SCOPUS 정보 검색 플랫폼

Current Medicinal Chemistry - Anti-Cancer Agents

Volumn 2, Issue 1, 2002, Pages 123-148

The biology and medicinal chemistry of epothilones

(2) Wartmann, M a Altmann, K H a

a NOVARTIS PHARMA AG (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; BETA TUBULIN; CALCIUM ION; COLCHICINE; CYCLOBUTANE DERIVATIVE; CYCLOPROPANE; DEMECOLCINE; DEOXYEPOTHILONE DERIVATIVE; DOCETAXEL; DOXORUBICIN; EPOTHILONE A; EPOTHILONE B; EPOTHILONE C; EPOTHILONE D; EPOTHILONE DERIVATIVE; EPOXIDE; ETHYLENE OXIDE; GLYCOPROTEIN P; GREEN FLUORESCENT PROTEIN; GUANOSINE TRIPHOSPHATE; ISOLEUCINE; IXABEPILONE; MACROLIDE; MICROTUBULE ASSOCIATED PROTEIN; PACLITAXEL; PROLINE; TAXANE DERIVATIVE; THREONINE; UNCLASSIFIED DRUG; UNINDEXED DRUG; VINCRISTINE; TUBULIN;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; CANCER CELL; CANCER CELL CULTURE; CANCER INHIBITION; CELL PROLIFERATION; CHEMICAL ANALYSIS; CLINICAL STUDY; COLD TREATMENT; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DEPOLYMERIZATION; DRUG SENSITIVITY; DRUG SYNTHESIS; DRUG TARGETING; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; MICROTUBULE; MICROTUBULE ASSEMBLY; MULTIDRUG RESISTANCE; NONHUMAN; RAT; REVIEW; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; TUMOR MODEL; CELL CULTURE; CELL SURVIVAL; CHEMISTRY; DRUG EFFECT; DRUG RESISTANCE; GENETICS; METABOLISM; MUTATION;

ANTINEOPLASTIC AGENTS; CELL SURVIVAL; DRUG RESISTANCE, NEOPLASM; EPOTHILONES; HUMANS; MUTATION; STRUCTURE-ACTIVITY RELATIONSHIP; TUBULIN; TUMOR CELLS, CULTURED;

EID: 0036080040 PISSN: 15680118 EISSN: None Source Type: Journal
DOI: 10.2174/1568011023354489 Document Type: Review

Times cited : (207)

References (75)

1
- 0002865447
- Foye, W.O., Ed.; American Chemical Society: Washington, DC
- (1995) Cancer Chemotherapeutic Agents , pp. 345-368
- Lu, M.C.¹

2
- 0029965897
- (1996) Med. Res. Rev , vol.16 , pp. 207-231
- Hamel, E.¹

3
- 0035416117
- For a recent review on microtubule depolymerization inhibitors cf
- (2001) Curr. Opin. Chem. Biol , vol.5 , pp. 424-431
- Altmann, K.-H.¹

4
- 0032006059
- (1998) Curr. Opin. Cell Biol , vol.10 , pp. 123-130
- Jordan, M.A.¹ Wilson, L.²

5
- 0018387446
- (1979) Nature , vol.277 , pp. 665-667
- Schiff, P.B.¹ Fant, J.² Horwitz, S.B.³

6
- 0029049468
- (1995) Cancer Res , vol.55 , pp. 2325-2333
- Bollag, D.M.¹ McQueney, P.A.² Zhu, J.³ Hensens, O.⁴ Koupal, L.⁵ Liesch, J.⁶ Goetz, M.⁷ Lazarides, E.⁸ Woods, C.M.⁹

7
- 0005909856
- Gesellschaft für Biotechnologische Forschung mbH, German Patent Disclosure, DE 4138042
- (1993)

8
- 0030018666
- (1996) J. Antibiotics , vol.49 , pp. 560-564
- Gerth, K.¹ Bedorf, N.² Höfle, G.³ Irschik, H.⁴ Reichenbach, H.⁵

9
- 0031027531
- (1997) J. Biol. Chem , vol.272 , pp. 2534-2541
- Kowalski, R.J.¹ Giannakakou, P.² Hamel, E.³

10
- 0034678986
- (2000) Biochim. Biophys. Acta , vol.1470
- Altmann, K.-H.¹ Wartmann, M.² O'Reilly, T.³

11
- 0032541259
- (1998) Angew. Chem. Int. Ed. Engl , vol.37 , pp. 2014-2045
- Nicolaou, K.C.¹ Roschangar, F.² Vourloumis, D.³

12
- 0033550167
- (1999) J. Org. Chem , vol.64 , pp. 8434-8456
- Harris, C.R.¹ Danishefsky, S.J.²

13
- 0033367748
- (1999) J. Heterocycl. Chem , vol.36 , pp. 1421-1436
- Mulzer, J.¹ Martin, H.J.² Berger, M.³

14
- 0035823366
- (2001) J.C.S. Chem. Commun , pp. 1523-1535
- Nicolaou, K.C.¹ Ritzen, A.² Namoto, K.³

15
- 0005981471
- For previous reviews on structure-activity-relationships in epothilones cf. refs. [9-11]

16
- 0034354340
- (2000) Chimia , vol.54 , pp. 612-621
- Altmann, K.-H.¹ Bold, G.² Caravatti, G.³ End, N.⁴ Florsheimer, A.⁵ Guagnano, V.⁶ O'Reilly, T.⁷ Wartmann, M.⁸

17
- 0034970301
- (2001) Expert Opin. Ther. Pat , vol.11 , pp. 951-968
- Flörsheimer, A.¹ Altmann, K.-H.²

18
- 0030020158
- (1996) Cancer Res , vol.56 , pp. 816-825
- Jordan, M.A.¹ Wendell, K.² Gardiner, S.³ Derry, W.B.⁴ Copp, H.⁵ Wilson, L.⁶

19
- 0034684787
- (2000) Bioorg. Med. Chem. Lett , vol.10 , pp. 2765-2768
- Altmann, K.-H.¹ Bold, G.² Caravatti, G.³ Flörsheimer, A.⁴ Guagnano, V.⁵ Wartmann, M.⁶

20
- 0030761974
- (1997) Cancer Res , vol.57 , pp. 3344-3346
- Mühlradt, P.F.¹ Sasse, F.²

21
- 12944277104
- (2000) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 2904-2909
- Giannakakou, P.¹ Gussio, R.² Nogales, E.³ Downing, K.H.⁴ Zaharevitz, D.⁵ Bollbuck, B.⁶ Poy, G.⁷ Sackett, D.⁸ Nicolaou, K.C.⁹ Fojo, T.¹⁰

22
- 0032495513
- (1998) Nature , vol.391 , pp. 199-203
- Nogales, E.¹ Wolf, S.G.² Downing, K.H.³

23
- 0026339484
- (1991) Pharmacol. Ther , vol.52 , pp. 159-171
- Cabral, F.¹ Barlow, S.B.²

24
- 0030758777
- (1997) J. Biol. Chem , vol.272 , pp. 17118-17125
- Giannakakou, P.¹ Sackett, D.L.² Kang, Y.K.³ Zhan, Z.⁴ Buters, J.T.⁵ Fojo, T.⁶ Poruchynsky, M.S.⁷

25
- 0030889136
- (1997) J. Am. Chem. Soc , vol.119 , pp. 2733-2734
- Meng, D.¹ Su, D.S.² Balog, A.³ Bertinato, P.⁴ Sorensen, E.J.⁵ Danishefsky, S.J.⁶ Zheng, Y.H.⁷ Chou, T.C.⁸ He, L.⁹ Horwitz, S.B.¹⁰

26
- 0005945744
- (1997) Angew. Chem. Int. Ed. Engl , vol.36 , pp. 757-759
- Danishefsky, S.J.¹ Zheng, Y.H.² Chou, T.C.³ He, L.⁴ Horwitz, S.B.⁵

27
- 0030808795
- (1997) Angew. Chem. Int. Ed. Engl , vol.36 , pp. 2093-2096
- Su, D.S.¹ Balog, A.² Meng, D.³ Bertinato, P.⁴ Danishefsky, S.J.⁵ Zheng, Y.H.⁶ Chou, T.C.⁷ He, L.⁸ Horwitz, S.B.⁹

28
- 17744405184
- (1997) Nature , vol.387 , pp. 268-272
- Nicolaou, K.C.¹ Winssinger, N.² Pastor, J.³ Ninkovic, S.⁴ Sarabia, F.⁵ He, Y.⁶ Vourloumis, D.⁷ Yang, Z.⁸ Li, T.⁹ Giannakakou, P.¹⁰ Hamel, E.¹¹

29
- 0030779208
- (1997) Angew. Chem. Int. Ed. Engl , vol.36 , pp. 2097-2103
- Nicolaou, K.C.¹ Vourloumis, D.² Li, T.³ Pastor, J.⁴ Winssinger, N.⁵ He, Y.⁶ Ninkovic, S.⁷ Sarabia, F.⁸ Vallberg, H.⁹ Roschangar, F.¹⁰ King, N.P.¹¹ Finlay, M.R.¹² Giannakakou, P.¹³ Verdier-Pinard, P.¹⁴ Hamel, E.¹⁵

30
- 0034903353
- (2001) J. Nat. Prod , vol.64 , pp. 847-856
- Hardt, I.H.¹ Steinmetz, H.² Gerth, K.³ Sasse, F.⁴ Reichenbach, H.⁵ Höfle, G.⁶

31
- 0034141305
- (2000) Chem. Biol , vol.7 , pp. 97-109
- Molnar, I.¹ Schupp, T.² Ono, M.³ Zirkle, R.⁴ Milnamow, M.⁵ Nowak-Thompson, B.⁶ Engel, N.⁷ Toupet, C.⁸ Stratmann, A.⁹ Cyr, D.D.¹⁰ Gorlach, J.¹¹ Mayo, J.M.¹² Hu, A.¹³ Goff, S.¹⁴ Schmid, J.¹⁵ Ligon, J.M.¹⁶

32
- 0034673927
- (2000) Gene , vol.249 , pp. 153-160
- Julien, B.¹ Shah, S.² Ziermann, R.³ Goldman, R.⁴ Katz, L.⁵ Khosla, C.⁶

33
- 0034723333
- (2000) Science , vol.287 , pp. 640-642
- Tang, L.¹ Shah, S.² Chung, L.³ Carney, J.⁴ Katz, L.⁵ Khosla, C.⁶ Julien, B.⁷

34
- 0035080042
- (2001) J. Antibiot , vol.54 , pp. 144-148
- Gerth, K.¹ Steinmetz, H.² Höfle, G.³ Reichenbach, H.⁴

35
- 0034518750
- (2001) J. Antibiot , vol.53 , pp. 1373-1377
- Gerth, K.¹ Steinmetz, H.² Höfle, G.³ Reichenbach, H.⁴

36
- 0035802133
- (2001) Chem. Bio. Chem , vol.2 , pp. 656-665
- Sinha, S.C.¹ Sun, J.² Wartmann, M.³ Lerner, R.A.⁴

37
- 0005987769
- Germany. International patent application WO 0000485
- (2000)
- Schering, A.G.¹

38
- 0033578881
- (1999) Tetrahedron Lett , vol.40 , pp. 6895-6898
- Glunz, P.W.¹ He, L.² Horwitz, S.B.³ Chakravarty, S.⁴ Ojima, I.⁵ Chou, T.C.⁶ Danishefsky, S.J.⁷

39
- 0005909309
- Proceedings of ECSOC-4 - The 4th International Electronic Conference on Synthetic Organic Chemistry" Accessible at
- (2000) , pp. 1431-1442
- End, N.¹ Bold, G.² Caravatti, G.³ Wartmann, M.⁴ Altmann, K.-H.⁵

40
- 0034202896
- (2000) Org. Lett , vol.2 , pp. 1537-1540
- Johnson, J.¹ Kim, S.H.² Bifano, M.³ DiMarco, J.⁴ Fairchild, C.⁵ Gougoutas, J.⁶ Lee, F.⁷ Long, B.⁸ Tokarski, J.⁹ Vite, G.¹⁰

41
- 0035825486
- (2001) Chem. Bio. Chem , vol.2 , pp. 69-75
- Nicolaou, K.C.¹ Namoto, K.² Li, J.³ Ritzen, A.⁴ Ulven, T.⁵ Shoji, M.⁶ Zaharevitz, D.⁷ Gussio, R.⁸ Sackett, D.L.⁹ Ward, R.D.¹⁰ Hensler, A.¹¹ Fojo, T.¹² Giannakakou, P.¹³

42
- 0035955176
- (2001) J. Am. Chem. Soc , vol.123 , pp. 9313-9323
- Nicolaou, K.C.¹ Namoto, K.² Ritzen, A.³ Ulven, T.⁴ Shoji, M.⁵ Li, J.⁶ D'Amico, G.⁷ Liotta, D.⁸ French, C.T.⁹ Wartmann, M.¹⁰ Altmann, K.-H.¹¹ Giannakakou, P.¹²

43
- 0035940099
- (2001) Org. Lett , vol.3 , pp. 2693-2696
- Regueiro-Ren, A.¹ Borzilleri, R.M.² Zheng, X.³ Kim, S.H.⁴ Johnson, J.A.⁵ Fairchild, C.R.⁶ Lee, F.Y.⁷ Long, B.H.⁸ Vite, G.D.⁹

44
- 0032213635
- (1998) Bioorg. Med. Chem. Lett , vol.8 , pp. 3031-3036
- Sefkow, M.¹ Kiffe, M.² Höfle, G.³

45
- 24644484483
- (1997) J.C.S. Chem. Commun , pp. 2343-2344
- Nicolaou, K.C.¹ Ninkovic, S.² Finlay, M.R.³ Sarabia, F.⁴ Li, T.⁵

46
- 13144256781
- (1998) Chem. Biol , vol.5 , pp. 365-372
- Nicolaou, K.C.¹ Finlay, M.R.² Ninkovic, S.³ King, N.P.⁴ He, Y.⁵ Li, T.⁶ Sarabia, F.⁷ Vourloumis, D.⁸

47
- 0032416734
- (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 15798-15802
- Chou, T.C.¹ Zhang, X.G.² Harris, C.R.³ Kuduk, S.D.⁴ Balog, A.⁵ Savin, K.A.⁶ Bertino, J.R.⁷ Danishefsky, S.J.⁸

48
- 0031906651
- (1998) Angew. Chem. Int. Ed. Engl , vol.37 , pp. 81-84
- Nicolaou, K.C.¹ Sarabia, F.² Ninkovic, S.³ Finlay, M.R.⁴ Boddy, C.N.C.⁵

49
- 0029776766
- (1996) Angew. Chem. Int. Ed. Engl , vol.35 , pp. 1567-1569
- Höfle, G.¹ Bedorf, N.² Steinmetz, H.³ Schomburg, D.⁴ Gerth, K.⁵ Reichenbach, H.⁶

50
- 0005949202
- Germany. International patent application WO 0049020
- (2000)
- Schering, A.G.¹

51
- 0034820136
- (2001) J. Am. Chem. Soc , vol.123 , pp. 5407-5413
- White, J.D.¹ Carter, R.G.² Sundermann, K.F.³ Wartmann, M.⁴

52
- 0005910853
- Analogs 32a and 32b have also been reported in a patent application by Schering AG, Germany (together with the corresponding epoxides), but the application does not include any specific biological data: Schering, International patent application WO 0049019
- (2000)

53
- 0030950914
- (1997) Tetrahedron Lett , vol.38 , pp. 4529-4532
- Balog, A.¹ Bertinato, P.² Su, D.S.³ Meng, D.⁴ Sorensen, E.⁵ Danishefsky, S.J.⁶ Zheng, Y.H.⁷ Chou, T.C.⁸ He, L.⁹ Horwitz, S.B.¹⁰

54
- 0032212669
- (1998) Bioorg. Med. Chem. Lett , vol.8 , pp. 3025-3030
- Sefkow, M.¹ Kiffe, M.² Schummer, D.³ Höfle, G.⁴

55
- 0005941809
- Germany. International patent application WO 0066589
- (2000)
- Schering, A.G.¹

56
- 0035906802
- (2001) Chem. Eur. J , vol.7 , pp. 2261-2271
- Martin, H.J.¹ Pojarliev, P.² Kahlig, H.³ Mulzer, J.⁴

57
- 0034692354
- (2000) J. Am. Chem. Soc , vol.122 , pp. 8890-8897
- Borzilleri, R.M.¹ Zheng, X.² Schmidt, R.J.³ Johnson, J.A.⁴ Kim, S.H.⁵ DiMarco, J.D.⁶ Fairchild, C.R.⁷ Gougoutas, J.Z.⁸ Lee, F.Y.F.⁹ Long, B.H.¹⁰ Vite, G.D.¹¹

58
- 0034939512
- (2001) Proc. Natl. Acad. Sci. USA , vol.98 , pp. 8113-8118
- Chou, T.C.¹ O'Connor, O.A.² Tong, W.P.³ Guan, Y.⁴ Zhang, Z.G.⁵ Stachel, S.J.⁶ Lee, C.⁷ Danishefsky, S.J.⁸

59
- 0035874737
- (2001) J. Org. Chem , vol.66 , pp. 4369-4378
- Stachel, S.J.¹ Lee, C.B.² Spassova, M.³ Chappell, M.D.⁴ Bornmann, W.G.⁵ Danishefsky, S.J.⁶ Chou, T.C.⁷ Guan, Y.⁸

60
- 0034601091
- (2000) Chem. Bio. Chem , vol.1 , pp. 67-70
- Schinzer, D.¹ Altmann, K.-H.² Stuhlmann, F.³ Bauer, A.⁴ Wartmann, M.⁵

61
- 0005948407
- unpublished
- Flörsheimer, A.¹ Wartmann, M.²

62
- 0005941810
- Sloan-Kettering Institute for Cancer Research, USA. International patent application WO 9901124
- (1999)

63
- 0005949204
- unpublished
- Nicolaou, K.C.¹ Wartmann, M.²

64
- 0343486338
- (1999) Angew. Chem. Int. Ed. Engl , vol.38 , pp. 1971-1974
- Höfle, G.¹ Glaser, N.² Kiffe, M.³ Hecht, H.J.⁴ Sasse, F.⁵ Reichenbach, H.⁶

65
- 0034604432
- (2000) Chem. Eur. J , vol.6 , pp. 2783-2800
- Nicolaou, K.C.¹ Hepworth, D.² King, N.P.³ Finlay, M.R.⁴ Scarpelli, R.⁵ Pereira, M.M.⁶ Bollbuck, B.⁷ Bigot, A.⁸ Werschkun, B.⁹ Winssinger, N.¹⁰

66
- 0005988331
- Gesellschaft für Biotechnologische Forschung mbH, Germany. International patent application DE 19907588
- (1999)

67
- 0001136501
- (2000) J. Org. Chem , vol.65 , pp. 6525-6533
- Lee, C.B.¹ Chou, T.C.² Zhang, X.G.³ Wang, Z.G.⁴ Kuduk, S.D.⁵ Chappell, M.D.⁶ Stachel, S.J.⁷ Danishefsky, S.J.⁸

68
- 0033826818
- (2000) Chem. Biol , vol.7 , pp. 593-599
- Nicolaou, K.C.¹ Scarpelli, R.² Bollbuck, B.³ Werschkun, B.⁴ Pereira, M.M.⁵ Wartmann, M.⁶ Altmann, K.-H.⁷ Zaharevitz, D.⁸ Gussio, R.⁹ Giannakakou, P.¹⁰

69
- 0032483019
- (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 9642-9647
- Chou, T.C.¹ Zhang, X.G.² Balog, A.³ Su, D.S.⁴ Meng, D.⁵ Savin, K.⁶ Bertino, J.R.⁷ Danishefsky, S.J.⁸

70
- 0033516688
- (1999) Tetrahedron , vol.55 , pp. 8199-8214
- Winkler, J.D.¹ Holland, J.M.² Kasparec, J.³ Axelsen, P.H.⁴

71
- 0005910327
- An electron-crystallographic structure at 3.7 Å resolution has been reported for two-dimensional tubulin-polymer sheets with bound docetaxel (Taxotere®); c.f. ref. [21]

72
- 0033551046
- (1999) Proc. Natl. Acad. Sci. USA , vol.96 , pp. 4256-4261
- Ojima, I.¹ Chakravarty, S.² Inoue, T.³ Lin, S.⁴ He, L.⁵ Horwitz, S.B.⁶ Kuduk, S.D.⁷ Danishefsky, S.J.⁸

73
- 0033565018
- (1999) Org. Lett , vol.1 , pp. 43-46
- Wang, M.¹ Xia, X.² Kim, Y.³ Hwang, D.⁴ Jansen, J.M.⁵ Botta, M.⁶ Liotta, D.C.⁷ Snyder, J.P.⁸

74
- 0034895987
- (2001) Clin. Cancer Res , vol.7 , pp. 1429-1437
- Lee, F.Y.¹ Borzilleri, R.² Fairchild, C.R.³ Kim, S.H.⁴ Long, B.H.⁵ Reventos-Suarez, C.⁶ Vite, G.D.⁷ Rose, W.C.⁸ Kramer, R.A.⁹

75
- 0029968543
- (1996) Cancer Chemother. Pharmacol , vol.38 , pp. 136-140
- Lin, C.M.¹ Jiang, Y.Q.² Chaudhary, A.G.³ Rimoldi, J.M.⁴ Kingston, D.G.⁵ Hamel, E.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.