title: Synthesis of new 3,20-bispolyaminosteroid squalamine analogues and evaluation of their antimicrobial activities.
abstract: 3,20-Amino- and polyaminosteroid analogues of squalamine and trodusquemine were synthesized involving a stereoselective titanium reductive amination reaction in high chemical yields in numerous cases. These derivatives were evaluated for their in vitro antimicrobial properties against references and clinical bacterial strains exhibiting minimum inhibitory concentrations of 2.5-40 μg/mL. The mechanism of action of these derivatives was determined using bioluminescence for ATP efflux measurements and fluorescence methods for membrane depolarization assays.
authors: Laboratoire URMITE UMR 6236 CNRS, Faculté de Médecine et de Pharmacie, Aix-Marseille Université, 27 Boulevard Jean Moulin, 13385 Marseille 05, France.
authors: Lamia
authors: L
authors: Djouhri-Bouktab
authors: Nicolas
authors: N
authors: Vidal
authors: Jean Marc
authors: JM
authors: Rolain
authors: Jean Michel
authors: JM
authors: Brunel
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002776:Cholestanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002777:Cholestanols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D024881:Drug Resistance, Bacterial; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D013096:Spermine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C441128:3-N-1(spermine)-7, 24-dihydroxy-5-cholestane 24-sulfate; D000900:Anti-Bacterial Agents; D002776:Cholestanes; D002777:Cholestanols; D013096:Spermine; C079655:squalamine