Synthesis and structure-antibacterial activity of triazolyl oxazolidinones containing long chain acyl moiety.
A series of new piperazinyl 5-triazolylmethyl oxazolidinones containing long chain acyl group at the piperazine N-4-position were synthesized and evaluated against a panel of standard and clinical isolates of Gram-positive and Gram-negative bacteria. Derivatives having long chain acyl groups with nine or more number of carbon atoms showed significant decrease in antibacterial activity. Antibacterial activity correlated positively with heat of formation of the compounds, but correlated negatively with Clog P values, surface area, ovality and molecular volume. However, no significant correlation was observed between activity and E(LUMO), E(HOMO) and dipole, respectively.
Phillips
Oludotun A
OA
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Kuwait University, P.O. Box 24923, Safat 13110, Kuwait. dphillips@hsc.edu.kw
Udo
Edet E
EE
Samuel
Santhosh M
SM
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects / Q000302:isolation & purification; D006094:Gram-Positive Bacteria / Q000187:drug effects / Q000302:isolation & purification; D008826:Microbial Sensitivity Tests; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D023303:Oxazolidinones; D014230:Triazoles