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Volumn 63, Issue , 2013, Pages 468-473

Efficient synthesis of new (R)-2-amino-1-butanol derived ureas, thioureas and acylthioureas and in vitro evaluation of their antimycobacterial activity

(6) Dobrikov, Georgi M a Valcheva, Violeta b Nikolova, Yana a Ugrinova, Iva c Pasheva, Evdokia c Dimitrov, Vladimir a

a INSTITUTE OF ORGANIC CHEMISTRY (Bulgaria)

b INSTITUTE OF MICROBIOLOGY (Bulgaria)

c INSTITUTE OF MOLECULAR BIOLOGY (Bulgaria)

Author keywords

2 Amino 1 butanol; Acylthioureas; Antimycobacterial; Chiral; Ethambutol; Ureas

Indexed keywords

2 AMINOBUTANOL; ANTIMYCOBACTERIAL AGENT; UREA DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; CYTOTOXICITY TEST; DRUG SELECTIVITY; DRUG SYNTHESIS; EVALUATION; IC 50; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN;

ACYLATION; ANTI-BACTERIAL AGENTS; ANTITUBERCULAR AGENTS; CELL SURVIVAL; HEK293 CELLS; HUMANS; INHIBITORY CONCENTRATION 50; MICROBIAL SENSITIVITY TESTS; MODELS, CHEMICAL; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; THIOUREA; UREA;

EID: 84875068408 PISSN: 02235234 EISSN: 17683254 Source Type: Journal
DOI: 10.1016/j.ejmech.2013.02.034 Document Type: Article

Times cited : (29)

References (48)

1
- 33746867396
- The World Health Organization Global Tuberculosis Program, WHO 2003 http://www.who.int/gtb/
- (2003) The World Health Organization Global Tuberculosis Program, WHO

2
- 67349147683
- Global Tuberculosis Control-Epidemiology, Strategy, Financing, WHO Report 2009 http://www.who.int/tb/publications/global-report/2009/en/index.html
- (2009) Global Tuberculosis Control-Epidemiology, Strategy, Financing, WHO Report

3
- 0026734510
- S.W. Dooley, W.R. Jarvis, W.J. Marione, and D.E. Snider Jr. Ann. Intern. Med. 117 1992 257 259
- (1992) Ann. Intern. Med. , vol.117 , pp. 257-259
- Dooley, S.W.¹ Jarvis, W.R.² Marione, W.J.³ Snider, Jr.D.E.⁴

4
- 0028889845
- M.C. Raviglione, D.E. Snider Jr., and A. Kochi J. Am. Med. Assoc. 273 1995 220 226
- (1995) J. Am. Med. Assoc. , vol.273 , pp. 220-226
- Raviglione, M.C.¹ Snider, Jr.D.E.² Kochi, A.³

5
- 7844231314
- P. Farmer, J. Bayona, M. Becerra, J. Furin, C. Henry, H. Hiatt, J.Y. Kim, C. Mitnick, E. Nardell, and S. Shin Int. J. Tuberc. Lung Dis. 2 1998 869 876
- (1998) Int. J. Tuberc. Lung Dis. , vol.2 , pp. 869-876
- Farmer, P.¹ Bayona, J.² Becerra, M.³ Furin, J.⁴ Henry, C.⁵ Hiatt, H.⁶ Kim, J.Y.⁷ Mitnick, C.⁸ Nardell, E.⁹ Shin, S.¹⁰

6
- 84860454214
- WHO Report, Global Tuberculosis Control. http://www.who.int/tb/ publications/global-report/2011/gtbr11-full.pdf, 2011.
- (2011) WHO Report, Global Tuberculosis Control

7
- 39849103711
- R. Yendapally, and R.E. Lee Bioorg. Med. Chem. Lett. 18 2008 1607 1611
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 1607-1611
- Yendapally, R.¹ Lee, R.E.²

8
- 33750077287
- J. Liu, and H.P. Ren Anti-Infect. Agents Med. Chem. 5 2006 331 344
- (2006) Anti-Infect. Agents Med. Chem. , vol.5 , pp. 331-344
- Liu, J.¹ Ren, H.P.²

9
- 41149142847
- J.C. Rodríguez, I. Escribano, R.A. Gómez, E. García Pachón, A. Navarro, and G. Royo Anti-Infect. Agents Med. Chem. 7 2008 1 11
- (2008) Anti-Infect. Agents Med. Chem. , vol.7 , pp. 1-11
- Rodríguez, J.C.¹ Escribano, I.² Gómez, R.A.³ García Pachón, E.⁴ Navarro, A.⁵ Royo, G.⁶

10
- 44449127718
- A. Carta, S. Piras, M. Palomba, D. Jabes, P. Molicotti, and S. Zanetti Anti-Infect. Agents Med. Chem. 7 2008 134 137
- (2008) Anti-Infect. Agents Med. Chem. , vol.7 , pp. 134-137
- Carta, A.¹ Piras, S.² Palomba, M.³ Jabes, D.⁴ Molicotti, P.⁵ Zanetti, S.⁶

11
- 33744474575
- S.M. Jachak, and R. Jain Anti-Infect. Agents Med. Chem. 5 2006 123 133
- (2006) Anti-Infect. Agents Med. Chem. , vol.5 , pp. 123-133
- Jachak, S.M.¹ Jain, R.²

12
- 84892445184
- F.D. King, and G. Lawton Prog. Med. Chem. 45 2007 169 203
- (2007) Prog. Med. Chem. , vol.45 , pp. 169-203
- King, F.D.¹ Lawton, G.²

13
- 84860295215
- B. Villemagne, C. Crauste, M. Flipo, A.R. Baulard, B. Déprez, and N. Willand Eur. J. Med. Chem. 51 2012 1 16
- (2012) Eur. J. Med. Chem. , vol.51 , pp. 1-16
- Villemagne, B.¹ Crauste, C.² Flipo, M.³ Baulard, A.R.⁴ Déprez, B.⁵ Willand, N.⁶

14
- 84863421391
- R.P. Tripathi, S.S. Bisht, A. Ajay, A. Sharma, M. Misra, and M.Pd. Gupt Curr. Med. Chem. 19 2012 488 519
- (2012) Curr. Med. Chem. , vol.19 , pp. 488-519
- Tripathi, R.P.¹ Bisht, S.S.² Ajay, A.³ Sharma, A.⁴ Misra, M.⁵ Gupt, M.Pd.⁶

15
- 78649841071
- M. Chhabria, S. Patel, and M. Jani Anti-Infect. Agents Med. Chem. 9 2010 59 103
- (2010) Anti-Infect. Agents Med. Chem. , vol.9 , pp. 59-103
- Chhabria, M.¹ Patel, S.² Jani, M.³

16
- 0029589845
- R.E. Lee, K. Mikusova, P.J. Brennan, and G.S. Besra J. Am. Chem. Soc. 117 1995 11829 11832
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 11829-11832
- Lee, R.E.¹ Mikusova, K.² Brennan, P.J.³ Besra, G.S.⁴

17
- 34547782393
- J. Zhang, K.-H. Khoo, S.-W. Wu, and D. Chatterjee J. Am. Chem. Soc. 129 2007 9650 9662
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9650-9662
- Zhang, J.¹ Khoo, K.-H.² Wu, S.-W.³ Chatterjee, D.⁴

18
- 33744905360
- L.J. Alderwick, M. Seidel, H. Sahm, G.S. Besra, and L. Eggeling J. Biol. Chem. 281 2006 15653 15661
- (2006) J. Biol. Chem. , vol.281 , pp. 15653-15661
- Alderwick, L.J.¹ Seidel, M.² Sahm, H.³ Besra, G.S.⁴ Eggeling, L.⁵

19
- 0014022737
- R.G. Shepherd, C. Baughn, M.L. Cantrall, B. Goodstein, J.P. Thomas, and R.G. Wilkinson Ann. N. Y. Acad. Sci. 135 1966 686 710
- (1966) Ann. N. Y. Acad. Sci. , vol.135 , pp. 686-710
- Shepherd, R.G.¹ Baughn, C.² Cantrall, M.L.³ Goodstein, B.⁴ Thomas, J.P.⁵ Wilkinson, R.G.⁶

20
- 0035833023
- H. Häusler, R.P. Kawakami, E. Mlaker, W.B. Severn, and A.E. Stütz Bioorg. Med. Chem. Lett. 11 2001 1679 1681
- (2001) Bioorg. Med. Chem. Lett. , vol.11 , pp. 1679-1681
- Häusler, H.¹ Kawakami, R.P.² Mlaker, E.³ Severn, W.B.⁴ Stütz, A.E.⁵

21
- 0038700567
- R.E. Lee, M. Protopopova, E. Crooks, R.A. Slayden, M. Terrot, and C.E. Barry III J. Comb. Chem. 5 2003 172 187
- (2003) J. Comb. Chem. , vol.5 , pp. 172-187
- Lee, R.E.¹ Protopopova, M.² Crooks, E.³ Slayden, R.A.⁴ Terrot, M.⁵ Barry Iii, C.E.⁶

22
- 4544312369
- H.I.M. Boshoff, T.G. Myers, B.R. Copp, M.R. McNeil, M.A. Wilson, and C.E. Barry III J. Biol. Chem. 279 2004 40174 40184
- (2004) J. Biol. Chem. , vol.279 , pp. 40174-40184
- Boshoff, H.I.M.¹ Myers, T.G.² Copp, B.R.³ McNeil, M.R.⁴ Wilson, M.A.⁵ Barry Iii, C.E.⁶

23
- 0032813879
- R.C. Reynolds, N. Bansal, J. Rose, J. Friedrich, W.J. Suling, and J.A. Maddry Carbohydr. Res. 317 1999 164 179
- (1999) Carbohydr. Res. , vol.317 , pp. 164-179
- Reynolds, R.C.¹ Bansal, N.² Rose, J.³ Friedrich, J.⁴ Suling, W.J.⁵ Maddry, J.A.⁶

24
- 34248644872
- M. Protopopova, E. Bogatcheva, B. Nikonenko, S. Hundert, L. Einck, and C.A. Nacy Med. Chem. 3 2007 301 316
- (2007) Med. Chem. , vol.3 , pp. 301-316
- Protopopova, M.¹ Bogatcheva, E.² Nikonenko, B.³ Hundert, S.⁴ Einck, L.⁵ Nacy, C.A.⁶

25
- 84930542990
- K. Tahlan, and H.I. Boshoff Drugs Future 34 2009 739 748
- (2009) Drugs Future , vol.34 , pp. 739-748
- Tahlan, K.¹ Boshoff, H.I.²

26
- 84856011294
- G.M. Dobrikov, V. Valcheva, M. Stoilova-Disheva, G. Momekov, P. Tzvetkova, and V. Dimitrov Eur. J. Med. Chem. 48 2012 45 56
- (2012) Eur. J. Med. Chem. , vol.48 , pp. 45-56
- Dobrikov, G.M.¹ Valcheva, V.² Stoilova-Disheva, M.³ Momekov, G.⁴ Tzvetkova, P.⁵ Dimitrov, V.⁶

27
- 0001579134
- L. Doub, L.M. Richardson, D.R. Herbst, M.L. Black, O.L. Stevenson, L.L. Bambas, G.P. Youmans, and A.S. Youmans J. Am. Chem. Soc. 80 1958 2205 2217
- (1958) J. Am. Chem. Soc. , vol.80 , pp. 2205-2217
- Doub, L.¹ Richardson, L.M.² Herbst, D.R.³ Black, M.L.⁴ Stevenson, O.L.⁵ Bambas, L.L.⁶ Youmans, G.P.⁷ Youmans, A.S.⁸

28
- 0037019130
- S. Karakuş, and S. Rollas IL Farmaco 57 2002 577 581
- (2002) IL Farmaco , vol.57 , pp. 577-581
- Karakuş, S.¹ Rollas, S.²

29
- 34447542173
- D. Sriram, P. Yogeeswari, M. Dinakaran, and R. Thirumurugan J. Antimicrob. Chemother. 59 2007 1194 1196
- (2007) J. Antimicrob. Chemother. , vol.59 , pp. 1194-1196
- Sriram, D.¹ Yogeeswari, P.² Dinakaran, M.³ Thirumurugan, R.⁴

30
- 77955983311
- C. Nava-Zuazo, S. Estrada-Soto, J. Guerrero-Álvarez, I. León-Rivera, G. María Molina-Salinas, S. Said-Fernández, M. Jesús Chan-Bacab, R. Cedillo-Rivera, R. Moo-Puc, G. Mirón- López, and G. Navarrete-Vazquez Bioorg. Med. Chem. 18 2010 6398 6403
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 6398-6403
- Nava-Zuazo, C.¹ Estrada-Soto, S.² Guerrero-Álvarez, J.³ León-Rivera, I.⁴ María Molina-Salinas, G.⁵ Said-Fernández, S.⁶ Jesús Chan-Bacab, M.⁷ Cedillo-Rivera, R.⁸ Moo-Puc, R.⁹ Mirón- López, G.¹⁰ Navarrete-Vazquez, G.¹¹

31
- 0037871689
- N. Tewari, V.K. Tiwari, R.C. Mishra, R.P. Tripathi, A.K. Srivastava, R. Ahmad, R. Srivastava, and B.S. Srivastava Bioorg. Med. Chem. 11 2003 2911 2922
- (2003) Bioorg. Med. Chem. , vol.11 , pp. 2911-2922
- Tewari, N.¹ Tiwari, V.K.² Mishra, R.C.³ Tripathi, R.P.⁴ Srivastava, A.K.⁵ Ahmad, R.⁶ Srivastava, R.⁷ Srivastava, B.S.⁸

32
- 80052588394
- J.R. Brown, E.J. North, J.G. Hurdle, C. Morisseau, J.S. Scarborough, D. Sun, J. Korduláková, M.S. Scherman, V. Jones, A. Grzegorzewicz, R.M. Crew, M. Jackson, M.R. McNeil, and R.E. Lee Bioorg. Med. Chem. 19 2011 5585 5595
- (2011) Bioorg. Med. Chem. , vol.19 , pp. 5585-5595
- Brown, J.R.¹ North, E.J.² Hurdle, J.G.³ Morisseau, C.⁴ Scarborough, J.S.⁵ Sun, D.⁶ Korduláková, J.⁷ Scherman, M.S.⁸ Jones, V.⁹ Grzegorzewicz, A.¹⁰ Crew, R.M.¹¹ Jackson, M.¹² McNeil, M.R.¹³ Lee, R.E.¹⁴

33
- 0032930265
- B. Phetsuksiri, A.R. Baulard, A.M. Cooper, D.E. Minnikin, J.D. Douglas, G.S. Besra, and P.J. Brennan Antimicrob. Agents Chemother. 43 1999 1042 1051
- (1999) Antimicrob. Agents Chemother. , vol.43 , pp. 1042-1051
- Phetsuksiri, B.¹ Baulard, A.R.² Cooper, A.M.³ Minnikin, D.E.⁴ Douglas, J.D.⁵ Besra, G.S.⁶ Brennan, P.J.⁷

34
- 9144238713
- B. Phetsuksiri, M. Jackson, H. Scherman, M. McNeil, G.S. Besra, A.R. Baulard, R.A. Slayden, A.E. DeBarber, C.E. Barry III, M.S. Baird, D.C. Crick, and P.J. Brennan J. Biol. Chem. 278 2003 53123 53130
- (2003) J. Biol. Chem. , vol.278 , pp. 53123-53130
- Phetsuksiri, B.¹ Jackson, M.² Scherman, H.³ McNeil, M.⁴ Besra, G.S.⁵ Baulard, A.R.⁶ Slayden, R.A.⁷ Debarber, A.E.⁸ Barry Iii, C.E.⁹ Baird, M.S.¹⁰ Crick, D.C.¹¹ Brennan, P.J.¹²

35
- 70350765485
- S. Ananthan, E.R. Faaleolea, R.C. Goldman, J.V. Hobrath, C.D. Kwong, B.E. Laughon, J.A. Maddry, A. Mehta, L. Rasmussen, R.C. Reynolds, J.A. Secrist III, N. Shindo, D.N. Showe, M.I. Sosa, W.J. Suling, and E. Lucile White Tuberculosis 89 2009 334 353
- (2009) Tuberculosis , vol.89 , pp. 334-353
- Ananthan, S.¹ Faaleolea, E.R.² Goldman, R.C.³ Hobrath, J.V.⁴ Kwong, C.D.⁵ Laughon, B.E.⁶ Maddry, J.A.⁷ Mehta, A.⁸ Rasmussen, L.⁹ Reynolds, R.C.¹⁰ Secrist Iii, J.A.¹¹ Shindo, N.¹² Showe, D.N.¹³ Sosa, M.I.¹⁴ Suling, W.J.¹⁵ Lucile White, E.¹⁶

36
- 80052814263
- L.G. Dover, and G.D. Coxon J. Med. Chem. 54 2011 6157 6165
- (2011) J. Med. Chem. , vol.54 , pp. 6157-6165
- Dover, L.G.¹ Coxon, G.D.²

37
- 0003608469
- H. Najer, P. Chabrier, R. Giudicelli, J. Menin, and J. Duchemin Bull. Soc. Chim. Fr. 1959 1841 1844
- (1959) Bull. Soc. Chim. Fr. , pp. 1841-1844
- Najer, H.¹ Chabrier, P.² Giudicelli, R.³ Menin, J.⁴ Duchemin, J.⁵

38
- 0000100042
- T.H. Kim, and G.-J. Lee J. Org. Chem. 64 1999 2941 2943
- (1999) J. Org. Chem. , vol.64 , pp. 2941-2943
- Kim, T.H.¹ Lee, G.-J.²

39
- 0033034297
- T.H. Kim, G.-J. Lee, and M.-H. Cha Synth. Commun. 29 1999 2753 2758
- (1999) Synth. Commun. , vol.29 , pp. 2753-2758
- Kim, T.H.¹ Lee, G.-J.² Cha, M.-H.³

40
- 67651007178
- I. Zarzyka-Niemiec J. Appl. Polym. Sci. 114 2009 1141 1149
- (2009) J. Appl. Polym. Sci. , vol.114 , pp. 1141-1149
- Zarzyka-Niemiec, I.¹

41
- 0033574554
- T.H. Kim, and M.-H. Cha Tetrahedron Lett. 40 1999 3125 3128
- (1999) Tetrahedron Lett. , vol.40 , pp. 3125-3128
- Kim, T.H.¹ Cha, M.-H.²

42
- 79951515081
- H. Peng, Y. Liang, L. Chen, L. Fu, H. Wang, and H. He Bioorg. Med. Chem. Lett. 21 2011 1102 1104
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 1102-1104
- Peng, H.¹ Liang, Y.² Chen, L.³ Fu, L.⁴ Wang, H.⁵ He, H.⁶

43
- 60049087880
- G. Canetti, N. Rist, and J. Grosset Rev. Tuberc. Pneumol. 27 1963 217 272
- (1963) Rev. Tuberc. Pneumol. , vol.27 , pp. 217-272
- Canetti, G.¹ Rist, N.² Grosset, J.³

44
- 58149373974
- Micobacteria: Laboratory methods for testing drug sensitivity and resistance
- G. Canetti, S. Froman, J. Grosset, P. Hauduroy, M. Langerova, H.T. Mahler, G. Meissner, D.A. Mitchison, and L. Sula Micobacteria: laboratory methods for testing drug sensitivity and resistance Bull. WHO 29 1963 565 578
- (1963) Bull. WHO , vol.29 , pp. 565-578
- Canetti, G.¹ Froman, S.² Grosset, J.³ Hauduroy, P.⁴ Langerova, M.⁵ Mahler, H.T.⁶ Meissner, G.⁷ Mitchison, D.A.⁸ Sula, L.⁹

45
- 0014622610
- G. Canetti, W. Fox, A. Khomenko, H.T. Mahler, N.K. Menon, D.A. Mitchinson, N. Rist, and N.A. Smelev Bull. Org. Mond. Sante 41 1969 21 43
- (1969) Bull. Org. Mond. Sante , vol.41 , pp. 21-43
- Canetti, G.¹ Fox, W.² Khomenko, A.³ Mahler, H.T.⁴ Menon, N.K.⁵ Mitchinson, D.A.⁶ Rist, N.⁷ Smelev, N.A.⁸

46
- 0002395355
- Conventional methods for antimicrobial susceptibility testing of Mycobacterium tuberculosis
- I. Bastian, F. Portaels, Kluwer Academic Publishers Dordrecht, The Netherlands
- L. Heifets Conventional methods for antimicrobial susceptibility testing of Mycobacterium tuberculosis I. Bastian, F. Portaels, Multidrug-Resistant Tuberculosis 2000 Kluwer Academic Publishers Dordrecht, The Netherlands
- (2000) Multidrug-Resistant Tuberculosis
- Heifets, L.¹

47
- 84878610564
- Promega Corporation USA, Revised 12/99
- CellTiter 96 Non-Radioactive Cell Proliferation Assay, Technical Bulletin #TB112, Promega Corporation USA, Revised 12/99.
- CellTiter 96 Non-Radioactive Cell Proliferation Assay, Technical Bulletin #TB112

48
- 0021061819
- T. Mosmann J. Immunol. Methods 65 1983 55 63
- (1983) J. Immunol. Methods , vol.65 , pp. 55-63
- Mosmann, T.¹

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