1044508-02-2Relevant academic research and scientific papers
Synthesis and biophysical studies on 35-Deoxy amphotericin b methyl ester
Szpilman, Alex M.,Cereghetti, Damiano M.,Manthorpe, Jeffrey M.,Wurtz, Nicholas R.,Carreira, Erick M.
supporting information; experimental part, p. 7117 - 7128 (2010/03/05)
The use of molecular editing in the elucidation of the mechanism of action of amphotericin B is presented. A modular strategy for the synthesis of amphotericin B and its designed analogues is developed, which relies on an efficient gram-scale synthesis of various subunits of amphotericin B. A novel method for the coupling of the mycosa-mine to the aglycone was identified. The implementation of the approach has enabled the preparation of 35-deoxy amphotericin B methyl ester. Investigation of the antifungal activity and efflux-inducing ability of this amphotericin B congener provided new clues to the role of the 35-hydroxy group and is consistent with the involvement of double barrel ion channels in causing electrolyte efflux. 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Synthesis and biological studies of 35-deoxy amphotericin B methyl ester
Szpilman, Alex M.,Manthorpe, Jeffrey M.,Carreira, Erick M.
supporting information; experimental part, p. 4339 - 4342 (2009/02/08)
(Chemical Presented) An indispensable OH group: The synthesis of 35-deoxy amphotericin B methyl ester was completed by using a novel method for the coupling of the mycosamine to the aglycone. The investigation of the antifungal activity and efflux-inducing ability of this compound provided data that underscore the relevance of the hydroxy group at C35 and supports the involvement of double-barrel ion channels.
