SCOPUS 정보 검색 플랫폼

Pure and Applied Chemistry

Volumn 81, Issue 2, 2009, Pages 169-180

Total synthesis of novel dictyostatin analogs and hybrids as microtubule-stabilizing anticancer agents

(3) Paterson, Ian a Gardner, Nicola M a Naylor, Guy J a

a UNIVERSITY OF CAMBRIDGE (United Kingdom)

Author keywords

Anticancer; Macrolides; Natural products; Stereocontrolled synthesis; Tubulin

Indexed keywords

EID: 61449150411 PISSN: 00334545 EISSN: 13653075 Source Type: Journal
DOI: 10.1351/PAC-CON-08-09-17 Document Type: Conference Paper

Times cited : (11)

References (50)

1
- 34247109045
- D. J. Newman, G. M. Cragg. J. Nat. Prod. 70, 461 (2007).
- (2007) J. Nat. Prod , vol.70 , pp. 461
- Newman, D.J.¹ Cragg, G.M.²

2
- 27144547510
- (a) I. Paterson, E. A. Anderson. Science 310, 451 (2005);
- (2005) Science , vol.310 , pp. 451
- Paterson, I.¹ Anderson, E.A.²

3
- 30744432615
- (b) K.-S. Yeung, I. Paterson. Chem. Rev. 105, 4237 (2005).
- (2005) Chem. Rev , vol.105 , pp. 4237
- Yeung, K.-S.¹ Paterson, I.²

4
- 33645937652
- (a) T. Bergstralh, J. P. Y. Ting. Cancer Treat. Rev. 32, 166 (2006);
- (2006) Cancer Treat. Rev , vol.32 , pp. 166
- Bergstralh, T.¹ Ting, J.P.Y.²

5
- 0035744348
- (b) M. Kavallaris, N. M. Verrills, B. T. Hill. Drug Resist. Update 4, 392 (2001);
- (2001) Drug Resist. Update , vol.4 , pp. 392
- Kavallaris, M.¹ Verrills, N.M.² Hill, B.T.³

6
- 33947717002
- (c) K. H. Altmann, J. Gertsch. Nat. Prod. Rep. 24, 327 (2007);
- (2007) Nat. Prod. Rep , vol.24 , pp. 327
- Altmann, K.H.¹ Gertsch, J.²

7
- 33750338449
- (d) I. E. L. M. Kuppens. Curr. Clin. Pharmacol. 1, 57 (2006).
- (2006) Curr. Clin. Pharmacol , vol.1 , pp. 57
- Kuppens, I.E.L.M.¹

8
- 1942438028
- M. A. Jordan, L. Wilson. Nat. Rev. Cancer 4, 253 (2004).
- (2004) Nat. Rev. Cancer , vol.4 , pp. 253
- Jordan, M.A.¹ Wilson, L.²

9
- 18744410664
- (a) E. B. Watkins, A. G. Chittiboyina, J. C. Jung, M. A. Avery. Curr. Pharm. Design 11, 1615 (2005);
- (2005) Curr. Pharm. Design , vol.11 , pp. 1615
- Watkins, E.B.¹ Chittiboyina, A.G.² Jung, J.C.³ Avery, M.A.⁴

10
- 61449144888
- (b) 〈http://www.fda.gov/bbs/topics/NEWS/2007/NEW01732.html〉.

11
- 36549038147
- (a) A. B. Smith, B. S. Freeze. Tetrahedron 64, 261 (2008);
- (2008) Tetrahedron , vol.64 , pp. 261
- Smith, A.B.¹ Freeze, B.S.²

12
- 41749125906
- (b) G. J. Florence, N. M. Gardner, I. Paterson. Nat. Prod. Rep. 25, 342 (2008);
- (2008) Nat. Prod. Rep , vol.25 , pp. 342
- Florence, G.J.¹ Gardner, N.M.² Paterson, I.³

13
- 0038392453
- (c) I. Paterson, G. J. Florence. Eur. J. Org. Chem. 2193 (2003).
- (2003) Eur. J. Org. Chem , vol.2193
- Paterson, I.¹ Florence, G.J.²

14
- 0842306927
- and preceding papers
- S. J. Mickel, D. Niederer, R. Daeffler, A. Osmani, E. Kuesters, E. Schmid, K. Schaer, R. Gamboni, W. C. Chen, E. Loeser, F. R. Kinder, K. Konigsberger, K. Prasad, T. M. Ramsey, J. Repic, R. M. Wang, G. Florence, I. Lyothier, I. Paterson. Org. Process Res. Dev. 8, 122 (2004), and preceding papers.
- (2004) Org. Process Res. Dev , vol.8 , pp. 122
- Mickel, S.J.¹ Niederer, D.² Daeffler, R.³ Osmani, A.⁴ Kuesters, E.⁵ Schmid, E.⁶ Schaer, K.⁷ Gamboni, R.⁸ Chen, W.C.⁹ Loeser, E.¹⁰ Kinder, F.R.¹¹ Konigsberger, K.¹² Prasad, K.¹³ Ramsey, T.M.¹⁴ Repic, J.¹⁵ Wang, R.M.¹⁶ Florence, G.¹⁷ Lyothier, I.¹⁸ Paterson, I.¹⁹

15
- 0028364041
- (a) G. R. Pettit, Z. A. Cichacz, F. Gao, M. R. Boyd, J. M. Schmidt. J. Chem. Soc., Chem. Commun. 1111 (1994);
- (1994) J. Chem. Soc., Chem. Commun , vol.1111
- Pettit, G.R.¹ Cichacz, Z.A.² Gao, F.³ Boyd, M.R.⁴ Schmidt, J.M.⁵

16
- 0038005594
- (b) R. A. Isbrucker, J. Cummins, S. A. Pomponi, R. E. Longley, A. E. Wright. Biochem. Pharmacol. 66, 75 (2003);
- (2003) Biochem. Pharmacol , vol.66 , pp. 75
- Isbrucker, R.A.¹ Cummins, J.² Pomponi, S.A.³ Longley, R.E.⁴ Wright, A.E.⁵

17
- 61449240477
- (c) I. Paterson, R. Britton, O. Delgado, A. E. Wright. Chem. Commun. 632 (2004).
- (2004) Chem. Commun , vol.632
- Paterson, I.¹ Britton, R.² Delgado, O.³ Wright, A.E.⁴

18
- 61449208343
- (a) I. Paterson, R. Britton, O. Delgado, A. Meyer, K. G. Poullennec. Angew. Chem., Int. Ed. 43, 462 (2004);
- (2004) Angew. Chem., Int. Ed , vol.43 , pp. 462
- Paterson, I.¹ Britton, R.² Delgado, O.³ Meyer, A.⁴ Poullennec, K.G.⁵

19
- 5344247972
- (b) Y. Shin, J. H. Fournier, Y. Fukui, A. M. Bruckner, D. P. Curran. Angew. Chem., Int. Ed. 43, 4634 (2004);
- (2004) Angew. Chem., Int. Ed , vol.43 , pp. 4634
- Shin, Y.¹ Fournier, J.H.² Fukui, Y.³ Bruckner, A.M.⁴ Curran, D.P.⁵

20
- 34347263634
- (c) Y. Shin, J. H. Fournier, A. Bruckner, C. Madiraju, R. Balachandran, B. S. Raccor, M. C. Edler, E. Hamel, R. P. Sikorski, A. Vogt, B. W. Day, D. P. Curran. Tetrahedron 63, 8537 (2007).
- (2007) Tetrahedron , vol.63 , pp. 8537
- Shin, Y.¹ Fournier, J.H.² Bruckner, A.³ Madiraju, C.⁴ Balachandran, R.⁵ Raccor, B.S.⁶ Edler, M.C.⁷ Hamel, E.⁸ Sikorski, R.P.⁹ Vogt, A.¹⁰ Day, B.W.¹¹ Curran, D.P.¹²

21
- 28844499921
- (a) R. M. Buey, I. Barasoain, E. Jackson, A. Meyer, P. Giannakakou, I. Paterson, S. Mooberry, J. M. Andreu, J. F. Díaz. Chem. Biol. 12, 1269 (2005);
- (2005) Chem. Biol , vol.12 , pp. 1269
- Buey, R.M.¹ Barasoain, I.² Jackson, E.³ Meyer, A.⁴ Giannakakou, P.⁵ Paterson, I.⁶ Mooberry, S.⁷ Andreu, J.M.⁸ Díaz, J.F.⁹

22
- 27744476031
- (b) C. Madiraju, M. C. Edler, E. Hamel, B. S. Raccor, R. Balachandran, G. Zhu, K. A. Giuliano, A. Vogt, Y. Shin, J. H. Fournier, Y. Fukui, A. M. Brückner, D. P. Curran, B. W. Day. Biochemistry 44, 15053 (2005);
- (2005) Biochemistry , vol.44 , pp. 15053
- Madiraju, C.¹ Edler, M.C.² Hamel, E.³ Raccor, B.S.⁴ Balachandran, R.⁵ Zhu, G.⁶ Giuliano, K.A.⁷ Vogt, A.⁸ Shin, Y.⁹ Fournier, J.H.¹⁰ Fukui, Y.¹¹ Brückner, A.M.¹² Curran, D.P.¹³ Day, B.W.¹⁴

23
- 33751163059
- (c) E. Hamel, B. W. Day, J. H. Miller, M. K. Jung, P. T. Northcote, A. K. Ghosh, D. P. Curran, M. Cushman, K. C. Nicolaou, I. Paterson, E. J. Sorensen. Mol. Pharmacol. 70, 1555 (2006).
- (2006) Mol. Pharmacol , vol.70 , pp. 1555
- Hamel, E.¹ Day, B.W.² Miller, J.H.³ Jung, M.K.⁴ Northcote, P.T.⁵ Ghosh, A.K.⁶ Curran, D.P.⁷ Cushman, M.⁸ Nicolaou, K.C.⁹ Paterson, I.¹⁰ Sorensen, E.J.¹¹

24
- 53849091740
- A. Canales, R. Matesanz, N. M. Gardner, J. M. Andreu, I. Paterson, J. F. Díaz, J. Jiménez-Barbero. Chem. - Eur. J. 14, 7557 (2008).
- (2008) Chem. - Eur. J , vol.14 , pp. 7557
- Canales, A.¹ Matesanz, R.² Gardner, N.M.³ Andreu, J.M.⁴ Paterson, I.⁵ Díaz, J.F.⁶ Jiménez-Barbero, J.⁷

25
- 33751204460
- V. M. Sanchez-Pedregal, K. Kubicek, J. Meiler, I. Lyothier, I. Paterson, T. Carlomagno. Angew. Chem., Int. Ed. 45, 7388 (2006).
- (2006) Angew. Chem., Int. Ed , vol.45 , pp. 7388
- Sanchez-Pedregal, V.M.¹ Kubicek, K.² Meiler, J.³ Lyothier, I.⁴ Paterson, I.⁵ Carlomagno, T.⁶

26
- 33947721375
- (a) I. Paterson, N. M. Gardner, K. G. Poullennec, A. E. Wright. Bioorg. Med. Chem. Lett. 17, 2443 (2007);
- (2007) Bioorg. Med. Chem. Lett , vol.17 , pp. 2443
- Paterson, I.¹ Gardner, N.M.² Poullennec, K.G.³ Wright, A.E.⁴

27
- 42249099636
- (b) I. Paterson, N. M. Gardner, K. G. Poullennec, A. E. Wright. J. Nat. Prod. 71, 364 (2008);
- (2008) J. Nat. Prod , vol.71 , pp. 364
- Paterson, I.¹ Gardner, N.M.² Poullennec, K.G.³ Wright, A.E.⁴

28
- 61449235730
- accepted;
- (c) I. Paterson, N. M. Gardner, E. Guzman, A. E. Wright. Bioorg. Med. Chem. (2008), accepted;
- (2008) Bioorg. Med. Chem
- Paterson, I.¹ Gardner, N.M.² Guzman, E.³ Wright, A.E.⁴

29
- 55549134958
- (d) I. Paterson, N. M. Gardner, E. Guzman, A. E. Wright. Bioorg. Med. Chem. Lett. 18, 6268 (2008).
- (2008) Bioorg. Med. Chem. Lett , vol.18 , pp. 6268
- Paterson, I.¹ Gardner, N.M.² Guzman, E.³ Wright, A.E.⁴

30
- 22244489400
- For representative SAR work on dictyostatin from the Curran and Day groups, see: a
- For representative SAR work on dictyostatin from the Curran and Day groups, see: (a) Y. Shin, J. H. Fournier, R. Balachandran, C. Madiraju, B. S. Raccor, G. Zhu, M. C. Edler, E. Hamel, B. W. Day, D. P. Curran. Org. Lett. 7, 2873 (2005);
- (2005) Org. Lett , vol.7 , pp. 2873
- Shin, Y.¹ Fournier, J.H.² Balachandran, R.³ Madiraju, C.⁴ Raccor, B.S.⁵ Zhu, G.⁶ Edler, M.C.⁷ Hamel, E.⁸ Day, B.W.⁹ Curran, D.P.¹⁰

31
- 31544450706
- (b) Y. Fukui, A. M. Bruckner, Y. Shin, R. Balachandran, B. W. Day, D. P. Curran. Org. Lett. 8, 301 (2006);
- (2006) Org. Lett , vol.8 , pp. 301
- Fukui, Y.¹ Bruckner, A.M.² Shin, Y.³ Balachandran, R.⁴ Day, B.W.⁵ Curran, D.P.⁶

32
- 34347251970
- (c) W. H. Jung, C. Harrison, Y. Shin, J. H. Fournier, R. Balachandran, B. S. Raccor, R. P. Sikorski, A. Vogt, D. P. Curran, B. W. Day. J. Med. Chem. 50, 2951 (2007);
- (2007) J. Med. Chem , vol.50 , pp. 2951
- Jung, W.H.¹ Harrison, C.² Shin, Y.³ Fournier, J.H.⁴ Balachandran, R.⁵ Raccor, B.S.⁶ Sikorski, R.P.⁷ Vogt, A.⁸ Curran, D.P.⁹ Day, B.W.¹⁰

33
- 40849111666
- (d) B. S. Raccors, A. Vogt, R. P. Sikorski, C. Madiraju, R. Balachandran, K. Montgomery, Y. Shin, Y. Fukui, W. H. Jung, D. P. Curran, B. W. Day. Mol. Pharmacol. 73, 718 (2008).
- (2008) Mol. Pharmacol , vol.73 , pp. 718
- Raccors, B.S.¹ Vogt, A.² Sikorski, R.P.³ Madiraju, C.⁴ Balachandran, R.⁵ Montgomery, K.⁶ Shin, Y.⁷ Fukui, Y.⁸ Jung, W.H.⁹ Curran, D.P.¹⁰ Day, B.W.¹¹

34
- 33646066450
- (a) W. C. Still, C. Gennari. Tetrahedron Lett. 24, 4405 (1983);
- (1983) Tetrahedron Lett , vol.24 , pp. 4405
- Still, W.C.¹ Gennari, C.²

35
- 11844266790
- (b) I. Paterson, I. Lyothier. Org. Lett. 6, 4933 (2004);
- (2004) Org. Lett , vol.6 , pp. 4933
- Paterson, I.¹ Lyothier, I.²

36
- 22144491191
- (c) I. Paterson, I. Lyothier. J. Org. Chem. 70, 5494 (2005).
- (2005) J. Org. Chem , vol.70 , pp. 5494
- Paterson, I.¹ Lyothier, I.²

37
- 0034826406
- L. A. Martello, M. J. LaMarche, L. F. He, T. J. Beauchamp, A. B. Smith, S. B. Horwitz. Chem. Biol. 8, 843 (2001).
- (2001) Chem. Biol , vol.8 , pp. 843
- Martello, L.A.¹ LaMarche, M.J.² He, L.F.³ Beauchamp, T.J.⁴ Smith, A.B.⁵ Horwitz, S.B.⁶

38
- 0034677179
- (a) I. Paterson, G. J. Florence, K. Gerlach, J. P. Scott. Angew. Chem., Int. Ed. 39, 377 (2000);
- (2000) Angew. Chem., Int. Ed , vol.39 , pp. 377
- Paterson, I.¹ Florence, G.J.² Gerlach, K.³ Scott, J.P.⁴

39
- 0035802349
- (b) I. Paterson, G. J. Florence, K. Gerlach, J. P. Scott, N. Sereinig. J. Am. Chem. Soc. 123, 9535 (2001);
- (2001) J. Am. Chem. Soc , vol.123 , pp. 9535
- Paterson, I.¹ Florence, G.J.² Gerlach, K.³ Scott, J.P.⁴ Sereinig, N.⁵

40
- 0037900065
- (c) I. Paterson, O. Delgado, G. J. Florence, I. Lyothier, J. P. Scott, N. Sereinig. Org. Lett. 5, 35 (2003);
- (2003) Org. Lett , vol.5 , pp. 35
- Paterson, I.¹ Delgado, O.² Florence, G.J.³ Lyothier, I.⁴ Scott, J.P.⁵ Sereinig, N.⁶

41
- 11844282737
- (d) I. Paterson, O. Delgado, G. J. Florence, I. Lyothier, M. O'Brien, J. P. Scott, N. Sereinig. J. Org. Chem. 70, 150 (2005).
- (2005) J. Org. Chem , vol.70 , pp. 150
- Paterson, I.¹ Delgado, O.² Florence, G.J.³ Lyothier, I.⁴ O'Brien, M.⁵ Scott, J.P.⁶ Sereinig, N.⁷

42
- 0034913460
- (a) R. A. Isbrucker, S. P. Gunasekera, R. E. Longley. Cancer Chemother. Pharmacol. 48, 29 (2001);
- (2001) Cancer Chemother. Pharmacol , vol.48 , pp. 29
- Isbrucker, R.A.¹ Gunasekera, S.P.² Longley, R.E.³

43
- 0036932485
- (b) S. P. Gunasekera, R. E. Longley, R. A. Isbrucker. J. Nat. Prod. 65, 1830 (2002).
- (2002) J. Nat. Prod , vol.65 , pp. 1830
- Gunasekera, S.P.¹ Longley, R.E.² Isbrucker, R.A.³

44
- 33845278094
- W. S. Mahoney, D. M. Brestensky, J. M. Stryker. J. Am. Chem. Soc. 110, 291 (1998).
- (1998) J. Am. Chem. Soc , vol.110 , pp. 291
- Mahoney, W.S.¹ Brestensky, D.M.² Stryker, J.M.³

45
- 0043194171
- (a) A. K. Chatterjee, T. L. Choi, D. P. Sanders, R. H. Grubbs. J. Am. Chem. Soc. 125, 11360 (2003);
- (2003) J. Am. Chem. Soc , vol.125 , pp. 11360
- Chatterjee, A.K.¹ Choi, T.L.² Sanders, D.P.³ Grubbs, R.H.⁴

46
- 29044439970
- (b) S. H. Hong, D. P. Sanders, C. W. Lee, R. H. Grubbs. J. Am. Chem. Soc. 127, 17160 (2005).
- (2005) J. Am. Chem. Soc , vol.127 , pp. 17160
- Hong, S.H.¹ Sanders, D.P.² Lee, C.W.³ Grubbs, R.H.⁴

47
- 61449099874
- (a) I. Paterson, N. M. Gardner. Chem. Commun. 49 (2007);
- (2007) Chem. Commun , vol.49
- Paterson, I.¹ Gardner, N.M.²

48
- 61449239515
- (b) I. Paterson, G. J. Naylor, A. E. Wright. Chem. Commun. 4628 (2008).
- (2008) Chem. Commun , vol.4628
- Paterson, I.¹ Naylor, G.J.² Wright, A.E.³

49
- 0037069732
- For hybrid structures prepared by the Curran group, see
- For hybrid structures prepared by the Curran group, see: Y. Shin, N. Choy, R. Balachandran, C. Madiraju, B. W. Day, D. P. Curran. Org. Lett. 4, 4443 (2002).
- (2002) Org. Lett , vol.4 , pp. 4443
- Shin, Y.¹ Choy, N.² Balachandran, R.³ Madiraju, C.⁴ Day, B.W.⁵ Curran, D.P.⁶

50
- 61449088694
- I. Paterson, D. J. Wallace, C. J. Cowden. Synthesis 639 (1998).
- (1998) Synthesis , vol.639
- Paterson, I.¹ Wallace, D.J.² Cowden, C.J.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.