Oxazolidine-2-thiones: A molecular modeling study

Tetrahedron Letters

Volumn 45, Issue 33, 2004, Pages 6269-6272

  Gandhi, Neha ^a   Srivastava, Brijesh K ^a   Lohray, Vidya B ^a   Lohray, Braj B ^a  

^a Cadila Hlthcare Ltd Sarkheja B   (India)

Author keywords

23S rRNA; Antibacterial; Linezolid; Molecular modeling; Oxazolidine 2 thiones; Piecewise linear potential (PLP); Thioacetamide

Indexed keywords

LINEZOLID; OXAZOLIDINE DERIVATIVE; OXAZOLIDINONE DERIVATIVE; THIOACETAMIDE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL GROWTH; DRUG SCREENING; DRUG SYNTHESIS; GRAM POSITIVE BACTERIUM; MOLECULAR MODEL;

POSIBACTERIA;

EID: 3242758937     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.06.090     Document Type: Article

References (21)

1. J. Prystowsky, F. Siddiqui and J. Chosay Antimicrob. Agents Chemother. 45 2001 2154
2. R.D. Gonzales, P.C. Schreckenberger and M.B. Graham Lancet 357 2001 1179
3. S. Tsiodras, H.S. Gold and G. Sakoulas Lancet 358 2001 207
4. D. Hutchinson Curr. Top. Med. Chem. 3 2003 1021 and references cited therein
5. S. Brickner J. Curr. Pharm. Design 2 1996 175
6. (a) Lohray, V. B.; Lohray, B. B.; Srivastava B. K. Pure Appl. Chem. 2004, communicated
7. V.B. Lohray, B.B. Lohray, B.K. Srivastava, S. Gupta, M. Solanki, P. Kapadnis, V. Takale and P. Pandya Bioorg. Med. Chem. Lett. 14 2004 3139
8. P. Seneci, M. Caspani, F. Ripamonti and R. Ciabatti J. Chem. Soc., Perkin Trans. 1 1994 2345
9. The thio-analog of eperezolid was also synthesized in an analogous manner using 4-(2-fluoro-4-isothiocyanophenyl)-piperazine-1-carboxylic acid tert-butyl ester and finally the Boc group was removed using TFA followed by N-acylation using α-hydroxyacetic acid
10. A. Lin, R. Murray, T. Vidmar and K. Marotti Antimicrob. Agents Chemother. 41 1997 2127
11. J.R. Colca, W.G. McDonald, D.J. Waldon, L.J. Thomasco, R.C. Gadwood, E.T. Lund, G.S. Cavey, R. Mathews, L.D. Adams, E.T. Cecil, J.D. Pearson, J.H. Bock, J.E. Mott, D. Shinabarger, L. Xiong and A.S. Mankin J. Biol. Chem. 278 2003 21972
12. F. Schlunzen, R. Zarivach, J. Harms, A. Bashan, A. Tocilj, R. Albrecht, A. Yonath and F. Franceschi Nature 413 2001 814
13. H.J. Böhm J. Comput. Aided Mol. Des. 8 1994 243
14. H.J. Böhm J. Comput. Aided Mol. Des. 12 1998 309
15. D.K. Gehlhaar, G.M. Verkhivker, P.A. Rejto, C.J. Sherman, D.B. Fogel, L.J. Fogel and S.T. Freer Chem. Biol. 2 1995 317
16. D.K. Gehlhaar, D. Bouzida and P.A. Rejto Rational Drug Design: Novel Methodology and Practical Applications L. Parrill M. Rami Reddy ACS symposium series 719 1999 American Chemical Society Washington, DC 292
17. D. Shinabarger Expert Opin. Inv. Drug. 8 1999 1195
18. A. Hiroyuki, K. Lizhu, M.P. Susan, J.P. Toni, A.W. Elizabeth, C.G. Robert, C.T. Richard, L.S. Dean and C. Ganoza Antimicrob. Agents Chemother. 46 2002 1080
19. G.E. Zurenko, J.K. Gibson, D.L. Shinabarger, P.A. Aristoff, C.W. Ford and W.G. Tarpley Curr. Opin. Pharmacol. 1 2001 470
20. The nucleotide numbers on the ribosome of Dinococcus radiodurans are represented by 'Dr', which is compared in parentheses, with the nucleotide numbers of ribosomes from E. coli 'Ec'. This is done to match with the nucleotide numbers in E. coli for modeling purposes
21. Steitz, T. A.; Moore, P. B.; Ban, N.; Nissen, P.; Hansen, J.; Sutcliffe, J. A.; Oyelere, A. K.; Ippolito, J. A. EP 1308457 A1 (07/05/2003)