Effects of positional and geometrical isomerism on the biological activity of some novel oxazolidinones

Bioorganic and Medicinal Chemistry Letters

Volumn 15, Issue 2, 2005, Pages 337-343

  Das, Jagattaran ^a   Rao, C V Laxman ^a   Sastry, T V R S ^a   Roshaiah, M ^a   Sankar, P Gowri ^a   Khadeer, Abdul ^a   Kumar, M Sitaram ^a   Mallik, Arundhuti ^a   Selvakumar, N ^a   Iqbal, Javed ^a   Trehan, Sanjay ^a  

^a DR REDDY'S LABORATORIES LTD   (India)

Author keywords

Antibacterial; Benzotriazole; E Z isomers; Oxazolidinones; Positional isomers

Indexed keywords

ANTIINFECTIVE AGENT; BENZIMIDAZOLE; BENZOTHIAZOLE; BENZOTRIAZOLE DERIVATIVE; BENZOXAZOLE DERIVATIVE; LINEZOLID; OXAZOLIDINONE DERIVATIVE; THIOACETAMIDE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; DRUG ACTIVITY; DRUG MECHANISM; DRUG POTENCY; DRUG SYNTHESIS; GEOMETRY; IN VITRO STUDY; ISOMERISM; LINEAR SYSTEM; MOLECULE; MYCOBACTERIUM SMEGMATIS; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION;

ACETAMIDES; ANTI-INFECTIVE AGENTS; BACTERIA; BENZIMIDAZOLES; BENZOXAZOLES; ISOMERISM; MICROBIAL SENSITIVITY TESTS; OXAZOLIDINONES; STRUCTURE-ACTIVITY RELATIONSHIP; THIOACETAMIDE; TRIAZOLES;

POSIBACTERIA;

EID: 10644276146     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.10.073     Document Type: Article

References (16)

1. K. Duncan Chem. Ind. 1997 861
2. A.H. Lin, R.W. Murray, T.J. Vidmar, and K.R. Marotti Antimicrob. Agents Chemother. 41 1997 2127
3. D.L. Shinabarger, K.R. Marotti, R.W. Murray, A.H. Lin, E.P. Melchior, S.M. Swaney, D.S. Dunyak, W.F. Demyan, and J.M. Buysee Antimicrob. Agents Chemother. 41 1997 2132
4. S.M. Swaney, H. Aoki, M.C. Ganoza, and D.L. Shinabarger Antimicrob. Agents Chemother. 42 1998 3251
5. M.J. Wallace Jr., B.A. Brown-Elliott, S.C. Ward, C.J. Crist, L.B. Mann, and R.W. Wilson Antimicrob. Agents Chemother. 45 2001 764 767
6. S.J. Brickner Curr. Pharm. Des. 2 1996 175 194
7. A.H. Mutnich, V. Enne, and R.N. Jones Ann. Pharmacother. 37 2003 769
8. J. Sawlewicz, B. Liczaeska, and W. Manowska Pol. J. Pharmacol. Pharm. 27 1975 187 201 Chem. Abstr. 83 1975 206171d One of the compounds reported here was shown to have an MIC of 4 μg/mL against M. tuberculosis
9. B. Liczaeska, J. Sawlewicz, and W. Manowska Pol. J. Pharmacol. Pharm. 28 1976 521 528 Chem. Abstr. 87 1977 5865s
10. L. Bukowski Pol. J. Pharmacol. Pharm. 38 1986 91 98 Chem. Abstr. 106 1987 176258m
11. P. Sanna, A. Carta, and M.E.R. Nikookar Eur. J. Org. Chem. 35 2000 535 543 Some of the compounds reported in this paper were shown to have an MIC of 6.25-12.5 μg/mL against M. tuberculosis and rifampicin, MIC; 0.25 μg/mL, was used as control
12. D.K. Hutchinson Expert Opin. Ther. Pat. 14 2004 1309 1328
13. N. Selvakumar, D. Srinivas, M.K. Khera, M. Sitaram Kumar, N.V.S. Rao Mamidi, H. Sarnaik, C. Chandrasekhar, B.S. Rao, M.A. Raheem, J. Das, J. Iqbal, and R. Rajagopalan J. Med. Chem. 45 2002 3953 3962
14. A review article on Knoevenagel Reaction was helpful in this regard. L.F. Tietze, and U. Beifuss Comprehensive Organic Synthesis Vol. 2 1991 Pergamon UK 341 394
15. C.A. Kingsbury, D. Draney, A. Sopchik, W. Rissler, and D. Durham J. Org. Chem. 41 1976 3863 3868
16. National Committee for Clinical Laboratory Standards. Methods for Dilution Antimicrobial Susceptibility Test for Bacteria that Grow Aerobically. Approved Standard, 5th ed.; NCCLS: USA, 2000; M7-A5, Vol. 20, No. 2