Qi, X.-L.⁶

46
- 28844458822
- M. A. Seeliger M. Young M. N. Henderson P. Pellicena D. S. King A. M. Falick J. Kuriyan Protein Sci. 2005 14 3135
- (2005) Protein Sci. , vol.14 , pp. 3135
- Seeliger, M.A.¹ Young, M.² Henderson, M.N.³ Pellicena, P.⁴ King, D.S.⁵ Falick, A.M.⁶ Kuriyan, J.⁷

47
- 33749037968
- H. Sun S. Chattopadhaya J. Wang S. Q. Yao Anal. Bioanal. Chem. 2006 386 416
- (2006) Anal. Bioanal. Chem. , vol.386 , pp. 416
- Sun, H.¹ Chattopadhaya, S.² Wang, J.³ Yao, S.Q.⁴

48
- 68949183492
- M. Uttamchandani C. H. S. Lu S. Q. Yao Acc. Chem. Res. 2009 42 1183
- (2009) Acc. Chem. Res. , vol.42 , pp. 1183
- Uttamchandani, M.¹ Lu, C.H.S.² Yao, S.Q.³

49
- 27544471236
- J. G. Moffatt H. G. Khorana J. Am. Chem. Soc. 1961 83 649
- (1961) J. Am. Chem. Soc. , vol.83 , pp. 649
- Moffatt, J.G.¹ Khorana, H.G.²

50
- 12144282440
- Z. S. Szakács S. Béni Z. Varga L. Örfi G. Kéri B. Noszál J. Med. Chem. 2005 48 249
- (2005) J. Med. Chem. , vol.48 , pp. 249
- Szakács, Z.S.¹ Béni, S.² Varga, Z.³ Örfi, L.⁴ Kéri, G.⁵ Noszál, B.⁶

51
- 0017866818
- G. B. Bennett R. B. Mason L.J. Alden J. B. Roach, Jr J. Med. Chem. 1978 21 623
- (1978) J. Med. Chem. , vol.21 , pp. 623
- Bennett, G.B.¹ Mason, R.B.² Alden, L.J.³ Roach Jr, J.B.⁴

52
- 0035977247
- M. Lautens J.-F. Paquin S. Piguel M. Dahlmann J. Org. Chem. 2001 66 8127
- (2001) J. Org. Chem. , vol.66 , pp. 8127
- Lautens, M.¹ Paquin, J.-F.² Piguel, S.³ Dahlmann, M.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.