SCOPUS 정보 검색 플랫폼

Volumn 1, Issue 2, 2006, Pages 218-224

Synthesis of stable analogues of geranylgeranyl diphosphate possessing a (Z,E,E)-geranylgeranyl side chain, docking analysis, and biological assays for prenyl protein transferase inhibition

(13) Minutolo, Filippo a Bertini, Simone a Betti, Laura a Danesi, Romano a Gervasi, Gianbattista b Giannaccini, Gino a Martinelli, Adriano a Papini, Anna Maria c Peroni, Elisa c Placanica, Giorgio a Rapposelli, Simona a Tuccinardi, Tiziano a Macchia, Marco a

a UNIVERSITY OF PISA (Italy)

b Laboratori Baldacci SpA (Italy)

c UNIVERSITY OF FLORENCE (Italy)

Author keywords

Ab initio calculations; Docking; E Z configuration; Enzyme catalysis; Inhibitors; Prenyltransferases

Indexed keywords

DIMETHYLALLYLTRANSFERASE; DITERPENE; ENZYME INHIBITOR; GERANYLGERANYL PYROPHOSPHATE; ISOPRENOID PHOSPHATE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

DIMETHYLALLYLTRANSTRANSFERASE; DITERPENES; ENZYME INHIBITORS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; POLYISOPRENYL PHOSPHATES; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT;

EID: 33646472918 PISSN: 18607179 EISSN: 18607187 Source Type: Journal
DOI: 10.1002/cmdc.200500010 Document Type: Article

Times cited : (8)

References (28)

1
- 0034820134
- R. A. Gibbs, T. J. Zahn, J. S. Sebolt-Leopold, Curr. Med. Chem. 2001, 8, 1437-1466.
- (2001) Curr. Med. Chem. , vol.8 , pp. 1437-1466
- Gibbs, R.A.¹ Zahn, T.J.² Sebolt-Leopold, J.S.³

2
- 0032516846
- D. J. Mackay, A. Hall, J. Biol. Chem. 1998, 273, 20685-20688.
- (1998) J. Biol. Chem. , vol.273 , pp. 20685-20688
- Mackay, D.J.¹ Hall, A.²

3
- 0031970317
- M. C. Seabra, Cell. Signalling 1998, 10, 167-172.
- (1998) Cell. Signalling , vol.10 , pp. 167-172
- Seabra, M.C.¹

4
- 0024376173
- J. L. Bos, Cancer Res. 1989, 49, 4682-4689.
- (1989) Cancer Res. , vol.49 , pp. 4682-4689
- Bos, J.L.¹

5
- 0029101360
- M. F. Olson, A. Ashworth, A. Hall, Science 1995, 269, 1270-1272.
- (1995) Science , vol.269 , pp. 1270-1272
- Olson, M.F.¹ Ashworth, A.² Hall, A.³

6
- 0035930612
- F. P. Coxon, M. H. Helfrich, B. Larijani, M. Muzylak, J. E. Dunford, D. Marshall, A. D. McKinnon, S. A. Nesbitt, M. A. Norton, M. C. Seabra, F. H. Ebetino, M. J. Roger, J. Biol. Chem. 2001, 276, 48213-48222.
- (2001) J. Biol. Chem. , vol.276 , pp. 48213-48222
- Coxon, F.P.¹ Helfrich, M.H.² Larijani, B.³ Muzylak, M.⁴ Dunford, J.E.⁵ Marshall, D.⁶ McKinnon, A.D.⁷ Nesbitt, S.A.⁸ Norton, M.A.⁹ Seabra, M.C.¹⁰ Ebetino, F.H.¹¹ Roger, M.J.¹²

7
- 0036191794
- Y. Q. Mu, L. M. Eubanks, C. D. Poulter, R. A. Gibbs, Bioorg. Med. Chem. 2002, 10, 1207-1219.
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 1207-1219
- Mu, Y.Q.¹ Eubanks, L.M.² Poulter, C.D.³ Gibbs, R.A.⁴

8
- 0035907478
- T. J. Zahn, J. Whitney, C. Weinbaum, R. A. Gibbs, Bioorg. Med. Chem. Lett. 2001, 11, 1605-1608.
- (2001) Bioorg. Med. Chem. Lett. , vol.11 , pp. 1605-1608
- Zahn, T.J.¹ Whitney, J.² Weinbaum, C.³ Gibbs, R.A.⁴

9
- 0033598364
- B. S. Gibbs, T. J. Zahn, Y. Q. Mu, J. S. Sebolt-Leopold, R. A. Gibbs, J. Med. Chem. 1999, 42, 3800-3808.
- (1999) J. Med. Chem. , vol.42 , pp. 3800-3808
- Gibbs, B.S.¹ Zahn, T.J.² Mu, Y.Q.³ Sebolt-Leopold, J.S.⁴ Gibbs, R.A.⁵

10
- 0033594336
- A. Vasudevan, Y. Qian, A. Vogt, M. A. Blaskovich, J. Ohkanda, S. M. Sebti, A. D. Hamilton, J. Med. Chem. 1999, 42, 1333-1340.
- (1999) J. Med. Chem. , vol.42 , pp. 1333-1340
- Vasudevan, A.¹ Qian, Y.² Vogt, A.³ Blaskovich, M.A.⁴ Ohkanda, J.⁵ Sebti, S.M.⁶ Hamilton, A.D.⁷

11
- 0037147787
- C. M. Marson, A. S. Rioja, G. Brocke, R. C. Coombes, D. M. Vigushin, Bioorg. Med Chem. Lett. 2002, 12, 255-259.
- (2002) Bioorg. Med Chem. Lett. , vol.12 , pp. 255-259
- Marson, C.M.¹ Rioja, A.S.² Brocke, G.³ Coombes, R.C.⁴ Vigushin, D.M.⁵

12
- 0029938011
- M. Macchia, N. Jannitti, G. Gervasi, R. Danesi, J. Med. Chem. 1996, 39, 1352-1356.
- (1996) J. Med. Chem. , vol.39 , pp. 1352-1356
- Macchia, M.¹ Jannitti, N.² Gervasi, G.³ Danesi, R.⁴

13
- 0344064836
- F. Minutolo, S. Bertini, L. Betti, R. Danesi, G. Gervasi, G. Giannaccini, C. Papi, G. Placanica, S. Rapposelli, M. Macchia, Bioorg. Med. Chem. Lett. 2003, 13, 4405-4408.
- (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 4405-4408
- Minutolo, F.¹ Bertini, S.² Betti, L.³ Danesi, R.⁴ Gervasi, G.⁵ Giannaccini, G.⁶ Papi, C.⁷ Placanica, G.⁸ Rapposelli, S.⁹ Macchia, M.¹⁰

14
- 84982335027
- L. Ruzicka, G. Firmenich, Helv. Chim. Acta 1939, 22, 392-396.
- (1939) Helv. Chim. Acta , vol.22 , pp. 392-396
- Ruzicka, L.¹ Firmenich, G.²

15
- 84987364007
- S. Klinge, M. Demuth, Synlett 1993, 10, 783-784.
- (1993) Synlett , vol.10 , pp. 783-784
- Klinge, S.¹ Demuth, M.²

16
- 0019776465
- T. Fukuda, S. Kobayashi, H. Yukimasa, S. Terao, M. Fujino, T. Shiba, I. Saiki, I. Azuma, Y. Yamamura, Bull. Chem. Soc. Jpn. 1981, 54, 3530-3535.
- (1981) Bull. Chem. Soc. Jpn. , vol.54 , pp. 3530-3535
- Fukuda, T.¹ Kobayashi, S.² Yukimasa, H.³ Terao, S.⁴ Fujino, M.⁵ Shiba, T.⁶ Saiki, I.⁷ Azuma, I.⁸ Yamamura, Y.⁹

17
- 0027158623
- M. Prashad, J. C. Tomesch, J. R. Wareing, T. Scallen, Eur. J. Med. Chem. 1993, 28, 527-531.
- (1993) Eur. J. Med. Chem. , vol.28 , pp. 527-531
- Prashad, M.¹ Tomesch, J.C.² Wareing, J.R.³ Scallen, T.⁴

18
- 11644261806
- G. M. Morris, D. S. Goodsell, R. S. Halliday, R. Huey, W. E. Hart, R. K. Belew, A. J. Olson, J. Comput. Chem. 1998, 19, 1639-1662.
- (1998) J. Comput. Chem. , vol.19 , pp. 1639-1662
- Morris, G.M.¹ Goodsell, D.S.² Halliday, R.S.³ Huey, R.⁴ Hart, W.E.⁵ Belew, R.K.⁶ Olson, A.J.⁷

19
- 0344874683
- J. S. Taylor, T. S. Reid, K. L. Terry, P. J. Casey, L. S. Beese, EMBO J. 2003, 22, 5963-5974.
- (2003) EMBO J. , vol.22 , pp. 5963-5974
- Taylor, J.S.¹ Reid, T.S.² Terry, K.L.³ Casey, P.J.⁴ Beese, L.S.⁵

20
- 0032493317
- S. B. Long, P. J. Casey, L. S. Beese, Biochemistry 1998, 37, 9612-9618.
- (1998) Biochemistry , vol.37 , pp. 9612-9618
- Long, S.B.¹ Casey, P.J.² Beese, L.S.³

21
- 0027933505
- F. L. Zhang, J. F. Moomaw, P. J. Casey, J. Biol. Chem. 1994, 269, 23465-23470.
- (1994) J. Biol. Chem. , vol.269 , pp. 23465-23470
- Zhang, F.L.¹ Moomaw, J.F.² Casey, P.J.³

22
- 33646479979
- Y. Quian, M. A. Blaskovich, M. Saleem, C. M. Seong, S. P. Wathen, A. D. Hamilton, S. M. Sebti, J. Biol. Chem. 1994, 268, 12410-12413.
- (1994) J. Biol. Chem. , vol.268 , pp. 12410-12413
- Quian, Y.¹ Blaskovich, M.A.² Saleem, M.³ Seong, C.M.⁴ Wathen, S.P.⁵ Hamilton, A.D.⁶ Sebti, S.M.⁷

23
- 0033954256
- H. M. Berman, J. Westbrook, Z. Feng, G. Gilliland, T. N. Bhat, H. Weissig, I. N. Shindyalov, P. E. Bourne, Nucleic Acids Res. 2000, 28, 235-242.
- (2000) Nucleic Acids Res. , vol.28 , pp. 235-242
- Berman, H.M.¹ Westbrook, J.² Feng, Z.³ Gilliland, G.⁴ Bhat, T.N.⁵ Weissig, H.⁶ Shindyalov, I.N.⁷ Bourne, P.E.⁸

24
- 0027968068
- J. D. Thompson, D. G. Higgins, T. J. Gibson, Nucleic Acids Res. 1994, 22, 4673-4680.
- (1994) Nucleic Acids Res. , vol.22 , pp. 4673-4680
- Thompson, J.D.¹ Higgins, D.G.² Gibson, T.J.³

25
- 21244466002
- University of California, San Francisco, USA
- D. A. Case, T. A. Darden, T. E. Cheatham III, C. L. Simmerling, J. Wang, R. E. Duke, R. Luo, K. M. Merz, B. Wang, D. A. Pearlman, M. Crowley, S. Brozell, V. Tsui, H. Gohlke, J. Mongan, V. Hornak, G. Cui, P. Beroza, C. Schafmeister, J. W. Caldwell, W. S. Ross, P. A. Kollman, Amber version 8.0, University of California, San Francisco, USA; http://amber.scripps.edu.
- Amber Version 8.0
- Case, D.A.¹ Darden, T.A.² Cheatham III, T.E.³ Simmerling, C.L.⁴ Wang, J.⁵ Duke, R.E.⁶ Luo, R.⁷ Merz, K.M.⁸ Wang, B.⁹ Pearlman, D.A.¹⁰ Crowley, M.¹¹ Brozell, S.¹² Tsui, V.¹³ Gohlke, H.¹⁴ Mongan, J.¹⁵ Hornak, V.¹⁶ Cui, G.¹⁷ Beroza, P.¹⁸ Schafmeister, C.¹⁹ Caldwell, J.W.²⁰ Ross, W.S.²¹ Kollman, P.A.²² more..

26
- 33646469497
- Schrödinger Inc.
- Macromodel version 8.5, Schrödinger Inc., 1999.
- (1999) Macromodel Version 8.5

27
- 33646467131
- http://www.scripps.edu/~sanner/python/adt

28
- 4444221565
- E. F. Pettersen, T. D. Goddard, C. C. Huang, G. S. Couch, D. M. Greenblatt, E. C. Meng, T. E. Ferrin, J. Comput. Chem. 2004, 25, 1605-1612.
- (2004) J. Comput. Chem. , vol.25 , pp. 1605-1612
- Pettersen, E.F.¹ Goddard, T.D.² Huang, C.C.³ Couch, G.S.⁴ Greenblatt, D.M.⁵ Meng, E.C.⁶ Ferrin, T.E.⁷

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.