Journal
AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 70, Issue 2, Pages 229-232Publisher
CSIRO PUBLISHING
DOI: 10.1071/CH16559
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The total synthesis of norfijimycin A, a simplified analogue of the marine natural product fijimycin A, is described. Fijimycin A is a cyclic depsipeptide that has been shown to possess activity against methicillin-resistant Staphylococcus aureus. The natural product contains a rare N, beta-dimethyl leucine unit with unknown stereochemistry at the beta-carbon. To evaluate the importance of the beta-methyl group for antimicrobial activity, we introduced N-methyl leucine into the natural product scaffold. The resulting norfijimycin A was shown to possess significant activity against Mycobacterium tuberculosis, the etiological agent of tuberculosis.
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