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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 ?M, 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.

SUBMITTER: Janout V

PROVIDER: S-EPMC4140546 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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Molecular umbrella-amphotericin B conjugates.

Janout Vaclav V Bienvenu Celine C Schell Wiley W Perfect John R JR Regen Steven L SL

Bioconjugate chemistry 20140801 8

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 ...[more]

PMID: 25068916

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