SCOPUS 정보 검색 플랫폼

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 10, 2011, Pages 3092-3094

Synthesis, modelling and kinetic assays of potent inhibitors of purple acid phosphatase

(4) Mohd Pahmi, Siti Hajar a Hussein, Waleed M a Schenk, Gerhard a,b McGeary, Ross P a

a UNIVERSITY OF QUEENSLAND (Australia)

b NATIONAL UNIVERSITY OF IRELAND (Ireland)

Author keywords

Osteoporosis; PAP; Phosphonate; Purple acid phosphatase

Indexed keywords

ACID PHOSPHATASE TARTRATE RESISTANT ISOENZYME; ALPHA AMINONAPHTHYLMETHYLPHOSPHONIC ACID DERIVATIVE; AMINAPHTHONE; ENZYME INHIBITOR; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG BINDING; DRUG DESIGN; DRUG POTENCY; DRUG SYNTHESIS; ENZYME INHIBITION; ENZYME KINETICS;

ACID PHOSPHATASE; ANIMALS; BINDING, COMPETITIVE; BIOLOGICAL ASSAY; CATALYTIC DOMAIN; ENZYME INHIBITORS; GLYCOPROTEINS; HUMANS; KINETICS; MODELS, BIOLOGICAL; MOLECULAR STRUCTURE; PHOSPHONIC ACIDS; PLANTS; SWINE;

FUNGI; MAMMALIA; PHASEOLUS VULGARIS; SUIDAE;

EID: 79955567045 PISSN: 0960894X EISSN: None Source Type: Journal
DOI: 10.1016/j.bmcl.2011.03.024 Document Type: Article

Times cited : (21)

References (52)

1
- 33748502826
- N. Mitić, S.J. Smith, A. Neves, L.W. Guddat, L.R. Gahan, and G. Schenk Chem. Rev. 106 2006 3338
- (2006) Chem. Rev. , vol.106 , pp. 3338
- Mitić, N.¹ Smith, S.J.² Neves, A.³ Guddat, L.W.⁴ Gahan, L.R.⁵ Schenk, G.⁶

2
- 0030297891
- J.M. Denu, J.A. Stuckey, M.A. Saper, and J.E. Dixon Cell 87 1996 361
- (1996) Cell , vol.87 , pp. 361
- Denu, J.M.¹ Stuckey, J.A.² Saper, M.A.³ Dixon, J.E.⁴

3
- 0030881845
- P. Mertz, L. Yu, R. Sikkink, and F. Rusnak J. Biol. Chem. 272 1997 21296
- (1997) J. Biol. Chem. , vol.272 , pp. 21296
- Mertz, P.¹ Yu, L.² Sikkink, R.³ Rusnak, F.⁴

4
- 0031860103
- D. Barford, A.K. Das, and M.P. Egloff Annu. Rev. Biophys. Biomol. Struct. 27 1998 133
- (1998) Annu. Rev. Biophys. Biomol. Struct. , vol.27 , pp. 133
- Barford, D.¹ Das, A.K.² Egloff, M.P.³

5
- 0032719703
- M.B. Twitchett, and A.G. Sykes Eur. J. Inorg. Chem. 1999 2105
- (1999) Eur. J. Inorg. Chem. , pp. 2105
- Twitchett, M.B.¹ Sykes, A.G.²

6
- 85021609916
- E.G. Mueller, M.W. Crowder, B.A. Averill, and J.R. Knowles J. Am. Chem. Soc. 115 1993 2974
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 2974
- Mueller, E.G.¹ Crowder, M.W.² Averill, B.A.³ Knowles, J.R.⁴

7
- 0000360682
- T. Klabunde, and B. Krebs Struct. Bonding (Berlin) 89 1997 177
- (1997) Struct. Bonding (Berlin) , vol.89 , pp. 177
- Klabunde, T.¹ Krebs, B.²

8
- 0033570264
- G. Schenk, Y. Ge, L.E. Carrington, C.J. Wynne, I.R. Searle, B.J. Carroll, S. Hamilton, and J. de Jersey Arch. Biochem. Biophys. 370 1999 183
- (1999) Arch. Biochem. Biophys. , vol.370 , pp. 183
- Schenk, G.¹ Ge, Y.² Carrington, L.E.³ Wynne, C.J.⁴ Searle, I.R.⁵ Carroll, B.J.⁶ Hamilton, S.⁷ De Jersey, J.⁸

9
- 0001431264
- D.E. Wilcox Chem. Rev. 96 1996 2435
- (1996) Chem. Rev. , vol.96 , pp. 2435
- Wilcox, D.E.¹

10
- 21544451704
- N. Mitić, M. Valizadeh, E.W.W. Leung, J. de Jersey, S. Hamilton, D.A. Hume, A.I. Cassady, and G. Schenk Arch. Biochem. Biophys. 439 2005 154
- (2005) Arch. Biochem. Biophys. , vol.439 , pp. 154
- Mitić, N.¹ Valizadeh, M.² Leung, E.W.W.³ De Jersey, J.⁴ Hamilton, S.⁵ Hume, D.A.⁶ Cassady, A.I.⁷ Schenk, G.⁸

11
- 40849135696
- G. Schenk, T.W. Elliott, E. Leung, L.E. Carrington, N. Mitic, L.R. Gahan, and L.W.B.M.C. Guddat Struct. Biol. 8 2008 6
- (2008) Struct. Biol. , vol.8 , pp. 6
- Schenk, G.¹ Elliott, T.W.² Leung, E.³ Carrington, L.E.⁴ Mitic, N.⁵ Gahan, L.R.⁶ Guddat, L.W.B.M.C.⁷

12
- 57749099012
- R.P. McGeary, P. Vella, J.Y.W. Mak, L.W. Guddat, and G. Schenk Bioorg. Med. Chem. Lett. 19 2009 163
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 163
- McGeary, R.P.¹ Vella, P.² Mak, J.Y.W.³ Guddat, L.W.⁴ Schenk, G.⁵

13
- 35348903857
- S. Zenger, K. Hollberg, J. Ljusberg, M. Norgard, B. Ek-Rylander, R. Kiviranta, and G. Andersson Bone 41 2007 820
- (2007) Bone , vol.41 , pp. 820
- Zenger, S.¹ Hollberg, K.² Ljusberg, J.³ Norgard, M.⁴ Ek-Rylander, B.⁵ Kiviranta, R.⁶ Andersson, G.⁷

14
- 0029154427
- C.F. Schwender, S.A. Beers, E. Malloy, K. Demarest, L. Minor, and K.H.W. Lau Bioorg. Med. Chem. Lett. 5 1995 1801
- (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 1801
- Schwender, C.F.¹ Beers, S.A.² Malloy, E.³ Demarest, K.⁴ Minor, L.⁵ Lau, K.H.W.⁶

15
- 0033759918
- G.W. Oddie, G. Schenk, N.Z. Angel, N. Walsh, L.W. Guddat, J. de Jersey, A.I. Cassady, S.E. Hamilton, and D.A. Hume Bone 27 2000 575
- (2000) Bone , vol.27 , pp. 575
- Oddie, G.W.¹ Schenk, G.² Angel, N.Z.³ Walsh, N.⁴ Guddat, L.W.⁵ De Jersey, J.⁶ Cassady, A.I.⁷ Hamilton, S.E.⁸ Hume, D.A.⁹

16
- 40849089780
- E. Leung, M. Teixeira, L.W. Guddat, N. Mitić, and G. Schenk Curr. Topics. Plant Biol. 8 2007 21
- (2007) Curr. Topics. Plant Biol. , vol.8 , pp. 21
- Leung, E.¹ Teixeira, M.² Guddat, L.W.³ Mitić, N.⁴ Schenk, G.⁵

17
- 0034732993
- G. Schenk, L.W. Guddat, Y. Ge, L.E. Carrington, D.A. Hume, S. Hamilton, and J. de Jersey Gene 250 2000 117
- (2000) Gene , vol.250 , pp. 117
- Schenk, G.¹ Guddat, L.W.² Ge, Y.³ Carrington, L.E.⁴ Hume, D.A.⁵ Hamilton, S.⁶ De Jersey, J.⁷

18
- 33646424363
- K.F. Mauck, and B.L. Clarke Mayo Clin. Proc. 81 2006 662
- (2006) Mayo Clin. Proc. , vol.81 , pp. 662
- Mauck, K.F.¹ Clarke, B.L.²

19
- 34147123172
- S. Boonen Bone 40 2007 S26
- (2007) Bone , vol.40 , pp. 26
- Boonen, S.¹

20
- 33750452295
- J.M. Halleen, S.L. Tiitinen, H. Ylipahkala, K.M. Fagerlund, and H.K. Väänänen Clin. Lab. 52 2006 499
- (2006) Clin. Lab. , vol.52 , pp. 499
- Halleen, J.M.¹ Tiitinen, S.L.² Ylipahkala, H.³ Fagerlund, K.M.⁴ Väänänen, H.K.⁵

21
- 79953872639
- P. Vella, R.P. McGeary, L.R. Gahan, and G. Schenk Curr. Enzyme Inhib. 6 2010 118
- (2010) Curr. Enzyme Inhib. , vol.6 , pp. 118
- Vella, P.¹ McGeary, R.P.² Gahan, L.R.³ Schenk, G.⁴

22
- 0037946792
- A.A. Reszka, and G.A. Rodan Curr. Rheumatol. Rep. 5 2003 65
- (2003) Curr. Rheumatol. Rep. , vol.5 , pp. 65
- Reszka, A.A.¹ Rodan, G.A.²

23
- 51349163043
- M.T. Drake, B.L. Clarke, and S. Khosla Mayo Clin. Proc. 83 2008 1032
- (2008) Mayo Clin. Proc. , vol.83 , pp. 1032
- Drake, M.T.¹ Clarke, B.L.² Khosla, S.³

24
- 31044432767
- L.G. Raisz J. Clin. Invest. 115 2005 3318
- (2005) J. Clin. Invest. , vol.115 , pp. 3318
- Raisz, L.G.¹

25
- 56349142989
- T.J. Martin, and E. Seeman Best Pract. Res. Clin. Endocrinol. Metab. 22 2008 701
- (2008) Best Pract. Res. Clin. Endocrinol. Metab. , vol.22 , pp. 701
- Martin, T.J.¹ Seeman, E.²

26
- 0024522703
- M. Zaidi, B. Moonga, D.W. Moss, and I. Macintyre Biochem. Biophys. Res. Commun. 159 1989 68
- (1989) Biochem. Biophys. Res. Commun. , vol.159 , pp. 68
- Zaidi, M.¹ Moonga, B.² Moss, D.W.³ Macintyre, I.⁴

27
- 0025010656
- B.S. Moonga, D.W. Moss, A. Patchell, and M. Zaidi J. Physiol. (Lond.) 429 1990 29
- (1990) J. Physiol. (Lond.) , vol.429 , pp. 29
- Moonga, B.S.¹ Moss, D.W.² Patchell, A.³ Zaidi, M.⁴

28
- 34247251341
- Y.L. Wang, and G. Andersson Arch. Biochem. Biophys. 461 2007 85
- (2007) Arch. Biochem. Biophys. , vol.461 , pp. 85
- Wang, Y.L.¹ Andersson, G.²

29
- 70450245264
- X.M. Lu, N. Su, J. Yang, W. Huang, C. Li, L. Zhao, Q.F. He, X.L. Du, Y. Shen, B. Chen, and L. Chen Biochem. Biophys. Res. Commun. 390 2009 494
- (2009) Biochem. Biophys. Res. Commun. , vol.390 , pp. 494
- Lu, X.M.¹ Su, N.² Yang, J.³ Huang, W.⁴ Li, C.⁵ Zhao, L.⁶ He, Q.F.⁷ Du, X.L.⁸ Shen, Y.⁹ Chen, B.¹⁰ Chen, L.¹¹

30
- 77649216532
- S. Hasegawa, T. Yonezawa, J.Y. Ahn, B.Y. Cha, T. Teruya, M. Takami, K. Yagasaki, K. Nagai, and J.T. Woo Biol. Pharm. Bull. 33 2010 487
- (2010) Biol. Pharm. Bull. , vol.33 , pp. 487
- Hasegawa, S.¹ Yonezawa, T.² Ahn, J.Y.³ Cha, B.Y.⁴ Teruya, T.⁵ Takami, M.⁶ Yagasaki, K.⁷ Nagai, K.⁸ Woo, J.T.⁹

31
- 33645068620
- S.L. Bonnick, and L. Shulman Am. J. Med. 119 2006 25S
- (2006) Am. J. Med. , vol.119
- Bonnick, S.L.¹ Shulman, L.²

32
- 0029851956
- A.R. Hayman, S.J. Jones, A. Boyde, D. Foster, W.H. Colledge, M.B. Carlton, M.J. Evans, and T.M. Cox Development 122 1996 3151
- (1996) Development , vol.122 , pp. 3151
- Hayman, A.R.¹ Jones, S.J.² Boyde, A.³ Foster, D.⁴ Colledge, W.H.⁵ Carlton, M.B.⁶ Evans, M.J.⁷ Cox, T.M.⁸

33
- 0033962845
- N.Z. Angel, N. Walsh, M.R. Forwood, M.C. Ostrowski, A.I. Cassady, and D.A. Hume J. Bone Miner. Res. 15 2000 103
- (2000) J. Bone Miner. Res. , vol.15 , pp. 103
- Angel, N.Z.¹ Walsh, N.² Forwood, M.R.³ Ostrowski, M.C.⁴ Cassady, A.I.⁵ Hume, D.A.⁶

34
- 1642545471
- M. Valizadeh, G. Schenk, K. Nash, G.W. Oddie, L.W. Guddat, D.A. Hume, J. de Jersey, T.R. Burke, and S. Hamilton Arch. Biochem. Biophys. 424 2004 154
- (2004) Arch. Biochem. Biophys. , vol.424 , pp. 154
- Valizadeh, M.¹ Schenk, G.² Nash, K.³ Oddie, G.W.⁴ Guddat, L.W.⁵ Hume, D.A.⁶ De Jersey, J.⁷ Burke, T.R.⁸ Hamilton, S.⁹

35
- 33845740664
- T.W. Elliott, N. Mitić, L.R. Gahan, L.W. Guddat, and G. Schenk J. Braz. Chem. Soc. 17 2006 1558
- (2006) J. Braz. Chem. Soc. , vol.17 , pp. 1558
- Elliott, T.W.¹ Mitić, N.² Gahan, L.R.³ Guddat, L.W.⁴ Schenk, G.⁵

36
- 0033520112
- M.W.H. Pinkse, M. Merkx, and B.A. Averill Biochemistry 38 1999 9926
- (1999) Biochemistry , vol.38 , pp. 9926
- Pinkse, M.W.H.¹ Merkx, M.² Averill, B.A.³

37
- 0032829740
- X. Wang, R.Y.N. Ho, A.K. Whiting, and L. Que Jr. J. Am. Chem. Soc. 121 1999 9235
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 9235
- Wang, X.¹ Ho, R.Y.N.² Whiting, A.K.³ Que Jr., L.⁴

38
- 0026472146
- D.C. Crans, C.M. Simone, R.C. Holz, and L. Que Biochemistry 31 1992 11731
- (1992) Biochemistry , vol.31 , pp. 11731
- Crans, D.C.¹ Simone, C.M.² Holz, R.C.³ Que, L.⁴

39
- 0026786986
- M.W. Crowder, J.B. Vincent, and B.A. Averill Biochemistry 31 1992 9603
- (1992) Biochemistry , vol.31 , pp. 9603
- Crowder, M.W.¹ Vincent, J.B.² Averill, B.A.³

40
- 0031011090
- J.K. Myers, S.M. Antonelli, and T.S. Widlanski J. Am. Chem. Soc. 119 1997 3163
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 3163
- Myers, J.K.¹ Antonelli, S.M.² Widlanski, T.S.³

41
- 0031572224
- K. Marshall, K. Nash, G. Haussman, I. Cassady, D. Hume, J. de Jersey, and S. Hamilton Arch. Biochem. Biophys. 345 1997 230
- (1997) Arch. Biochem. Biophys. , vol.345 , pp. 230
- Marshall, K.¹ Nash, K.² Haussman, G.³ Cassady, I.⁴ Hume, D.⁵ De Jersey, J.⁶ Hamilton, S.⁷

42
- 22044431724
- N. Sträter, B. Jasper, M. Scholte, B. Krebs, A.P. Duff, D.B. Langley, R. Han, B.A. Averill, H.C. Freeman, and J.M. Guss J. Mol. Biol. 351 2005 233
- (2005) J. Mol. Biol. , vol.351 , pp. 233
- Sträter, N.¹ Jasper, B.² Scholte, M.³ Krebs, B.⁴ Duff, A.P.⁵ Langley, D.B.⁶ Han, R.⁷ Averill, B.A.⁸ Freeman, H.C.⁹ Guss, J.M.¹⁰

43
- 0033565606
- L.W. Guddat, A.S. McAlpine, D. Hume, S. Hamilton, J. de Jersey, and J.L. Martin Structure 7 1999 757
- (1999) Structure , vol.7 , pp. 757
- Guddat, L.W.¹ McAlpine, A.S.² Hume, D.³ Hamilton, S.⁴ De Jersey, J.⁵ Martin, J.L.⁶

44
- 0029640070
- N. Sträter, T. Klabunde, P. Tucker, H. Witzel, and B. Krebs Science 268 1995 1489
- (1995) Science , vol.268 , pp. 1489
- Sträter, N.¹ Klabunde, T.² Tucker, P.³ Witzel, H.⁴ Krebs, B.⁵

45
- 0030596529
- T. Klabunde, N. Sträter, R. Fröhlich, H. Witzel, and B. Krebs J. Mol. Biol. 259 1996 737
- (1996) J. Mol. Biol. , vol.259 , pp. 737
- Klabunde, T.¹ Sträter, N.² Fröhlich, R.³ Witzel, H.⁴ Krebs, B.⁵

46
- 12244275973
- G. Schenk, L.R. Gahan, L.E. Carrington, N. Mitić, M. Valizadeh, S.E. Hamilton, J. de Jersey, and L.W. Guddat Proc. Natl. Acad. Sci. U.S.A. 102 2005 273
- (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 273
- Schenk, G.¹ Gahan, L.R.² Carrington, L.E.³ Mitić, N.⁴ Valizadeh, M.⁵ Hamilton, S.E.⁶ De Jersey, J.⁷ Guddat, L.W.⁸

47
- 0002032733
- J.L. Beck, L.A. McConachie, A.C. Summors, W.N. Arnold, J. de Jersey, and B. Zerner Biochim. Biophys. Acta 869 1986 61
- (1986) Biochim. Biophys. Acta , vol.869 , pp. 61
- Beck, J.L.¹ McConachie, L.A.² Summors, A.C.³ Arnold, W.N.⁴ De Jersey, J.⁵ Zerner, B.⁶

48
- 21344438396
- E.G. Funhoff, T.E. De Jongh, and B.A. Averill J. Biol. Inorg. Chem. 10 2005 550
- (2005) J. Biol. Inorg. Chem. , vol.10 , pp. 550
- Funhoff, E.G.¹ De Jongh, T.E.² Averill, B.A.³

49
- 79955555544
- [cited 2011 January 17th]
- Molegro Virtual Docker User Manual, http://www.molegro.com/. [cited 2011 January 17th].
- Molegro Virtual Docker User Manual

50
- 33846879379
- H. Fang, M.J. Fang, X.X. Liu, G. Tang, and Y.F. Zhao Heteroat. Chem 18 2007 9
- (2007) Heteroat. Chem , vol.18 , pp. 9
- Fang, H.¹ Fang, M.J.² Liu, X.X.³ Tang, G.⁴ Zhao, Y.F.⁵

51
- 15944409935
- B. Kaboudin, and K. Moradi Tetrahedron Lett. 46 2005 2989
- (2005) Tetrahedron Lett. , vol.46 , pp. 2989
- Kaboudin, B.¹ Moradi, K.²

52
- 64349087922
- W.M. Hussein, B.P. Ross, M.J. Landsberg, D. Levy, B. Hankamer, and R.P. McGeary J. Org. Chem. 74 2009 1473
- (2009) J. Org. Chem. , vol.74 , pp. 1473
- Hussein, W.M.¹ Ross, B.P.² Landsberg, M.J.³ Levy, D.⁴ Hankamer, B.⁵ McGeary, R.P.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.