Abstract
The aglycons of the concanamycins (1, 2) and elaiophylin (11) have been prepared for direct comparison to the vacuolar-type ATPase inhibitor bafilomycin A 1 (10). The deglycosylation was achieved by acid hydrolysis in the absence of MeOH, while acid-catalyzed methanolysis proceeded with unexpected displacement of carbohydrate residues rather than methoxy groups. Structure assignments of the derivatives were made with the help of one- and two-dimensional NMR studies. Especially helpful were the 9-O-acetylated concanamycin derivatives because they showed reduced flexibility of the macrolactone ring. As a result of a detailed analysis of the O-methyl derivatives of elaiolide (15) the structure of an earlier reported aglycon derivative of elaiophilin has to be revised to 12
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.