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Published August 1, 1975 | public
Journal Article

Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Some Macrolide Antibiotics and Derivatives. Substituent and Conformational Effects

Abstract

Carbon-13(^(13)C NMR) chemical shifts are reported and assigned for a series of naturally occurring macrolide antibiotics, biosynthetic precursors, shunt metabolites, and derivatives. Besides the usual ^(13)C NMR substituent effects, the results are interpreted with reference to conformational models proposed for these compounds. A number of proposals are made concerning the conformations of the various derivatives, the differences between them, and the possibility of internal motion. The usefulness of ^(13)C NMR in ascertaining hydrogen bonding and in the structural analysis of these important cornpounds is demonstrated.

Additional Information

© 1975 American Chemical Society. Received October 4, 1974. We are grateful to Dr. Richard S. Egan, Dr. James B. McAlpine. and the staff of Abbott Laboratories for the generous donation of most of the samples used in this study, for the use of extensive unpublished data. and for stimulating discussions and correspondence. Supported by the Public Health Service. Research Grant No. GM-11072, from the Division of General Medical Sciences, and by the National Science Foundation. National Institutes of Health Trainee, 1970- 1973.

Additional details

Created:
August 19, 2023
Modified:
October 24, 2023