SCOPUS 정보 검색 플랫폼

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 6, 2013, Pages 1419-1426

Glycosidic carbonic anhydrase IX inhibitors: A sweet approach against cancer

(3) Winum, Jean Yves a Colinas, Pedro A b Supuran, Claudiu T c

a INSTITUT CHARLES GERHARDT (France)

b UNIVERSIDAD NACIONAL DE LA PLATA (Argentina)

c UNIVERSITY OF FLORENCE (Italy)

Author keywords

Cancer; Carbohydrate; Carbonic anhydrase IX; Glyco inhibitor; Hypoxic tumors; Inhibition

Indexed keywords

ANTINEOPLASTIC AGENT; CARBONATE DEHYDRATASE INHIBITOR; CARBONATE DEHYDRATASE IX; COUMARIN DERIVATIVE; SULFAMIC ACID; SULFANILAMIDE; SULFONAMIDE; TOPIRAMATE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; DRUG EFFICACY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; IN VITRO STUDY; IN VIVO STUDY; MALIGNANT NEOPLASTIC DISEASE; NONHUMAN; PROTEIN EXPRESSION;

ANTIGENS, NEOPLASM; ANTINEOPLASTIC AGENTS; CARBOHYDRATES; CARBONIC ANHYDRASE INHIBITORS; CARBONIC ANHYDRASES; COUMARINS; HUMANS; NEOPLASMS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES; SULFONIC ACIDS; ZINC;

ANIMALIA;

EID: 84874513802 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2012.10.043 Document Type: Article

Times cited : (59)

References (46)

1
- 80053563164
- D. Neri, and C.T. Supuran Nat. Rev. Drug Discovery 10 2011 767
- (2011) Nat. Rev. Drug Discovery , vol.10 , pp. 767
- Neri, D.¹ Supuran, C.T.²

2
- 0034671307
- C.C. Wykoff, N.J. Beasley, P.H. Watson, K.J. Turner, J. Pastorek, A. Sibtain, G.D. Wilson, H. Turley, K.L. Talks, P.H. Maxwell, C.W. Pugh, P.J. Ratcliffe, and A.L. Harris Cancer Res. 60 2000 7075
- (2000) Cancer Res. , vol.60 , pp. 7075
- Wykoff, C.C.¹ Beasley, N.J.² Watson, P.H.³ Turner, K.J.⁴ Pastorek, J.⁵ Sibtain, A.⁶ Wilson, G.D.⁷ Turley, H.⁸ Talks, K.L.⁹ Maxwell, P.H.¹⁰ Pugh, C.W.¹¹ Ratcliffe, P.J.¹² Harris, A.L.¹³

3
- 44449125717
- P. Swietach, S. Wigfield, C.T. Supuran, A.L. Harris, and R.D. Vaughan-Jones BJU Int. 101 2008 22
- (2008) BJU Int. , vol.101 , pp. 22
- Swietach, P.¹ Wigfield, S.² Supuran, C.T.³ Harris, A.L.⁴ Vaughan-Jones, R.D.⁵

4
- 50649105780
- P. Swietach, S. Wigfield, P. Cobden, C.T. Supuran, A.L. Harris, and R.D. Vaughan-Jones J. Biol. Chem. 283 2008 20473
- (2008) J. Biol. Chem. , vol.283 , pp. 20473
- Swietach, P.¹ Wigfield, S.² Cobden, P.³ Supuran, C.T.⁴ Harris, A.L.⁵ Vaughan-Jones, R.D.⁶

5
- 78649659788
- S.K. Parks, J. Chiche, and J. Pouysségur J. Cell. Physiol. 226 2010 299
- (2010) J. Cell. Physiol. , vol.226 , pp. 299
- Parks, S.K.¹ Chiche, J.² Pouysségur, J.³

6
- 77953373415
- V. Huber, A. De Milito, S. Harguindey, S.J. Reshkin, M.L. Wahl, C. Rauch, A. Chiesi, J. Pouysségur, R.A. Gatenby, L. Rivoltini, and S. Fais J. Transl. Med. 8 2010 57
- (2010) J. Transl. Med. , vol.8 , pp. 57
- Huber, V.¹ De Milito, A.² Harguindey, S.³ Reshkin, S.J.⁴ Wahl, M.L.⁵ Rauch, C.⁶ Chiesi, A.⁷ Pouysségur, J.⁸ Gatenby, R.A.⁹ Rivoltini, L.¹⁰ Fais, S.¹¹

7
- 77955296520
- J. Chiche, K. Ilc, M.C. Brahimi-Horn, and J. Pouysségur Adv. Enzyme Regul. 50 2010 20
- (2010) Adv. Enzyme Regul. , vol.50 , pp. 20
- Chiche, J.¹ Ilc, K.² Brahimi-Horn, M.C.³ Pouysségur, J.⁴

8
- 44449147036
- G. Kremer, and J. Pouysségur Cancer Cell 13 2008 472
- (2008) Cancer Cell , vol.13 , pp. 472
- Kremer, G.¹ Pouysségur, J.²

9
- 33745303045
- J. Pouysségur, F. Dayan, and N.M. Mazure Nature 441 2006 437
- (2006) Nature , vol.441 , pp. 437
- Pouysségur, J.¹ Dayan, F.² Mazure, N.M.³

10
- 38849143765
- C.T. Supuran Nat. Rev. Drug Discovery 7 2008 168
- (2008) Nat. Rev. Drug Discovery , vol.7 , pp. 168
- Supuran, C.T.¹

11
- 3442883664
- S. Pastorekova, S. Parkkila, J. Pastorek, and C.T. Supuran J. Enzyme Inhib. Med. Chem. 19 2004 199
- (2004) J. Enzyme Inhib. Med. Chem. , vol.19 , pp. 199
- Pastorekova, S.¹ Parkkila, S.² Pastorek, J.³ Supuran, C.T.⁴

12
- 77954218410
- C.T. Supuran Bioorg. Med. Chem. Lett. 20 2010 3467
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 3467
- Supuran, C.T.¹

13
- 2542592581
- A. Scozzafava, A. Mastrolorenzo, and C.T. Supuran Expert Opin. Ther. Pat. 14 2004 667
- (2004) Expert Opin. Ther. Pat. , vol.14 , pp. 667
- Scozzafava, A.¹ Mastrolorenzo, A.² Supuran, C.T.³

14
- 33845896020
- A. Scozzafava, A. Mastrolorenzo, and C.T. Supuran Expert Opin. Ther. Pat. 16 2006 1627
- (2006) Expert Opin. Ther. Pat. , vol.16 , pp. 1627
- Scozzafava, A.¹ Mastrolorenzo, A.² Supuran, C.T.³

15
- 0037369153
- C.T. Supuran, A. Scozzafava, and A. Casini Med. Res. Rev. 23 2003 146
- (2003) Med. Res. Rev. , vol.23 , pp. 146
- Supuran, C.T.¹ Scozzafava, A.² Casini, A.³

16
- 0028111173
- J. Pastorek, S. Pastorekova, I. Callebaut, J.-P. Mornon, V. Zelnik, R. Opavsky, M. Zatovicova, S. Liao, D. Portetelle, E.J. Stanbridge, J. Zavada, A. Burny, and R. Kettmann Oncogene 9 1994 2877
- (1994) Oncogene , vol.9 , pp. 2877
- Pastorek, J.¹ Pastorekova, S.² Callebaut, I.³ Mornon, J.-P.⁴ Zelnik, V.⁵ Opavsky, R.⁶ Zatovicova, M.⁷ Liao, S.⁸ Portetelle, D.⁹ Stanbridge, E.J.¹⁰ Zavada, J.¹¹ Burny, A.¹² Kettmann, R.¹³

17
- 0041062296
- O. Tureci, U. Sahin, E. Vollmar, S. Siemer, E. Gottert, G. Seitz, S. Parkkila, and W.S. Sly Proc. Natl. Acad. Sci. U.S.A. 95 1998 7608
- (1998) Proc. Natl. Acad. Sci. U.S.A. , vol.95 , pp. 7608
- Tureci, O.¹ Sahin, U.² Vollmar, E.³ Siemer, S.⁴ Gottert, E.⁵ Seitz, G.⁶ Parkkila, S.⁷ Sly, W.S.⁸

18
- 8844249356
- E. Švastová, A. Hulíková, M. Rafajová, M. Zat'ovičová, A. Gibadulinová, A. Casini, A. Cecchi, A. Scozzafava, C.T. Supuran, and J. Pastorek FEBS Lett. 577 2004 439
- (2004) FEBS Lett. , vol.577 , pp. 439
- Švastová, E.¹ Hulíková, A.² Rafajová, M.³ Zat'Ovičová, M.⁴ Gibadulinová, A.⁵ Casini, A.⁶ Cecchi, A.⁷ Scozzafava, A.⁸ Supuran, C.T.⁹ Pastorek, J.¹⁰

19
- 55549090009
- M. Hilvo, L. Baranauskiene, A.M. Salzano, A. Scaloni, D. Matulis, A. Innocenti, A. Scozzafava, S.M. Monti, A. Di Fiore, G. De Simone, M. Lindfors, J. Janis, J. Valjakka, S. Pastorekova, J. Pastorek, M.S. Kulomaa, H.R. Nordlund, C.T. Supuran, and S. Parkkila J. Biol. Chem. 283 2008 27799
- (2008) J. Biol. Chem. , vol.283 , pp. 27799
- Hilvo, M.¹ Baranauskiene, L.² Salzano, A.M.³ Scaloni, A.⁴ Matulis, D.⁵ Innocenti, A.⁶ Scozzafava, A.⁷ Monti, S.M.⁸ Di Fiore, A.⁹ De Simone, G.¹⁰ Lindfors, M.¹¹ Janis, J.¹² Valjakka, J.¹³ Pastorekova, S.¹⁴ Pastorek, J.¹⁵ Kulomaa, M.S.¹⁶ Nordlund, H.R.¹⁷ Supuran, C.T.¹⁸ Parkkila, S.¹⁹

20
- 70349199011
- A. Innocenti, S. Pastorekova, J. Pastorek, A. Scozzafava, G. De Simone, and C.T. Supuran Bioorg. Med. Chem. Lett. 19 2009 5825
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 5825
- Innocenti, A.¹ Pastorekova, S.² Pastorek, J.³ Scozzafava, A.⁴ De Simone, G.⁵ Supuran, C.T.⁶

21
- 70349490906
- V. Alterio, M. Hilvo, A. Di Fiore, C.T. Supuran, P. Pan, S. Parkkila, A. Scaloni, J. Pastorek, S. Pastorekova, C. Pedone, A. Scozzafava, S.M. Monti, and G. De Simone Proc. Natl. Acad. Sci. U.S.A. 106 2009 16233
- (2009) Proc. Natl. Acad. Sci. U.S.A. , vol.106 , pp. 16233
- Alterio, V.¹ Hilvo, M.² Di Fiore, A.³ Supuran, C.T.⁴ Pan, P.⁵ Parkkila, S.⁶ Scaloni, A.⁷ Pastorek, J.⁸ Pastorekova, S.⁹ Pedone, C.¹⁰ Scozzafava, A.¹¹ Monti, S.M.¹² De Simone, G.¹³

22
- 16244377468
- D. Vullo, A. Innocenti, I. Nishimori, J. Pastorek, A. Scozzafava, S. Pastorekova, and C.T. Supuran Bioorg. Med. Chem. Lett. 15 2005 963
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 963
- Vullo, D.¹ Innocenti, A.² Nishimori, I.³ Pastorek, J.⁴ Scozzafava, A.⁵ Pastorekova, S.⁶ Supuran, C.T.⁷

23
- 84863501358
- V. Alterio, A. Di Fiore, K. D'Ambrosio, C.T. Supuran, and G. De Simone Chem. Rev. 112 2012 4421
- (2012) Chem. Rev. , vol.112 , pp. 4421
- Alterio, V.¹ Di Fiore, A.² D'Ambrosio, K.³ Supuran, C.T.⁴ De Simone, G.⁵

24
- 66149131065
- J.-Y. Winum, S.A. Poulsen, and C.T. Supuran Med. Res. Rev. 29 2009 419
- (2009) Med. Res. Rev. , vol.29 , pp. 419
- Winum, J.-Y.¹ Poulsen, S.A.² Supuran, C.T.³

25
- 59849107600
- K. Czifrák, and L. Somsák Carbohydr. Res. 344 2009 269
- (2009) Carbohydr. Res. , vol.344 , pp. 269
- Czifrák, K.¹ Somsák, L.²

26
- 64249150644
- M. Lopez, N. Drillaud, L.F. Bornaghi, and S.A. Poulsen J. Org. Chem. 74 2009 2811
- (2009) J. Org. Chem. , vol.74 , pp. 2811
- Lopez, M.¹ Drillaud, N.² Bornaghi, L.F.³ Poulsen, S.A.⁴

27
- 70350072336
- M. Lopez, B. Paul, A. Hofmann, J. Morizzi, Q.K. Wu, S.A. Charman, A. Innocenti, D. Vullo, C.T. Supuran, and S.A. Poulsen J. Med. Chem. 52 2009 6421
- (2009) J. Med. Chem. , vol.52 , pp. 6421
- Lopez, M.¹ Paul, B.² Hofmann, A.³ Morizzi, J.⁴ Wu, Q.K.⁵ Charman, S.A.⁶ Innocenti, A.⁷ Vullo, D.⁸ Supuran, C.T.⁹ Poulsen, S.A.¹⁰

28
- 77949344262
- Zinc binding functions in the design of carbonic anhydrase inhibitors
- C.T. Supuran, J.Y. Winum, Wiley Hoboken, NJ
- J.-Y. Winum, J.-L. Montero, A. Scozzafava, and C.T. Supuran Zinc Binding Functions in the Design of Carbonic Anhydrase Inhibitors C.T. Supuran, J.Y. Winum, Drug Design of Zinc-Enzyme Inhibitors 2009 Wiley Hoboken, NJ
- (2009) Drug Design of Zinc-Enzyme Inhibitors
- Winum, J.-Y.¹ Montero, J.-L.² Scozzafava, A.³ Supuran, C.T.⁴

29
- 0032568397
- M. Kansy, F. Senner, and K. Gubernator J. Med. Chem. 41 1998 1007
- (1998) J. Med. Chem. , vol.41 , pp. 1007
- Kansy, M.¹ Senner, F.² Gubernator, K.³

30
- 0344927809
- P.A. Colinas, and R.D. Bravo Org. Lett. 5 2003 4509
- (2003) Org. Lett. , vol.5 , pp. 4509
- Colinas, P.A.¹ Bravo, R.D.²

31
- 13744260946
- P.A. Colinas, and R.D. Bravo Tetrahedron Lett. 46 2005 1687
- (2005) Tetrahedron Lett. , vol.46 , pp. 1687
- Colinas, P.A.¹ Bravo, R.D.²

32
- 45949093914
- P.A. Colinas, N.A. Núñez, and R.D. Bravo J. Carbohydr. Chem. 27 2008 141
- (2008) J. Carbohydr. Chem. , vol.27 , pp. 141
- Colinas, P.A.¹ Núñez, N.A.² Bravo, R.D.³

33
- 34548148871
- P.A. Colinas, and R.D. Bravo Carbohydr. Res. 342 2007 2297
- (2007) Carbohydr. Res. , vol.342 , pp. 2297
- Colinas, P.A.¹ Bravo, R.D.²

34
- 77958054104
- P.A. Colinas, C.A. Témpera, O.M. Rodriguez, and R.D. Bravo Synthesis 24 2009 4143
- (2009) Synthesis , vol.24 , pp. 4143
- Colinas, P.A.¹ Témpera, C.A.² Rodriguez, O.M.³ Bravo, R.D.⁴

35
- 79960349940
- O.M. Rodríguez, A. Maresca, C.A. Témpera, R.D. Bravo, P.A. Colinas, and C.T. Supuran Bioorg. Med. Chem. Lett. 21 2011 4447
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 4447
- Rodríguez, O.M.¹ Maresca, A.² Témpera, C.A.³ Bravo, R.D.⁴ Colinas, P.A.⁵ Supuran, C.T.⁶

36
- 34547890260
- P.A. Colinas, R.D. Bravo, D. Vullo, A. Scozzafava, and C.T. Supuran Bioorg. Med. Chem. Lett. 17 2007 5086
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 5086
- Colinas, P.A.¹ Bravo, R.D.² Vullo, D.³ Scozzafava, A.⁴ Supuran, C.T.⁵

37
- 79952268421
- M. Lopez, J. Trajkovic, L.F. Bornaghi, A. Innocenti, D. Vullo, C.T. Supuran, and S.A. Poulsen J. Med. Chem. 54 2011 1481
- (2011) J. Med. Chem. , vol.54 , pp. 1481
- Lopez, M.¹ Trajkovic, J.² Bornaghi, L.F.³ Innocenti, A.⁴ Vullo, D.⁵ Supuran, C.T.⁶ Poulsen, S.A.⁷

38
- 80755129209
- M. Lopez, H. Vu, C.K. Wang, M.G. Wolf, G. Groenhof, A. Innocenti, C.T. Supuran, and S.A. Poulsen J. Am. Chem. Soc. 133 2011 18452
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 18452
- Lopez, M.¹ Vu, H.² Wang, C.K.³ Wolf, M.G.⁴ Groenhof, G.⁵ Innocenti, A.⁶ Supuran, C.T.⁷ Poulsen, S.A.⁸

39
- 80053923216
- J.C. Morris, J. Chiche, C. Grellier, M. Lopez, L.F. Bornaghi, A. Maresca, C.T. Supuran, J. Pouysségur, and S.A. Poulsen J. Med. Chem. 54 2011 6905
- (2011) J. Med. Chem. , vol.54 , pp. 6905
- Morris, J.C.¹ Chiche, J.² Grellier, C.³ Lopez, M.⁴ Bornaghi, L.F.⁵ Maresca, A.⁶ Supuran, C.T.⁷ Pouysségur, J.⁸ Poulsen, S.A.⁹

40
- 77950563961
- M. Lopez, L.F. Bornaghi, A. Innocenti, D. Vullo, S.A. Charman, C.T. Supuran, and S.A. Poulsen J. Med. Chem. 53 2010 2913
- (2010) J. Med. Chem. , vol.53 , pp. 2913
- Lopez, M.¹ Bornaghi, L.F.² Innocenti, A.³ Vullo, D.⁴ Charman, S.A.⁵ Supuran, C.T.⁶ Poulsen, S.A.⁷

41
- 84858286827
- J. Moeker, K. Teruya, S. Rossit, B.L. Wilkinson, M. Lopez, L.F. Bornaghi, A. Innocenti, C.T. Supuran, and S.A. Poulsen Bioorg. Med. Chem. 20 2012 2392
- (2012) Bioorg. Med. Chem. , vol.20 , pp. 2392
- Moeker, J.¹ Teruya, K.² Rossit, S.³ Wilkinson, B.L.⁴ Lopez, M.⁵ Bornaghi, L.F.⁶ Innocenti, A.⁷ Supuran, C.T.⁸ Poulsen, S.A.⁹

42
- 34547905000
- F.Z. Smaine, J.-Y. Winum, J.-L. Montero, Z. Regainia, D. Vullo, A. Scozzafava, and C.T. Supuran Bioorg. Med. Chem. Lett. 17 2007 5096
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 5096
- Smaine, F.Z.¹ Winum, J.-Y.² Montero, J.-L.³ Regainia, Z.⁴ Vullo, D.⁵ Scozzafava, A.⁶ Supuran, C.T.⁷

43
- 41149115712
- H. Vu, N.B. Pham, and R.J. Quinn J. Biomol. Screen. 13 2008 265
- (2008) J. Biomol. Screen. , vol.13 , pp. 265
- Vu, H.¹ Pham, N.B.² Quinn, R.J.³

44
- 67749116253
- A. Maresca, C. Temperini, H. Vu, N.B. Pham, S.A. Poulsen, A. Scozzafava, R.J. Quinn, and C.T. Supuran J. Am. Chem. Soc. 131 2009 3057
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 3057
- Maresca, A.¹ Temperini, C.² Vu, H.³ Pham, N.B.⁴ Poulsen, S.A.⁵ Scozzafava, A.⁶ Quinn, R.J.⁷ Supuran, C.T.⁸

45
- 84055176334
- N. Touisni, A. Maresca, P.C. McDonald, Y. Lou, A. Scozzafava, S. Dedhar, J.-Y. Winum, and C.T. Supuran J. Med. Chem. 54 2011 8271
- (2011) J. Med. Chem. , vol.54 , pp. 8271
- Touisni, N.¹ Maresca, A.² McDonald, P.C.³ Lou, Y.⁴ Scozzafava, A.⁵ Dedhar, S.⁶ Winum, J.-Y.⁷ Supuran, C.T.⁸

46
- 79955490807
- Y. Lou, P.C. Mc Donald, A. Oloumi, S. Chia, C. Ostlund, A. Ahmadi, A. Kyle, U. Auf Dem Keller, S. Leung, D. Huntsman, B. Clarke, B.W. Sutherland, D. Waterhouse, M. Bally, C. Roskelley, C.M. Overall, A. Minchinton, F. Pacchiano, F. Carta, A. Scozzafava, N. Touisni, J.-Y. Winum, C.T. Supuran, and S. Dedhar Cancer Res. 71 2011 3364
- (2011) Cancer Res. , vol.71 , pp. 3364
- Lou, Y.¹ Mc Donald, P.C.² Oloumi, A.³ Chia, S.⁴ Ostlund, C.⁵ Ahmadi, A.⁶ Kyle, A.⁷ Auf Dem Keller, U.⁸ Leung, S.⁹ Huntsman, D.¹⁰ Clarke, B.¹¹ Sutherland, B.W.¹² Waterhouse, D.¹³ Bally, M.¹⁴ Roskelley, C.¹⁵ Overall, C.M.¹⁶ Minchinton, A.¹⁷ Pacchiano, F.¹⁸ Carta, F.¹⁹ Scozzafava, A.²⁰ more..

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.