title: Molecular umbrella-amphotericin B conjugates.
abstract: A tetrawalled and an octawalled molecular umbrella conjugate of amphotericin B (AmB) have been synthesized. Both conjugates exhibit high water solubility, a low tendency to aggregate, negligible hemolytic activity at 100 μM, and an ability to release a derivative of AmB under reducing conditions that exhibits high antifungal activity. Whereas the larger, octawalled conjugate shows slight adsorption to liposomal membranes and an ability to cross them by passive transport, the tetrawalled analogue shows significant adsorption and much lower bilayer transport activity. The potential of molecular umbrella-AmB conjugates as therapeutic agents is briefly discussed.
authors: Department of Chemistry, Lehigh University , Bethlehem, Pennsylvania 18015, United States.
authors: Vaclav
authors: V
authors: Janout
authors: Celine
authors: C
authors: Bienvenu
authors: Wiley
authors: W
authors: Schell
authors: John R
authors: JR
authors: Perfect
authors: Steven L
authors: SL
authors: Regen
mesh_terms: D000666:Amphotericin B / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D008823:Micelles; D012995:Solubility; D013329:Structure-Activity Relationship; D014867:Water / Q000737:chemistry
chemical_list: D000935:Antifungal Agents; D008823:Micelles; D014867:Water; D000666:Amphotericin B