SCOPUS 정보 검색 플랫폼

Volumn 20, Issue 20, 2012, Pages 6063-6072

Antitubercular nitrofuran isoxazolines with improved pharmacokinetic properties

(14) Rakesh, a Bruhn, David a Madhura, Dora B b Maddox, Marcus a Lee, Robin B a Trivedi, Ashit b Yang, Lei a Scherman, Michael S c Gilliland, Janet C c Gruppo, Veronica c McNeil, Michael R c Lenaerts, Anne J c Meibohm, Bernd b Lee, Richard E a

a ST JUDE CHILDREN S RESEARCH HOSPITAL (United States)

b UNIVERSITY OF TENNESSEE HEALTH SCIENCE CENTER (United States)

c Department of Environmental and Radiological Health Sciences (United States)

Author keywords

Antibiotic; Isoxazoline; Nitroaromatic; Nitrofuran; Tuberculosis

Indexed keywords

1 (2 FLUORO 4 VINYLPHENYL) 4 METHYLPIPERAZIN 2 ONE; 1 [2 FLUORO 4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL] 4 METHYLPIPERAZIN 2 ONE; 1 BROMO 2 FLUORO VINYLBENZENE; 2 BROMO 5 VINYLPYRIDINE; 3 (5 NITROFURAN 2 YL) 5 (4 THIOMORPHOLINOPHENYL) 4,5 DIHYDROISOXAZOLE; 4 (2 FLUORO 4 VINYLPHENYL)MORPHOLINE; 4 (2 FLUORO VINYLPHENYL)MORPHOLIN 3 ONE; 4 (4 VINYLPHENYL)MORPHOLIN 3 ONE; 4 (4 VINYLPHENYL)MORPHOLINE; 4 (4 VINYLPHENYL)THIOMORPHOLINE; 4 (5 VINYLPHENYL 2 YL)MORPHOLIN 3 ONE; 4 (5 VINYLPYRIDIN 2 YL)MORPHOLINE; 4 [2 FLUORO 4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL]MORPHOLIN 3 ONE; 4 [2 FLUORO 4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL]MORPHOLINE; 4 [4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL]MORPHOLIN 3 ONE; 4 [4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL]MORPHOLINE; 4 [4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOLE 5 YL]PHENYL]THIOMORPHOLINE 1 OXIDE; 4 [5 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PYRIDIN 2 YL]MORPHOLIN 3 ONE; 4 [5 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PYRIDIN 2 YL]MORPHOLINE; 4 METHYL 1 (4 VINYLPHENYL)PIPERAZIN 2 ONE; 4 METHYL 1 (5 VINYLPYRIDIN 2 YL)PIPERAZIN 2 ONE; 4 METHYL 1 [4 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PHENYL]PIPERAZIN 2 ONE; 4 METHYL 1 [5 [3 (5 NITROFURAN 2 YL) 4,5 DIHYDROISOXAZOL 5 YL]PYRIDIN 2 YL]PIPERAZIN 2 ONE; ISOXAZOLINE DERIVATIVE; LINEZOLID; MORPHOLINE; NITROFURAN DERIVATIVE; OFLOXACIN; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTITUBERCULOSIS ACTIVITY; ARTICLE; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG HALF LIFE; DRUG PENETRATION; DRUG PROTEIN BINDING; DRUG SOLUBILITY; DRUG SYNTHESIS; DRUG TOLERABILITY; HUMAN; IN VITRO STUDY; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN;

ANIMALS; ANTITUBERCULAR AGENTS; CACO-2 CELLS; CELL SURVIVAL; HALF-LIFE; HUMANS; ISOXAZOLES; MICE; MICROBIAL SENSITIVITY TESTS; MICROSOMES; MYCOBACTERIUM TUBERCULOSIS; NITROFURANS; RATS; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

BACTERIA (MICROORGANISMS); MYCOBACTERIUM TUBERCULOSIS; NEGIBACTERIA; POSIBACTERIA;

EID: 84866889588 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2012.08.023 Document Type: Article

Times cited : (40)

References (29)

1
- 0023761465
- A.J. Bailer J. Pharmacokinet. Biopharm. 16 1988 303
- (1988) J. Pharmacokinet. Biopharm. , vol.16 , pp. 303
- Bailer, A.J.¹

2
- 0038471208
- D. Yee, C. Valiquette, M. Pelletier, I. Parisien, I. Rocher, and D. Menzies Am. J. Respir. Crit. Care Med. 167 2003 1472
- (2003) Am. J. Respir. Crit. Care Med. , vol.167 , pp. 1472
- Yee, D.¹ Valiquette, C.² Pelletier, M.³ Parisien, I.⁴ Rocher, I.⁵ Menzies, D.⁶

3
- 57149099588
- R. Singh, U. Manjunatha, H.I. Boshoff, Y.H. Ha, P. Niyomrattanakit, R. Ledwidge, C.S. Dowd, I.Y. Lee, P. Kim, L. Zhang, S. Kang, T.H. Keller, J. Jiricek, and C.E. Barry 3rd Science 322 2008 1392
- (2008) Science , vol.322 , pp. 1392
- Singh, R.¹ Manjunatha, U.² Boshoff, H.I.³ Ha, Y.H.⁴ Niyomrattanakit, P.⁵ Ledwidge, R.⁶ Dowd, C.S.⁷ Lee, I.Y.⁸ Kim, P.⁹ Zhang, L.¹⁰ Kang, S.¹¹ Keller, T.H.¹² Jiricek, J.¹³ Barry III, C.E.¹⁴

4
- 35649020732
- R.P. Tangallapally, D. Sun, Rakesh, N. Budha, R.E.B. Lee, A.J.M. Lenaerts, B. Meibohm, and R.E. Lee Bioorg. Med. Chem. Lett. 17 2007 6638
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 6638
- Tangallapally, R.P.¹ Sun, D.² Rakesh³ Budha, N.⁴ Lee, R.E.B.⁵ Lenaerts, A.J.M.⁶ Meibohm, B.⁷ Lee, R.E.⁸

5
- 29744457268
- R.P. Tangallapally, R. Yendapally, R.E. Lee, A.J.M. Lenaerts, and R.E. Lee J. Med. Chem. 48 2005 8261
- (2005) J. Med. Chem. , vol.48 , pp. 8261
- Tangallapally, R.P.¹ Yendapally, R.² Lee, R.E.³ Lenaerts, A.J.M.⁴ Lee, R.E.⁵

6
- 4744373628
- R.P. Tangallapally, R. Yendapally, R.E. Lee, K. Hevener, V.C. Jones, A.J.M. Lenaerts, M.R. McNeil, Y. Wang, S. Franzblau, and R.E. Lee J. Med. Chem. 47 2004 5276
- (2004) J. Med. Chem. , vol.47 , pp. 5276
- Tangallapally, R.P.¹ Yendapally, R.² Lee, R.E.³ Hevener, K.⁴ Jones, V.C.⁵ Lenaerts, A.J.M.⁶ McNeil, M.R.⁷ Wang, Y.⁸ Franzblau, S.⁹ Lee, R.E.¹⁰

7
- 77957881436
- N.R. Tawari, R. Bairwa, M.K. Ray, M.G. Rajan, and M.S. Degani Bioorg. Med. Chem. Lett. 20 2010 6175
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 6175
- Tawari, N.R.¹ Bairwa, R.² Ray, M.K.³ Rajan, M.G.⁴ Degani, M.S.⁵

8
- 80155198766
- G.C. Moraski, J.A. Thanassi, S.D. Podos, M.J. Pucci, and M.J. Miller J. Antibiot. (Tokyo) 64 2011 667
- (2011) J. Antibiot. (Tokyo) , vol.64 , pp. 667
- Moraski, G.C.¹ Thanassi, J.A.² Podos, S.D.³ Pucci, M.J.⁴ Miller, M.J.⁵

9
- 77956052305
- R.C. Goldman Future Med. Chem. 2 2010 1253
- (2010) Future Med. Chem. , vol.2 , pp. 1253
- Goldman, R.C.¹

10
- 0004492719
- R.C. Gadwood, and D.A. Shinabarger Annu. Rep. Med. Chem. 35 2000 135
- (2000) Annu. Rep. Med. Chem. , vol.35 , pp. 135
- Gadwood, R.C.¹ Shinabarger, D.A.²

11
- 0037448380
- M.R. Barbachyn, G.J. Cleek, L.A. Dolak, S.A. Garmon, J. Morris, E.P. Seest, R.C. Thomas, D.S. Toops, W. Watt, D.G. Wishka, C.W. Ford, G.E. Zurenko, J.C. Hamel, R.D. Schaadt, D. Stapert, B.H. Yagi, W.J. Adams, J.M. Friis, J.G. Slatter, J.P. Sams, N.L. Oien, M.J. Zaya, L.C. Wienkers, and M.A. Wynalda J. Med. Chem. 46 2003 284
- (2003) J. Med. Chem. , vol.46 , pp. 284
- Barbachyn, M.R.¹ Cleek, G.J.² Dolak, L.A.³ Garmon, S.A.⁴ Morris, J.⁵ Seest, E.P.⁶ Thomas, R.C.⁷ Toops, D.S.⁸ Watt, W.⁹ Wishka, D.G.¹⁰ Ford, C.W.¹¹ Zurenko, G.E.¹² Hamel, J.C.¹³ Schaadt, R.D.¹⁴ Stapert, D.¹⁵ Yagi, B.H.¹⁶ Adams, W.J.¹⁷ Friis, J.M.¹⁸ Slatter, J.G.¹⁹ Sams, J.P.²⁰ more..

12
- 84255201091
- K.J. Shaw, and M.R. Barbachyn Ann. N. Y. Acad. Sci. 1241 2011 48
- (2011) Ann. N. Y. Acad. Sci. , vol.1241 , pp. 48
- Shaw, K.J.¹ Barbachyn, M.R.²

13
- 84866946469
- WO2006132914A2
- Liu, H.; Hancock, A. A.; Cowart, M. D. WO2006132914A2, 2006.
- (2006)
- Liu, H.¹ Hancock, A.A.² Cowart, M.D.³

14
- 84866946470
- WO2008057862A2
- Yang, B. V.; Doweyko, L. M.; Vaccaro, W.; Huynh, T. N.; Tortolani, D. R.; Dhar, T. G. M. WO2008057862A2, 2008.
- (2008)
- Yang, B.V.¹ Doweyko, L.M.² Vaccaro, W.³ Huynh, T.N.⁴ Tortolani, D.R.⁵ Dhar, G.T.M.⁶

15
- 84866887684
- WO2006044823A2
- Chaffee, S. C.; Albrecht, B. K.; Hodous, B. L.; Martin, M. W.; McGowan, D. C.; Dimauro, E. F.; Reddy, G.; Cee, V. J.; Olivieri, P. R.; Reed, A.; Romero, K. WO2006044823A2, 2006.
- (2006)
- Chaffee, S.C.¹ Albrecht, B.K.² Hodous, B.L.³ Martin, M.W.⁴ McGowan, D.C.⁵ Dimauro, E.F.⁶ Reddy, G.⁷ Cee, V.J.⁸ Olivieri, P.R.⁹ Reed, A.¹⁰ Romero, K.¹¹

16
- 84866946471
- WO2007089034A1
- Iijima, T.; Yamamoto, Y.; Akatsuka, H.; Kawaguchi, T. WO2007089034A1, 2007.
- (2007)
- Iijima, T.¹ Yamamoto, Y.² Akatsuka, H.³ Kawaguchi, T.⁴

17
- 54549121616
- J.G. Hurdle, R.B. Lee, N.R. Budha, E.I. Carson, J. Qi, M.S. Scherman, S.H. Cho, M.R. McNeil, A.J. Lenaerts, S.G. Franzblau, B. Meibohm, and R.E. Lee J. Antimicrob. Chemother. 62 2008 1037
- (2008) J. Antimicrob. Chemother. , vol.62 , pp. 1037
- Hurdle, J.G.¹ Lee, R.B.² Budha, N.R.³ Carson, E.I.⁴ Qi, J.⁵ Scherman, M.S.⁶ Cho, S.H.⁷ McNeil, M.R.⁸ Lenaerts, A.J.⁹ Franzblau, S.G.¹⁰ Meibohm, B.¹¹ Lee, R.E.¹²

18
- 67651202584
- R.W. Honaker, R.L. Leistikow, I.L. Bartek, and M.I. Voskuil Infect. Immun. 77 2009 3258
- (2009) Infect. Immun. , vol.77 , pp. 3258
- Honaker, R.W.¹ Leistikow, R.L.² Bartek, I.L.³ Voskuil, M.I.⁴

19
- 0038700567
- R.E. Lee, M. Protopopova, E. Crooks, R.A. Slayden, M. Terrot, and C.E. Barry 3rd 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

20
- 84866942340
- N.R. Budha, R.B. Lee, J.G. Hurdle, R.E. Lee, and B. Meibohm Tuberculosis (Edinb) 2009
- (2009) Tuberculosis (Edinb)
- Budha, N.R.¹ Lee, R.B.² Hurdle, J.G.³ Lee, R.E.⁴ Meibohm, B.⁵

21
- 18644367890
- J.G. Slatter, L.A. Adams, E.C. Bush, K. Chiba, P.T. Daley-Yates, K.L. Feenstra, S. Koike, N. Ozawa, G.W. Peng, J.P. Sams, M.R. Schuette, and S. Yamazaki Xenobiotica 32 2002 907
- (2002) Xenobiotica , vol.32 , pp. 907
- Slatter, J.G.¹ Adams, L.A.² Bush, E.C.³ Chiba, K.⁴ Daley-Yates, P.T.⁵ Feenstra, K.L.⁶ Koike, S.⁷ Ozawa, N.⁸ Peng, G.W.⁹ Sams, J.P.¹⁰ Schuette, M.R.¹¹ Yamazaki, S.¹²

22
- 84874402157
- U.S. Food and Drug Administration
- FDA Briefing Package: Anti-Infective Drugs Advisory Committee; Zyvox Preclinical Summary, U.S. Food and Drug Administration 2000 http://www.fda.gov/ ohrms/dockets/ac/00/backgrd/3597b1bb.pdf.
- (2000) FDA Briefing Package: Anti-Infective Drugs Advisory Committee; Zyvox Preclinical Summary

23
- 27744534569
- H. Wang, Z.X. Liao, M. Chen, and X.L. Hu Pharmacol. Res. 53 2006 28
- (2006) Pharmacol. Res. , vol.53 , pp. 28
- Wang, H.¹ Liao, Z.X.² Chen, M.³ Hu, X.L.⁴

24
- 0031941928
- E.F. Foote, and C.E. Halstenson Antimicrob. Agents Chemother. 42 1998 456
- (1998) Antimicrob. Agents Chemother. , vol.42 , pp. 456
- Foote, E.F.¹ Halstenson, C.E.²

25
- 33646693907
- National CFCLS 7th ed.; Approved Standard M7-A7; CLSI: Wayne, PA, USA
- National CFCLS. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically, 7th ed.; Approved Standard M7-A7; CLSI: Wayne, PA, USA, 2006.
- (2006) Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically

26
- 47049122565
- L. Di, E.H. Kerns, X.J. Ma, Y. Huang, and G.T. Carter Comb. Chem. High Throughput Screen. 11 2008 469
- (2008) Comb. Chem. High Throughput Screen. , vol.11 , pp. 469
- Di, L.¹ Kerns, E.H.² Ma, X.J.³ Huang, Y.⁴ Carter, G.T.⁵

27
- 58149466195
- M. Uchida, T. Fukazawa, Y. Yamazaki, H. Hashimoto, and Y. Miyamoto J. Pharmacol. Toxicol. Methods 59 2009 39
- (2009) J. Pharmacol. Toxicol. Methods , vol.59 , pp. 39
- Uchida, M.¹ Fukazawa, T.² Yamazaki, Y.³ Hashimoto, H.⁴ Miyamoto, Y.⁵

28
- 55749099657
- N.J. Waters, R. Jones, G. Williams, and B. Sohal J. Pharm. Sci. 97 2008 4586
- (2008) J. Pharm. Sci. , vol.97 , pp. 4586
- Waters, N.J.¹ Jones, R.² Williams, G.³ Sohal, B.⁴

29
- 78650293305
- J.G. Hurdle, A.J. O'Neill, I. Chopra, and R.E. Lee Nat. Rev. Microbiol. 9 2011 62
- (2011) Nat. Rev. Microbiol. , vol.9 , pp. 62
- Hurdle, J.G.¹ O'Neill, A.J.² Chopra, I.³ Lee, R.E.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.