title: Novel 3-chlorooxazolidin-2-ones as antimicrobial agents.
abstract: Antimicrobial resistance against many known therapeutics is on the rise. We examined derivatives of 3-chlorooxazolidin-2-one 1a (X=H) as antibacterial and antifungal agents. The key findings were that the activity and apparent in vitro cytotoxicity could be controlled by the substitution of charged solubilizers at the 4- and 5- positions. These changes both significantly increase the antifungal potency and decrease cytotoxicity. Particularly effective were trialkylammonium groups which led to 400- to 600-fold increases in the antifungal therapeutic index when compared to their unsubstituted counterparts.
authors.affiliation: Novabay Pharmaceuticals, 5980 Horton St. Suite 550, Emeryville, CA 94608, USA.
authors.forename: Timothy P
authors.initials: TP
authors.lastname: Shiau
authors.forename: Eric D
authors.initials: ED
authors.lastname: Turtle
authors.forename: Charles
authors.initials: C
authors.lastname: Francavilla
authors.forename: Nichole J
authors.initials: NJ
authors.lastname: Alvarez
authors.forename: Meghan
authors.initials: M
authors.lastname: Zuck
authors.forename: Lisa
authors.initials: L
authors.lastname: Friedman
authors.forename: Donogh J R
authors.initials: DJ
authors.lastname: O'Mahony
authors.forename: Eddy
authors.initials: E
authors.lastname: Low
authors.forename: Mark B
authors.initials: MB
authors.lastname: Anderson
authors.forename: Ramin Ron
authors.initials: RR
authors.lastname: Najafi
authors.forename: Rakesh K
authors.initials: RK
authors.lastname: Jain
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002713:Chlorine / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000890:Anti-Infective Agents; D023303:Oxazolidinones; D002713:Chlorine