title: Total synthesis of Septocylindrin B and C-terminus modified analogues.
abstract: The total synthesis is reported of the peptaibol Septocylindrin B which is related to the well documented channel forming peptaibol antibiotic Alamethicin. Several analogues were synthesized with a modified C-terminus, to investigate the SAR of the terminal residue Phaol. All these peptides were tested for their membrane perturbation properties by fluorescent dye leakage assay and for their antibacterial activity.
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, University of Leuven, Heverlee, Belgium.
authors.forename: Jo
authors.initials: J
authors.lastname: Nelissen
authors.forename: Koen
authors.initials: K
authors.lastname: Nuyts
authors.forename: Marta
authors.initials: M
authors.lastname: De Zotti
authors.forename: Rob
authors.initials: R
authors.lastname: Lavigne
authors.forename: Chris
authors.initials: C
authors.lastname: Lamberigts
authors.forename: Wim M
authors.initials: WM
authors.lastname: De Borggraeve
mesh_terms: D000408:Alamethicin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002462:Cell Membrane / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D054848:Peptaibols / Q000138:chemical synthesis* / Q000494:pharmacology; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D054848:Peptaibols; C519246:septocylindrin B; D000408:Alamethicin