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Synthesis and Biological Studies of 35‐Deoxy Amphotericin B Methyl Ester
Author(s) -
Szpilman Alex M.,
Manthorpe Jeffrey M.,
Carreira Erick M.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800590
Subject(s) - aglycone , antifungal , amphotericin b , efflux , barrel (horology) , chemistry , stereochemistry , relevance (law) , biochemistry , microbiology and biotechnology , biology , engineering , political science , glycoside , mechanical engineering , law
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.