New targeting system for antimycotic drugs: beta-glucosidase sensitive amphotericin B-star poly(ethylene glycol) conjugate

Milos Sedlák; Pavel Drabina; Eliska Bílková; Petr Simůnek; Vladimír Buchta

doi:10.1016/j.bmcl.2008.03.065

New targeting system for antimycotic drugs: beta-glucosidase sensitive amphotericin B-star poly(ethylene glycol) conjugate

Bioorg Med Chem Lett. 2008 May 1;18(9):2952-6. doi: 10.1016/j.bmcl.2008.03.065. Epub 2008 Mar 27.

Authors

Milos Sedlák¹, Pavel Drabina, Eliska Bílková, Petr Simůnek, Vladimír Buchta

Affiliation

¹ Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, Cs. legií 565, 532 10 Pardubice, Czech Republic. milos.sedlak@upce.cz

PMID: 18396401
DOI: 10.1016/j.bmcl.2008.03.065

Abstract

A new targeting potentially intravenous conjugate Amphotericin B (AMB)-star poly(ethylene glycol) (sPEG) (M=25,160) has been synthesized and characterized. It contains a beta-d-glucopyranoside molecular switch which is sensitive to beta-glucosidases (E.C.3.2.1.21). The beta-glucosidase-catalyzed release of AMB from the polymeric carrier was proved in vitro by means of spectrophotometry and HPLC.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amphotericin B / analogs & derivatives
Amphotericin B / chemical synthesis
Amphotericin B / pharmacology*
Antifungal Agents / chemical synthesis
Antifungal Agents / pharmacology*
Catalysis
Chromatography, High Pressure Liquid
Drug Design*
Humans
Models, Chemical
Polyethylene Glycols / chemical synthesis
Polyethylene Glycols / pharmacology*
Spectrophotometry, Ultraviolet
beta-Glucosidase / metabolism*

Substances

Antifungal Agents
Polyethylene Glycols
Amphotericin B
beta-Glucosidase