Synthesis and evaluation of urea and thiourea derivatives of oxazolidinones as antibacterial agents

S.K.R. Aaramadaka, M.K. Guha, G. Prabhu, S.G. Kini, M. Vijayan

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Urea and thiourea derivatives of oxazolidinones were synthesized and their inhibitory activity (MIC) was determined on the bacterial strains which includes clinical isolates and quality control organisms. The structure activity relationships were studied and a 3D-QSAR model was built using Genetic Function Approximation. Interestingly found that electron withdrawing groups at the ortho position of the phenyl ring enhances the activity. © 2007 Pharmaceutical Society of Japan.
Original languageEnglish
Pages (from-to)236-240
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume55
Issue number2
DOIs
Publication statusPublished - 2007

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Pharmaceutical Societies
Oxazolidinones
Thiourea
Quantitative Structure-Activity Relationship
Structure-Activity Relationship
Quality Control
Quality control
Urea
Japan
Electrons
Anti-Bacterial Agents
Derivatives
Pharmaceutical Preparations

Cite this

Aaramadaka, S.K.R. ; Guha, M.K. ; Prabhu, G. ; Kini, S.G. ; Vijayan, M. / Synthesis and evaluation of urea and thiourea derivatives of oxazolidinones as antibacterial agents. In: Chemical and Pharmaceutical Bulletin. 2007 ; Vol. 55, No. 2. pp. 236-240.
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Synthesis and evaluation of urea and thiourea derivatives of oxazolidinones as antibacterial agents. / Aaramadaka, S.K.R.; Guha, M.K.; Prabhu, G.; Kini, S.G.; Vijayan, M.

In: Chemical and Pharmaceutical Bulletin, Vol. 55, No. 2, 2007, p. 236-240.

Research output: Contribution to journalArticle

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T1 - Synthesis and evaluation of urea and thiourea derivatives of oxazolidinones as antibacterial agents

AU - Aaramadaka, S.K.R.

AU - Guha, M.K.

AU - Prabhu, G.

AU - Kini, S.G.

AU - Vijayan, M.

N1 - Cited By :7 Export Date: 10 November 2017 CODEN: CPBTA Correspondence Address: Aaramadaka, S.K.R.; New Drug Discovery, Orchid Chemicals and Pharmaceuticals Ltd., P. No 476/14, Old Mahabalipuram Rd., Chennai-600019, Tamilnadu, India; email: sunil@scientist.com Chemicals/CAS: linezolid, 165800-03-3; Anti-Bacterial Agents; Oxazolidinones; Thiourea, 62-56-6; Urea, 57-13-6 References: Sullivan, P., Candidate, P.D., (1999) SPAHS Drug Information Service, The University of Mountana, 3, p. 8; Kumar, S.N., Srinivas, D., Khera, S.M., Mamidi, S.V., Rateem, A.M., Das, J., Iqbal, J., Rajagopalan, R., (2002) J. Med. Chem, 45, pp. 3953-3962; Karki, R.G., Kulkarni, V.M., (2001) Bioorg. Med. Chem, 9, pp. 3153-3160; Gregory, W.A., Brittelli, D.R., Wang, J.L.C., Wuonola, A.M., McRipley, J.R., Eustice, C.D., Eberly, S.V., Forbes, M., (1989) J. Med. Chem, 32, pp. 1673-1681; Livermore, D.M., (2001) International Symposium on Antimicrobial Agents and Resistance, pp. 192-200. , Apr. 13; Gregory, W.A., Brittelli, D.R., Wang, J.L., Wuonola, A.M., McRipley, J.R., Eustice, C.D., Eberly, S.V., Forbes, M., (1990) J. Med. Chem, 33, pp. 2569-2578; Barbachyn, M.R., Hutchinson, D.K., Brickner, J.S., Cyanamon, H.M., Kilburn, O.J., Klemans, P.S., Glickman, E.S., Zorenko, E.G., (1996) J. Med. Chem, 39, pp. 680-685; Tucker, J.A., Allwine, D.A., Grega, C.K., Barbachyn, R.M., Klock, L.J., Adamski, L.J., Brickner, J.S., Jensen, M.R., (1998) J. Med. Chem, 41, pp. 3727-3735; Tokoyama, R., Takahashi, Y., Tomita, Y., Tsubouchi, M., Iwasaki, N., Kado, N., Okezak, E., Nagata, O., (2001) Chem. Pharm. Bull, 49, pp. 361-367; Kim, C.S., Chang, S.J., (1997) Korean J. Med. Chem, 7, pp. 145-153; Diekema, D.J., Jones, R.N., (2001) Lancet, 1975-1982; Gadwood R. C., Shinabarger D. A., Ann. Reports Med. Chem., 35, 135-144 (2000); Agarwal, S.K., Guha, M.K., Pandey, S., Satyanarayanan, K., Samuel, M.M., U. S. Patent 0070526 A 1, 2005UR - https://www.scopus.com/inward/record.uri?eid=2-s2.0-33846999703&doi=10.1248%2fcpb.55.236&partnerID=40&md5=31fcf1781a67ac0fcf63733a022270ea

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AB - Urea and thiourea derivatives of oxazolidinones were synthesized and their inhibitory activity (MIC) was determined on the bacterial strains which includes clinical isolates and quality control organisms. The structure activity relationships were studied and a 3D-QSAR model was built using Genetic Function Approximation. Interestingly found that electron withdrawing groups at the ortho position of the phenyl ring enhances the activity. © 2007 Pharmaceutical Society of Japan.

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