Influence of ethylene-Oxy spacer group on the activity of linezolid: Synthesis of potent antibacterials possessing a thiocarbonyl group

Bioorganic & Medicinal Chemistry Letters
2003.0

Abstract

The influence of an ethylene-oxy spacer element between the heterocycle and the aromatic ring in linezolid is reported. The introduction of such spacer group generated compounds with inferior antibacterial activity. However, the conversion of the acetamide group present in the linezolid analogues to either thiocarbamate or thioacetamide functionality restored the activity. The synthesis of linezolid analogues possessing the ethylene-oxy spacer group along with SAR studies with different heterocycles and preparation of some thiocarbonyl compounds possessing potent antibacterial property are presented.

Knowledge Graph

Similar Paper

Influence of ethylene-Oxy spacer group on the activity of linezolid: Synthesis of potent antibacterials possessing a thiocarbonyl group
Bioorganic & Medicinal Chemistry Letters 2003.0
Synthesis of Conformationally Constrained Analogues of Linezolid:  Structure−Activity Relationship (SAR) Studies on Selected Novel Tricyclic Oxazolidinones
Journal of Medicinal Chemistry 2002.0
Synthesis of novel tricyclic oxazolidinones by a tandem SN2 and SNAr reaction: SAR studies on conformationally constrained analogues of Linezolid
Bioorganic & Medicinal Chemistry Letters 2006.0
The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues
Bioorganic & Medicinal Chemistry Letters 2003.0
Synthesis, SAR, and antibacterial activity of novel oxazolidinone analogues possessing urea functionality
Bioorganic & Medicinal Chemistry Letters 2008.0
Synthesis and antibacterial activity of linezolid analogues
Bioorganic & Medicinal Chemistry Letters 2002.0
Synthesis and antibacterial activity of dihydro-1,2-oxazine and 2-pyrazoline oxazolidinones: novel analogs of linezolid
Bioorganic & Medicinal Chemistry Letters 2005.0
Synthesis and antibacterial activity of arylpiperazinyl oxazolidinones with diversification of the N-substituents
Bioorganic & Medicinal Chemistry Letters 2004.0
Novel promising linezolid analogues: Rational design, synthesis and biological evaluation
European Journal of Medicinal Chemistry 2013.0
Synthesis and antibacterial activity of oxazolidinone containing sulphonyl group
Bioorganic & Medicinal Chemistry Letters 2003.0