SCOPUS 정보 검색 플랫폼

Volumn 70, Issue , 2013, Pages 143-153

Thiazole-aminopiperidine hybrid analogues: Design and synthesis of novel Mycobacterium tuberculosis GyrB inhibitors

(8) Jeankumar, Variam Ullas a Renuka, Janupally a Santosh, Peddi a Soni, Vijay a Sridevi, Jonnalagadda Padma a Suryadevara, Priyanka a Yogeeswari, Perumal a Sriram, Dharmarajan a

a BIRLA INSTITUTE OF TECHNOLOGY AND SCIENCE (India)

Author keywords

Amino piperidine; DNA gyrase; GyrB subunit; Thiazole; Tuberculosis

Indexed keywords

DNA TOPOISOMERASE (ATP HYDROLYSING) B; DNA TOPOISOMERASE INHIBITOR; ETHYL 4 [4 (BENZYLAMINO)PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 (BENZYLAMINO)PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 (BENZYLAMINO)PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(2,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(2,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(2,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(3,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(3,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(3,4 DICHLOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 FLUOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 FLUOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 FLUOROBENZYL)AMINO]PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 METHOXYBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 METHOXYBENZYL)AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [(4 METHOXYBENZYL)AMINO]PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[3 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[3 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (BENZYLOXY)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (BENZYLOXY)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (BENZYLOXY)BENZYL]AMINO]PIPERIDIN 1 YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 2 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1 YL] 2 (PYRIDIN 4 YL)THIAZOLE 5 CARBOXYLATE; ETHYL 4 [4 [[4 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; ETHYL 4 [4[3 (TRIFLUOROMETHYL)BENZYL]AMINO]PIPERIDIN 1YL] 2 PHENYLTHIAZOLE 5 CARBOXYLATE; PIPERIDINE DERIVATIVE; THIAZOLE DERIVATIVE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CRYSTAL STRUCTURE; DNA SUPERCOILING; DRUG CYTOTOXICITY; DRUG DESIGN; DRUG SYNTHESIS; HYDROGEN BOND; HYDROPHOBICITY; IC 50; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR HYBRIDIZATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN;

AMINO PIPERIDINE; DNA GYRASE; GYRB SUBUNIT; THIAZOLE; TUBERCULOSIS;

ANIMALS; ANTITUBERCULAR AGENTS; CELL LINE; CELL SURVIVAL; DNA GYRASE; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; MICE; MICROBIAL SENSITIVITY TESTS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; PIPERIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLES; TOPOISOMERASE II INHIBITORS;

EID: 84885747884 PISSN: 02235234 EISSN: 17683254 Source Type: Journal
DOI: 10.1016/j.ejmech.2013.09.025 Document Type: Article

Times cited : (62)

References (37)

1
- 0003481472
- (reviewed in February)
- Tuberculosis; fact sheet no. 104. World Health Organisation 2013 http://www.who.int/media centre/factsheets/fs104/en/ (reviewed in February)
- (2013) Tuberculosis; Fact Sheet No. 104. World Health Organisation

2
- 0003564812
- Oxford University Press Oxford
- A.D. Bates, and A. Maxwell DNA Topology 2005 Oxford University Press Oxford
- (2005) DNA Topology
- Bates, A.D.¹ Maxwell, A.²

3
- 67650046677
- P. Kaur, S. Agarwal, and S. Datta PLoS One 4 2009 e5923
- (2009) PLoS One , vol.4 , pp. 5923
- Kaur, P.¹ Agarwal, S.² Datta, S.³

4
- 11144239571
- C. Lazar, A. Kluczyk, T. Kiyota, and Y. Konishi J. Med. Chem. 47 2004 6973 6982
- (2004) J. Med. Chem. , vol.47 , pp. 6973-6982
- Lazar, C.¹ Kluczyk, A.² Kiyota, T.³ Konishi, Y.⁴

5
- 79954442213
- R. Maia, C. do, and C.A.M. Fraga Curr. Enzyme Inhib. 6 2010 171 182
- (2010) Curr. Enzyme Inhib. , vol.6 , pp. 171-182
- Maia, R.¹ Do, C.² Fraga, C.A.M.³

6
- 67649094515
- C.A.M. Fraga Exp. Opin. Drug Dis. 4 2009 605 609
- (2009) Exp. Opin. Drug Dis. , vol.4 , pp. 605-609
- Fraga, C.¹

7
- 34547484265
- C. Viegas junior, A. Danuello, V. da Silva Bolzani, E.J. Barreiro, and C.A.M. Fraga Chem. Med. Chem. 14 2007 1829 1850
- (2007) Chem. Med. Chem. , vol.14 , pp. 1829-1850
- Viegas Junior, C.¹ Danuello, A.² Da Silva Bolzani, V.³ Barreiro, E.J.⁴ Fraga, C.A.M.⁵

8
- 11844255399
- L.M. Lima, and E.J. Barreiro Curr. Med. Chem. 12 2005 23 49
- (2005) Curr. Med. Chem. , vol.12 , pp. 23-49
- Lima, L.M.¹ Barreiro, E.J.²

9
- 77249142404
- S.V. Frye Nat. Chem. Biol. 6 2010 159 161
- (2010) Nat. Chem. Biol. , vol.6 , pp. 159-161
- Frye, S.V.¹

10
- 34547484265
- C. Viegas-Junior, A. Danuello, V. da Silva Bolzani, E.J. Barreiro, and C.A.M. Fraga Curr. Med. Chem. 14 2007 1829 1852
- (2007) Curr. Med. Chem. , vol.14 , pp. 1829-1852
- Viegas-Junior, C.¹ Danuello, A.² Da Silva Bolzani, V.³ Barreiro, E.J.⁴ Fraga, C.A.M.⁵

11
- 84860299081
- S.R. Patpi, L. Pulipati, P. Yogeeswari, D. Sriram, N. Jain, B. Sridhar, R. Murthy, T. Anjana Devi, S.V. Kalivendi, and S. Kantevari J. Med. Chem. 55 2012 3911 3922
- (2012) J. Med. Chem. , vol.55 , pp. 3911-3922
- Patpi, S.R.¹ Pulipati, L.² Yogeeswari, P.³ Sriram, D.⁴ Jain, N.⁵ Sridhar, B.⁶ Murthy, R.⁷ Anjana Devi, T.⁸ Kalivendi, S.V.⁹ Kantevari, S.¹⁰

12
- 84870246519
- T. Yempala, D. Sriram, P. Yogeeswari, and S. Kantevari Bioorg. Med. Chem. Lett. 22 2012 7426 7430
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 7426-7430
- Yempala, T.¹ Sriram, D.² Yogeeswari, P.³ Kantevari, S.⁴

13
- 85067731189
- Washington, D.C., F1-2025
- O. Green, H. Ni, A. Singh, G. Walkup, N. Hales, A. Breeze, and A.E. Eakin 48th Annual Meeting of the Interscience Conference on Antimicrobial Agents and Chemotherapy October 25-28, 2008 Washington, D.C., F1-2025
- (2008) 48th Annual Meeting of the Interscience Conference on Antimicrobial Agents and Chemotherapy
- Green, O.¹ Ni, H.² Singh, A.³ Walkup, G.⁴ Hales, N.⁵ Breeze, A.⁶ Eakin, A.E.⁷

14
- 81255154494
- B.A. Sherer, K. Hull, O. Green, G. Basarab, S. Hauck, P. Hill, J.T. Loch, G. Mullen, S. Bist, J. Bryant, A. Boriack-Sjodin, J. Read, N. DeGrace, M. Uria-Nickelsen, R.N. Illingworth, and A.E. Eakin Bioorg. Med. Chem. Lett. 21 2011 7416 7420
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 7416-7420
- Sherer, B.A.¹ Hull, K.² Green, O.³ Basarab, G.⁴ Hauck, S.⁵ Hill, P.⁶ Loch, J.T.⁷ Mullen, G.⁸ Bist, S.⁹ Bryant, J.¹⁰ Boriack-Sjodin, A.¹¹ Read, J.¹² Degrace, N.¹³ Uria-Nickelsen, M.¹⁴ Illingworth, R.N.¹⁵ Eakin, A.E.¹⁶

15
- 77950865528
- S.M. Ronkin, M. Badia, S. Bellon, A.L. Grillot, C.H. Gross, T.H. Grossman, N. Mani, J.D. Parsons, D. Stamos, M. Trudeau, Y.Y. Wei, and P.S. Charifson Bioorg. Med. Chem. Lett. 20 2010 2828 2831
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 2828-2831
- Ronkin, S.M.¹ Badia, M.² Bellon, S.³ Grillot, A.L.⁴ Gross, C.H.⁵ Grossman, T.H.⁶ Mani, N.⁷ Parsons, J.D.⁸ Stamos, D.⁹ Trudeau, M.¹⁰ Wei, Y.Y.¹¹ Charifson, P.S.¹²

16
- 26844521517
- M. Oblak, S.G. Grdadolnik, M. Kotnik, R. Jerala, M. Filipic, and T. Solmajer Bioorg. Med. Chem. Lett. 15 2005 5207 5210
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 5207-5210
- Oblak, M.¹ Grdadolnik, S.G.² Kotnik, M.³ Jerala, R.⁴ Filipic, M.⁵ Solmajer, T.⁶

17
- 1642288258
- H.J. Boehm, M. Boehringer, D. Bur, H. Gmuender, W. Huber, W. Klaus, D. Kostrewa, H. Kuehne, T. Luebbers, and N. Meunier-Keller J. Med. Chem. 43 2000 2664 2674
- (2000) J. Med. Chem. , vol.43 , pp. 2664-2674
- Boehm, H.J.¹ Boehringer, M.² Bur, D.³ Gmuender, H.⁴ Huber, W.⁵ Klaus, W.⁶ Kostrewa, D.⁷ Kuehne, H.⁸ Luebbers, T.⁹ Meunier-Keller, N.¹⁰

18
- 51849112827
- P.S. Charifson, A.L. Grillot, T.H. Grossman, J.D. Parsons, M. Badia, S. Bellon, D.D. Deininger, J.E. Drumm, C.H. Gross, A. LeTiran, Y.S. Liao, N. Mani, D.P. Nicolau, E. Perola, S. Ronkin, D. Shannon, L.L. Swenson, Q. Tang, P.R. Tessier, S.K. Tian, M. Trudeau, T.S. Wang, Y.Y. Wei, H. Zhang, and D. Stamos J. Med. Chem. 51 2008 5243 5263
- (2008) J. Med. Chem. , vol.51 , pp. 5243-5263
- Charifson, P.S.¹ Grillot, A.L.² Grossman, T.H.³ Parsons, J.D.⁴ Badia, M.⁵ Bellon, S.⁶ Deininger, D.D.⁷ Drumm, J.E.⁸ Gross, C.H.⁹ Letiran, A.¹⁰ Liao, Y.S.¹¹ Mani, N.¹² Nicolau, D.P.¹³ Perola, E.¹⁴ Ronkin, S.¹⁵ Shannon, D.¹⁶ Swenson, L.L.¹⁷ Tang, Q.¹⁸ Tessier, P.R.¹⁹ Tian, S.K.²⁰ more..

19
- 84863956207
- I.J. Manchester, D.D. Dussault, A.J. Rose, A. Boriack-Sjodin, M. Uria-Nickelsen, G. Ioannidis, S. Bist, P. Fleming, and G.K. Hull Bioorg. Med. Chem. Lett. 22 2012 5150 5156
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 5150-5156
- Manchester, I.J.¹ Dussault, D.D.² Rose, A.J.³ Boriack-Sjodin, A.⁴ Uria-Nickelsen, M.⁵ Ioannidis, G.⁶ Bist, S.⁷ Fleming, P.⁸ Hull, G.K.⁹

20
- 84864268953
- M. Brvar, A. Perdih, M. Renko, G. Anderluh, D. Trrk, and T. Solmajer J. Med. Chem. 55 2012 6413 6426
- (2012) J. Med. Chem. , vol.55 , pp. 6413-6426
- Brvar, M.¹ Perdih, A.² Renko, M.³ Anderluh, G.⁴ Trrk, D.⁵ Solmajer, T.⁶

21
- 77955917935
- B.D. Bax, P.F. Chan, D.S. Eggleston, A. Fosberry, D.R. Gentry, F. Gorrec, I. Giordano, M.M. Hann, A. Hennessy, M. Hibbs, J. Huang, E. Jones, J. Jones, K.K. Brown, C.J. Lewis, E.W. May, M.R. Saunders, O. Singh, C.E. Spitzfaden, C. Shen, A. Shillings, A.J. Theobald, A. Wohlkonig, N.D. Pearson, and M.N. Gwynn Nature 466 2010 935 940
- (2010) Nature , vol.466 , pp. 935-940
- Bax, B.D.¹ Chan, P.F.² Eggleston, D.S.³ Fosberry, A.⁴ Gentry, D.R.⁵ Gorrec, F.⁶ Giordano, I.⁷ Hann, M.M.⁸ Hennessy, A.⁹ Hibbs, M.¹⁰ Huang, J.¹¹ Jones, E.¹² Jones, J.¹³ Brown, K.K.¹⁴ Lewis, C.J.¹⁵ May, E.W.¹⁶ Saunders, M.R.¹⁷ Singh, O.¹⁸ Spitzfaden, C.E.¹⁹ Shen, C.²⁰ more..

22
- 85067728070
- Washington D. C., Poster F1-2027
- K. Hull, O. Green, A, Sing, S. Bist, J. Demeritt, J. Loch, G. Mulled, S. Hauk, B. Sherer, H. Ni, and A.E. Eakin in: Presented at the 48th Interscience Conference on Antimicrobial Agents October 2008 Washington D. C., Poster F1-2027
- (2008) Presented at the 48th Interscience Conference on Antimicrobial Agents
- Hull, K.¹ Green, O.² Sing, A.³ Bist, S.⁴ Demeritt, J.⁵ Loch, J.⁶ Mulled, G.⁷ Hauk, S.⁸ Sherer, B.⁹ Ni, H.¹⁰ Eakin, A.E.¹¹

23
- 85067704920
- Washington D. C., Poster F1-2028
- R.N. Illingworth, M. Uria-Nickelsen, J. Bryant, and A.E. Eakin in: Presented at the 48th Interscience Conference on Antimicrobial Agents October 2008 Washington D. C., Poster F1-2028
- (2008) Presented at the 48th Interscience Conference on Antimicrobial Agents
- Illingworth, R.N.¹ Uria-Nickelsen, M.² Bryant, J.³ Eakin, A.E.⁴

24
- 80051932934
- B. Geng, J. Comita-Prevoir, J.C. Eyermann, F. Reck, and S. Fisher Bioorg. Med. Chem. Lett. 21 2011 5432 5435
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 5432-5435
- Geng, B.¹ Comita-Prevoir, J.² Eyermann, J.C.³ Reck, F.⁴ Fisher, S.⁵

25
- 85067708394
- 40th Union World Conference on Lung Health Cancun
- D. Barros Recent Advances in TB Drug Development-Novel MTB DNA Gyrase Inhibitors 2009 40th Union World Conference on Lung Health Cancun
- (2009) Recent Advances in TB Drug Development-Novel MTB DNA Gyrase Inhibitors
- Barros, D.¹

26
- 84875146874
- P.S. Shirude, P. Madhavapeddi, J.A. Tucker, K. Murugan, V. Patil, H. Basavarajappa, A.V. Raichurkar, V. Humnabadkar, S. Hussein, S. Sharma, V.K. Ramya, C.B. Narayan, T.S. Balganesh, and V.K. Sambandamurthy ACS Chem. Biol. 8 2013 519 523
- (2013) ACS Chem. Biol. , vol.8 , pp. 519-523
- Shirude, P.S.¹ Madhavapeddi, P.² Tucker, J.A.³ Murugan, K.⁴ Patil, V.⁵ Basavarajappa, H.⁶ Raichurkar, A.V.⁷ Humnabadkar, V.⁸ Hussein, S.⁹ Sharma, S.¹⁰ Ramya, V.K.¹¹ Narayan, C.B.¹² Balganesh, T.S.¹³ Sambandamurthy, V.K.¹⁴

27
- 0025835289
- F.A.J. Kerdesky, J.H. Holms, J.L. Moore, R.L. Bell, R.D. Dyer, G.W. Carter, and D.W. Brooks J. Med. Chem. 34 1991 2158 2165
- (1991) J. Med. Chem. , vol.34 , pp. 2158-2165
- Kerdesky, F.A.J.¹ Holms, J.H.² Moore, J.L.³ Bell, R.L.⁴ Dyer, R.D.⁵ Carter, G.W.⁶ Brooks, D.W.⁷

28
- 24344433207
- D. Sriram, P. Yogeeswari, J.S. Basha, D.R. Radha, and V. Nagaraja Bioorg. Med. Chem. 13 2005 5774 5778
- (2005) Bioorg. Med. Chem. , vol.13 , pp. 5774-5778
- Sriram, D.¹ Yogeeswari, P.² Basha, J.S.³ Radha, D.R.⁴ Nagaraja, V.⁵

29
- 33750124980
- R.A. Friesner, R.B. Murphy, M.P. Repasky, L.L. Frye, J.R. Greenwood, T.A. Halgren, P.C. Sanschagrin, and D.T. Mainz J. Med. Chem. 49 2006 6177 6196
- (2006) J. Med. Chem. , vol.49 , pp. 6177-6196
- Friesner, R.A.¹ Murphy, R.B.² Repasky, M.P.³ Frye, L.L.⁴ Greenwood, J.R.⁵ Halgren, T.A.⁶ Sanschagrin, P.C.⁷ Mainz, D.T.⁸

30
- 0031985277
- G.S. Franzbalu, S.R. Witzig, C.J. McLaughlin, P. Torres, G. Madico, A. Hernandez, T.M. Degnan, B.M. Cook, K.V. Quenzer, M.R. Ferguson, and H.R. Gilman J. Clin. Microbiol. 36 1998 362 366
- (1998) J. Clin. Microbiol. , vol.36 , pp. 362-366
- Franzbalu, G.S.¹ Witzig, S.R.² McLaughlin, C.J.³ Torres, P.⁴ Madico, G.⁵ Hernandez, A.⁶ Degnan, T.M.⁷ Cook, B.M.⁸ Quenzer, K.V.⁹ Ferguson, M.R.¹⁰ Gilman, H.R.¹¹

31
- 0023019005
- D. Gerlier, and N. Thomasset Immunol. Methods 94 1986 57 63
- (1986) Immunol. Methods , vol.94 , pp. 57-63
- Gerlier, D.¹ Thomasset, N.²

32
- 85067731813
- Schrödinger Suite 2012, Protein Preparation Wizard
- Schrödinger Suite 2012, Protein Preparation Wizard

33
- 84881482416
- Schrödinger, LLC New York, NY
- Epik Version 2.2 2012 Schrödinger, LLC New York, NY
- (2012) Epik Version 2.2

34
- 84881526107
- Schrödinger, LLC New York, NY
- Impact Version 5.7 2012 Schrödinger, LLC New York, NY
- (2012) Impact Version 5.7

35
- 84881513164
- Schrödinger, LLC New York, NY
- Prime Version 2.3 2012 Schrödinger, LLC New York, NY
- (2012) Prime Version 2.3

36
- 84875224352
- R.K. Kar, P. Suryadevara, B.R. Sahoo, G.C. Sahoo, M.R. Dikhit, and P. Das SAR QSAR Environ. Res. 24 2013 215 234
- (2013) SAR QSAR Environ. Res. , vol.24 , pp. 215-234
- Kar, R.K.¹ Suryadevara, P.² Sahoo, B.R.³ Sahoo, G.C.⁴ Dikhit, M.R.⁵ Das, P.⁶

37
- 84871718023
- Schrödinger, LLC New York, NY
- Glide, Version 5.8 2012 Schrödinger, LLC New York, NY
- (2012) Glide, Version 5.8

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.