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Volumn 19, Issue 16, 2011, Pages 4935-4952

Design of HIV-1 integrase inhibitors targeting the catalytic domain as well as its interaction with LEDGF/p75: A scaffold hopping approach using salicylate and catechol groups

(10) Fan, Xing a Zhang, Feng Hua a Al Safi, Rasha I b Zeng, Li Fan a Shabaik, Yumna b Debnath, Bikash b Sanchez, Tino W b Odde, Srinivas b Neamati, Nouri b Long, Ya Qiu a

a SHANGHAI INSTITUTE OF MATERIA MEDICA (China)

b UNIVERSITY OF SOUTHERN CALIFORNIA (United States)

Author keywords

2,3 Dihydroxybenzamide; 3 Process; Chelation; HIV 1 integrase inhibitors; LEDGF p75; Strand transfer

Indexed keywords

2 (4 FLUOROBENZYLOXY) 6 HYDROXYBENZOATE; 2 (4 FLUOROBENZYLOXY) N,6 DIHYDROXYBENZAMIDE; 2 (BENZYLOXY) 6 HYDROXYBENZOATE; 2 [(NAPHTHALEN 2 YL)METHOXY] 6 HYDROXYBENZOIC ACID; 2,3 DIHYDROXY N (NAPHTHALEN 1 YLMETHYL)BENZAMIDE; 2,3 DIHYDROXYBENZAMIDE; 3 (4 FLUOROBENZYLOXY) 2 HYDROXYBENZOIC ACID; 3 (4 FLUOROBENZYLOXY) N,2 DIHYDROXYBENZAMIDE; 3 (BENZYLOXY) 2 HYDROXYBENZOIC ACID; 3 (BENZYLOXY) N (4 FLUOROBENZYL) 2 HYDROXYBENZAMIDE; 3 [(NAPHTHALEN 2 YL)METHOXY] 2 HYDROXYBENZOIC ACID; 4 (4 FLUOROBENZYLOXY) 2 HYDROXYBENZOIC ACID; 4 (4 FLUOROBENZYLOXY) N,2 DIHYDROXYBENZAMIDE; 4 (BENZYLOXY) 2 HYDROXYBENZOIC ACID; 5 (4 FLUOROBENZYLOXY) 2 HYDROXYBENZOIC ACID; 5 (4 FLUOROBENZYLOXY) N,2 DIHYDROXYBENZAMIDE; 5 (BENZYLOXY) 2 HYDROXYBENZOIC ACID; BENZAMIDE DERIVATIVE; CATECHOL; INTEGRASE INHIBITOR; LENS EPITHELIUM DERIVED GROWTH FACTOR; MAGNESIUM ION; METHYL 2 (4 FLUOROBENZYLOXY) 6 HYDROXYBENZOATE; METHYL 2 (BENZYLOXY) 6 HYDROXYBENZOATE; METHYL 2 [(NAPHTHALEN 3 YL)METHOXY] 6 HYDROXYBENZOATE; N (3,4 DIFLUOROBENZYL) 2,3 DIHYDROXYBENZAMIDE; N (4 FLUOROBENZYL) 2,3 DIHYDROXYBENZAMIDE; N [(1H INDOL 5 YL)METHYL] 2,3 DIHYDROXYBENZAMIDE; SALICYLIC ACID; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; BINDING SITE; CATALYSIS; CHELATION; CHEMICAL MODIFICATION; CONTROLLED STUDY; DRUG BINDING SITE; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; ENZYME ACTIVE SITE; ENZYME INHIBITION; HUMAN; HUMAN CELL; IC 50; MOLECULAR MODEL; PHARMACOPHORE; PROTEIN DOMAIN; PROTEIN PROTEIN INTERACTION; STRUCTURE ACTIVITY RELATION;

ADAPTOR PROTEINS, SIGNAL TRANSDUCING; ANTIVIRAL AGENTS; CATALYTIC DOMAIN; CATECHOLS; CELL LINE, TUMOR; DRUG DESIGN; DRUG RESISTANCE, MULTIPLE, VIRAL; DRUG SCREENING ASSAYS, ANTITUMOR; HIV INTEGRASE INHIBITORS; HIV-1; HUMANS; METALS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MOLECULAR TARGETED THERAPY; RECEPTOR, NERVE GROWTH FACTOR; SALICYLATES; TRANSCRIPTION FACTORS;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 79961170232 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2011.06.058 Document Type: Article

Times cited : (46)

References (35)

1
- 0001363865
- Integration
- J.M. Coffin, S.H. Hughes, H.E. Varmus, Cold Spring Harbor Laboratory Press Cold Spring Harbor, NY
- P.O. Brown Integration J.M. Coffin, S.H. Hughes, H.E. Varmus, Retroviruses 1997 Cold Spring Harbor Laboratory Press Cold Spring Harbor, NY 161
- (1997) Retroviruses , pp. 161
- Brown, P.O.¹

2
- 0004289454
- VCH
- J.A. Cowan The Biological Chemistry of Magnesium 1995 VCH
- (1995) The Biological Chemistry of Magnesium
- Cowan, J.A.¹

3
- 0037137602
- N. Neamati, Z. Lin, R.G. Karki, A. Orr, K. Cowansage, D. Strumberg, G.C. Pais, J.H. Voigt, M.C. Nicklaus, H.E. Winslow, H. Zhao, J.A. Turpin, J. Yi, A.M. Skalka, T.R. Burke Jr., and Y. Pommier J. Med. Chem. 45 2002 5661
- (2002) J. Med. Chem. , vol.45 , pp. 5661
- Neamati, N.¹ Lin, Z.² Karki, R.G.³ Orr, A.⁴ Cowansage, K.⁵ Strumberg, D.⁶ Pais, G.C.⁷ Voigt, J.H.⁸ Nicklaus, M.C.⁹ Winslow, H.E.¹⁰ Zhao, H.¹¹ Turpin, J.A.¹² Yi, J.¹³ Skalka, A.M.¹⁴ Burke, Jr.T.R.¹⁵ Pommier, Y.¹⁶

4
- 56849131000
- B.A. Johns, and A.C. Svolto Expert Opin. Ther. Pat. 18 2008 1225
- (2008) Expert Opin. Ther. Pat. , vol.18 , pp. 1225
- Johns, B.A.¹ Svolto, A.C.²

5
- 34248149444
- R. Dayam, L.Q. Al-Mawsawi, and N. Neamati Drugs R D 8 2007 155
- (2007) Drugs R D , vol.8 , pp. 155
- Dayam, R.¹ Al-Mawsawi, L.Q.² Neamati, N.³

6
- 40949161366
- T.H. Evering, and M. Markowitz Expert Opin. Investig. Drugs 17 2008 413
- (2008) Expert Opin. Investig. Drugs , vol.17 , pp. 413
- Evering, T.H.¹ Markowitz, M.²

7
- 34447548922
- V. Nair, and G. Chi Rev. Med. Virol. 17 2007 277
- (2007) Rev. Med. Virol. , vol.17 , pp. 277
- Nair, V.¹ Chi, G.²

8
- 77955612452
- K. Ramkumar, E. Serrao, S. Odde, and N. Neamati Med. Res. Rev. 30 2010 890
- (2010) Med. Res. Rev. , vol.30 , pp. 890
- Ramkumar, K.¹ Serrao, E.² Odde, S.³ Neamati, N.⁴

9
- 0030946320
- H. Zhao, N. Neamati, S. Sunder, H. Hong, S. Wang, G.W. Milne, Y. Pommier, and T.R. Burke Jr. J. Med. Chem. 40 1997 937
- (1997) J. Med. Chem. , vol.40 , pp. 937
- Zhao, H.¹ Neamati, N.² Sunder, S.³ Hong, H.⁴ Wang, S.⁵ Milne, G.W.⁶ Pommier, Y.⁷ Burke, Jr.T.R.⁸

10
- 14444276046
- N. Neamati, H. Hong, J.M. Owen, S. Sunder, H.E. Winslow, J.L. Christensen, H. Zhao, T.R. Burke Jr., G.W. Milne, and Y. Pommier J. Med. Chem. 41 1998 3202
- (1998) J. Med. Chem. , vol.41 , pp. 3202
- Neamati, N.¹ Hong, H.² Owen, J.M.³ Sunder, S.⁴ Winslow, H.E.⁵ Christensen, J.L.⁶ Zhao, H.⁷ Burke, Jr.T.R.⁸ Milne, G.W.⁹ Pommier, Y.¹⁰

11
- 0033813928
- Y. Pommer, C. Marchand, and N. Neamati Antiviral Res. 47 2000 139
- (2000) Antiviral Res. , vol.47 , pp. 139
- Pommer, Y.¹ Marchand, C.² Neamati, N.³

12
- 35649023179
- L.Q. Al-Mawasawi, R. Dayam, L. Their, M. Witvrouw, Z. Debyser, and N. Neamati Bioorg. Med. Chem. Lett. 17 2007 6472
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 6472
- Al-Mawasawi, L.Q.¹ Dayam, R.² Their, L.³ Witvrouw, M.⁴ Debyser, Z.⁵ Neamati, N.⁶

13
- 38349107592
- X.Z. Zhao, E.A. Semenova, B.C. Vu, K. Maddali, C. Marchand, S.H. Hughes, Y. Pommier, and T.R. Burke Jr. J. Med. Chem. 51 2008 251
- (2008) J. Med. Chem. , vol.51 , pp. 251
- Zhao, X.Z.¹ Semenova, E.A.² Vu, B.C.³ Maddali, K.⁴ Marchand, C.⁵ Hughes, S.H.⁶ Pommier, Y.⁷ Burke, Jr.T.R.⁸

14
- 65249180642
- D. Hazuda, M. Iwamoto, and L. Wenning Annu. Rev. Pharmacol. Toxicol. 49 2009 377
- (2009) Annu. Rev. Pharmacol. Toxicol. , vol.49 , pp. 377
- Hazuda, D.¹ Iwamoto, M.² Wenning, L.³

15
- 0030576651
- C. Stanwell, B. Ye, S.H. Yuspa, and T.R. Burke Jr. Biochem. Pharmacol. 52 1996 475
- (1996) Biochem. Pharmacol. , vol.52 , pp. 475
- Stanwell, C.¹ Ye, B.² Yuspa, S.H.³ Burke, Jr.T.R.⁴

16
- 37249062449
- D.M. Himmel, S.G. Sarafianos, S. Dharmasena, M.M. Hossain, K. McCoy-Simandle, T. Ilina, A.D. Clark, J.L. Knight, J.G. Julias, P.K. Clark, K. Krogh-Jespersen, R.M. Levy, S.H. Hughes, M.A. Parniak, and E.A.C.S. Arnold Chem. Biol. 1 2006 702
- (2006) Chem. Biol. , vol.1 , pp. 702
- Himmel, D.M.¹ Sarafianos, S.G.² Dharmasena, S.³ Hossain, M.M.⁴ McCoy-Simandle, K.⁵ Ilina, T.⁶ Clark, A.D.⁷ Knight, J.L.⁸ Julias, J.G.⁹ Clark, P.K.¹⁰ Krogh-Jespersen, K.¹¹ Levy, R.M.¹² Hughes, S.H.¹³ Parniak, M.A.¹⁴ Arnold, E.A.C.S.¹⁵

17
- 45849144749
- P. Kovacic J. Recept. Signal Transduct. 28 2008 141
- (2008) J. Recept. Signal Transduct. , vol.28 , pp. 141
- Kovacic, P.¹

18
- 79251545504
- L.Q. Al-Mawsawi, and N. Neamati ChemMedChem 6 2011 228
- (2011) ChemMedChem , vol.6 , pp. 228
- Al-Mawsawi, L.Q.¹ Neamati, N.²

19
- 70949102509
- M.B. Plewe, S.L. Butler, K.R. Dress, Q. Hu, T.W. Johnson, J.E. Kuehler, A. Kuki, H. Lam, W. Liu, D. Nowlin, Q. Peng, S.V. Rahavendran, S.P. Tanis, K.T. Tran, H. Wang, A. Yang, and J. Zhang J. Med. Chem. 52 2009 7211
- (2009) J. Med. Chem. , vol.52 , pp. 7211
- Plewe, M.B.¹ Butler, S.L.² Dress, K.R.³ Hu, Q.⁴ Johnson, T.W.⁵ Kuehler, J.E.⁶ Kuki, A.⁷ Lam, H.⁸ Liu, W.⁹ Nowlin, D.¹⁰ Peng, Q.¹¹ Rahavendran, S.V.¹² Tanis, S.P.¹³ Tran, K.T.¹⁴ Wang, H.¹⁵ Yang, A.¹⁶ Zhang, J.¹⁷

20
- 28644443483
- A. Ciuff, M. Llano, E. Poeschla, C. Hoffmann, J. Leipzig, P. Shinn, J.R. Ecker, and F. Bushman Nat. Med. 11 2005 1287
- (2005) Nat. Med. , vol.11 , pp. 1287
- Ciuff, A.¹ Llano, M.² Poeschla, E.³ Hoffmann, C.⁴ Leipzig, J.⁵ Shinn, P.⁶ Ecker, J.R.⁷ Bushman, F.⁸

21
- 34047200871
- A. Hombrouck, J. De Rijck, J. Hendrix, L. Vandekerckhove, A. Voet, M. De Maeyer, M. Witvrouw, Y. Engelborghs, F. Christ, R. Gijsbers, and Z. Debyser PLoS Pathog. 3 2007 e47
- (2007) PLoS Pathog. , vol.3 , pp. 47
- Hombrouck, A.¹ De Rijck, J.² Hendrix, J.³ Vandekerckhove, L.⁴ Voet, A.⁵ De Maeyer, M.⁶ Witvrouw, M.⁷ Engelborghs, Y.⁸ Christ, F.⁹ Gijsbers, R.¹⁰ Debyser, Z.¹¹

22
- 73849100308
- J.A. Garcia-Rivera, M.T. Bueno, E. Morales, J.R. Kugelman, D.F. Rodriguez, and M. Llano J. Virol. 84 2010 740
- (2010) J. Virol. , vol.84 , pp. 740
- Garcia-Rivera, J.A.¹ Bueno, M.T.² Morales, E.³ Kugelman, J.R.⁴ Rodriguez, D.F.⁵ Llano, M.⁶

23
- 77952553431
- F. Christ, A. Voet, A. Marchand, S. Nicole, B.A. Desimmie, D. Marchand, D. Bardiot, N.J. Van der Veken, B. Van Remoortel, S.V. Strelkov, M. De Maeyer, P. Chaltin, and Z. Debyser Nat. Chem. Biol. 6 2010 442
- (2010) Nat. Chem. Biol. , vol.6 , pp. 442
- Christ, F.¹ Voet, A.² Marchand, A.³ Nicole, S.⁴ Desimmie, B.A.⁵ Marchand, D.⁶ Bardiot, D.⁷ Van Der Veken, N.J.⁸ Van Remoortel, B.⁹ Strelkov, S.V.¹⁰ De Maeyer, M.¹¹ Chaltin, P.¹² Debyser, Z.¹³

24
- 68149149956
- L. De Luca, M.L. Barreca, S. Ferro, F. Christ, N. Iraci, R. Gitto, M.M. Monforte, Z. Debyser, and A. Chimirr ChemMedChem 4 2009 1311
- (2009) ChemMedChem , vol.4 , pp. 1311
- De Luca, L.¹ Barreca, M.L.² Ferro, S.³ Christ, F.⁴ Iraci, N.⁵ Gitto, R.⁶ Monforte, M.M.⁷ Debyser, Z.⁸ Chimirr, A.⁹

25
- 77958015795
- L. De Luca, S. Ferro, R. Gitto, M.L. Barreca, S. Agnello, F. Christ, Z. Debyser, and A. Chimirri Bioorg. Med. Chem. 18 2010 7515
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 7515
- De Luca, L.¹ Ferro, S.² Gitto, R.³ Barreca, M.L.⁴ Agnello, S.⁵ Christ, F.⁶ Debyser, Z.⁷ Chimirri, A.⁸

26
- 50149096422
- L. Du, Y. Zhao, J. Chen, L. Yang, Y. Zheng, Y. Tang, X. Shen, and H. Jiang Biochem. Biophys. Res. Commun. 375 2008 139
- (2008) Biochem. Biophys. Res. Commun. , vol.375 , pp. 139
- Du, L.¹ Zhao, Y.² Chen, J.³ Yang, L.⁴ Zheng, Y.⁵ Tang, Y.⁶ Shen, X.⁷ Jiang, H.⁸

27
- 28444445583
- P. Cherepanov, A.L. Ambrosio, S. Rahman, T. Ellenberger, and A. Engelman Proc. Natl. Acad. Sci. U.S.A. 102 2005 17308
- (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 17308
- Cherepanov, P.¹ Ambrosio, A.L.² Rahman, S.³ Ellenberger, T.⁴ Engelman, A.⁵

28
- 77949365510
- S. Hare, S.S. Gupta, E. Valkov, A. Engelman, and P. Cherepanov Nature 464 2010 232
- (2010) Nature , vol.464 , pp. 232
- Hare, S.¹ Gupta, S.S.² Valkov, E.³ Engelman, A.⁴ Cherepanov, P.⁵

29
- 1642310340
- T.A. Halgren, R.B. Murphy, R.A. Friesner, H.S. Beard, L.L. Frye, W.T. Pollard, and J.L. Banks J. Med. Chem. 47 2004 1750
- (2004) J. Med. Chem. , vol.47 , pp. 1750
- Halgren, T.A.¹ Murphy, R.B.² Friesner, R.A.³ Beard, H.S.⁴ Frye, L.L.⁵ Pollard, W.T.⁶ Banks, J.L.⁷

30
- 12144289984
- R.A. Friesner, J.L. Banks, R.B. Murphy, T.A. Halgren, J.J. Klicic, D.T. Mainz, M.P. Repasky, E.H. Knoll, M. Shelley, J.K. Perry, and D.E. Shaw J. Med. Chem. 47 2004 1739
- (2004) J. Med. Chem. , vol.47 , pp. 1739
- Friesner, R.A.¹ Banks, J.L.² Murphy, R.B.³ Halgren, T.A.⁴ Klicic, J.J.⁵ Mainz, D.T.⁶ Repasky, M.P.⁷ Knoll, E.H.⁸ Shelley, M.⁹ Perry, J.K.¹⁰ Shaw, D.E.¹¹

31
- 78650533230
- S. Hare, A.M. Vos, R.F. Clayton, J.W. Thuring, M.D. Cummings, and P. Cherepanov Proc. Natl. Acad. Sci. U.S.A. 107 2010 20057 20062
- (2010) Proc. Natl. Acad. Sci. U.S.A. , vol.107 , pp. 20057-20062
- Hare, S.¹ Vos, A.M.² Clayton, R.F.³ Thuring, J.W.⁴ Cummings, M.D.⁵ Cherepanov, P.⁶

32
- 77957670046
- L. Krishnan, X. Li, H.L. Naraharisetty, S. Hare, P. Cherepanov, and A. Engelman Proc. Natl. Acad. Sci. U.S.A. 107 2010 15910
- (2010) Proc. Natl. Acad. Sci. U.S.A. , vol.107 , pp. 15910
- Krishnan, L.¹ Li, X.² Naraharisetty, H.L.³ Hare, S.⁴ Cherepanov, P.⁵ Engelman, A.⁶

33
- 84857233338
- Prime Schrödinger LLC, New York, NY
- Prime version 2.2 2010 Schrödinger LLC, New York, NY
- (2010) Version 2.2

34
- 84857236540
- MacroModel Schrödinger LLC, New York, NY
- MacroModel version 9.8 2010 Schrödinger LLC, New York, NY
- (2010) Version 9.8

35
- 0000243829
- R.A. Laskowski, M.W. MacArthur, D.S. Moss, and J.M. Thornton J. Appl. Crystallogr. 26 1993 283
- (1993) J. Appl. Crystallogr. , vol.26 , pp. 283
- Laskowski, R.A.¹ MacArthur, M.W.² Moss, D.S.³ Thornton, J.M.⁴

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