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Three-Dimensional Quantitative Structure Activity Relationship (3D-QSAR) Studies: CoMFA and CoMSIA of Tricyclic Oxazolidinones as Antibacterials.

GOPALAKRISHNAN B, KHANDELWAL A, RAJJAK SA, SELVAKUMAR N, TREHAN JD, IQBAL J, SITARAM KUMAR M; Interscience Conference on Antimicrobial Agents and Chemotherapy (42nd : 2002 : San Diego, Calif.).

Abstr Intersci Conf Antimicrob Agents Chemother Intersci Conf Antimicrob Agents Chemother. 2002 Sep 27-30; 42: abstract no. F-1326.

Anti-infectives Group, Discovery Research, Dr. Reddy's Laboratories Ltd., Hyderabad, India

BACKGROUND: Oxazolidinones, exemplified by eperezolid and linezolid, are a new class of antibacterials that are active against Gram positive and anaerobic bacteria including MRSA, MRSE and VRE. We explored various modeling options of the available SAR data on tricyclic oxazolidinones to ultimately aid in the design of novel and potent molecules. In this presentation we discuss the three-dimensional quantitative structure activity relationship (3D-QSAR) for a series of tricyclic oxazolidinones as antibacterial agents. METHODS: 3D-QSAR studies were performed using the Comparative molecular field analysis (CoMFA) and Comparative Molecular Similarity Indices Analysis (CoMSIA) procedures. The in vitro Minimum Inhibitory Concentration (MIC) data against Staphylococcus aureus ATCC 33591 (MRSA) was used and the study was performed using 42 compounds. A QSAR model was developed using a training set of 33 compounds and the predictive ability of the QSAR model was assessed using a test set of 9 compounds. RESULTS: The conventional r[2] values of the predictive 3D QSAR models were 0.975 and 0.940 for CoMFA and CoMSIA respectively; similarly cross-validated coefficient q[2] values were 0.523 and 0.557 for CoMFA and CoMSIA respectively. The CoMFA 3D QSAR model performed better than the CoMSIA model. On the basis of the spatial arrangement of the various field contributions, novel molecules can be designed that possess superior in vitro antibacterial activity.

Publication Types:
  • Meeting Abstracts
Keywords:
  • Anti-Bacterial Agents
  • Antitubercular Agents
  • In Vitro
  • Microbial Sensitivity Tests
  • Oxazolidinones
  • Quantitative Structure-Activity Relationship
  • Staphylococcus aureus
  • U 100592
  • linezolid
Other ID:
  • GWAIDS0028146
UI: 102267770

From Meeting Abstracts




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