Molecular Umbrella–Amphotericin B Conjugates

[Image: see text] 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 reduc...

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Autores principales: Janout, Vaclav, Bienvenu, Celine, Schell, Wiley, Perfect, John R., Regen, Steven L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4140546/
https://www.ncbi.nlm.nih.gov/pubmed/25068916
http://dx.doi.org/10.1021/bc500277v
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author Janout, Vaclav
Bienvenu, Celine
Schell, Wiley
Perfect, John R.
Regen, Steven L.
author_facet Janout, Vaclav
Bienvenu, Celine
Schell, Wiley
Perfect, John R.
Regen, Steven L.
author_sort Janout, Vaclav
collection PubMed
description [Image: see text] 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.
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spelling pubmed-41405462015-07-28 Molecular Umbrella–Amphotericin B Conjugates Janout, Vaclav Bienvenu, Celine Schell, Wiley Perfect, John R. Regen, Steven L. Bioconjug Chem [Image: see text] 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. American Chemical Society 2014-07-28 2014-08-20 /pmc/articles/PMC4140546/ /pubmed/25068916 http://dx.doi.org/10.1021/bc500277v Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Janout, Vaclav
Bienvenu, Celine
Schell, Wiley
Perfect, John R.
Regen, Steven L.
Molecular Umbrella–Amphotericin B Conjugates
title Molecular Umbrella–Amphotericin B Conjugates
title_full Molecular Umbrella–Amphotericin B Conjugates
title_fullStr Molecular Umbrella–Amphotericin B Conjugates
title_full_unstemmed Molecular Umbrella–Amphotericin B Conjugates
title_short Molecular Umbrella–Amphotericin B Conjugates
title_sort molecular umbrella–amphotericin b conjugates
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4140546/
https://www.ncbi.nlm.nih.gov/pubmed/25068916
http://dx.doi.org/10.1021/bc500277v
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