title: Effects of positional and geometrical isomerism on the biological activity of some novel oxazolidinones.
abstract: Some novel oxazolidinone derivatives with benzotriazole as pendant have been synthesized and tested for antibacterial activity. Linearly attached benzotriazole derivative showed more potency compared to angular one in vitro. Out of E/Z-isomers of angularly attached derivatives E-isomer was found to be more potent than Z-isomer. Either less active or inactive molecules were obtained, when benzotriazole was replaced with benzimidazole, benzthiazole, or benzoxazole. Finally, thioacetamide analogue of linear compound gave a lead having activity similar to linezolid in vitro.
authors.affiliation: Discovery Research, Dr. Reddy's Laboratories Ltd, Miyapur, Hyderabad 500 049, India. jagat@drreddys.com
authors.forename: Jagattaran
authors.initials: J
authors.lastname: Das
authors.forename: C V Laxman
authors.initials: CV
authors.lastname: Rao
authors.forename: T V R S
authors.initials: TV
authors.lastname: Sastry
authors.forename: M
authors.initials: M
authors.lastname: Roshaiah
authors.forename: P Gowri
authors.initials: PG
authors.lastname: Sankar
authors.forename: Abdul
authors.initials: A
authors.lastname: Khadeer
authors.forename: M Sitaram
authors.initials: MS
authors.lastname: Kumar
authors.forename: Arundhuti
authors.initials: A
authors.lastname: Mallik
authors.forename: N
authors.initials: N
authors.lastname: Selvakumar
authors.forename: Javed
authors.initials: J
authors.lastname: Iqbal
authors.forename: Sanjay
authors.initials: S
authors.lastname: Trehan
mesh_terms: D000081:Acetamides; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001562:Benzimidazoles / Q000737:chemistry / Q000494:pharmacology; D001583:Benzoxazoles / Q000737:chemistry / Q000494:pharmacology; D007536:Isomerism; D000069349:Linezolid; D008826:Microbial Sensitivity Tests; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013853:Thioacetamide / Q000737:chemistry / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000081:Acetamides; D000890:Anti-Infective Agents; D001562:Benzimidazoles; D001583:Benzoxazoles; D023303:Oxazolidinones; D014230:Triazoles; D013853:Thioacetamide; C012771:benzotriazole; C031000:benzimidazole; D000069349:Linezolid