Total synthesis of micrococcin P1 and thiocillin I enabled by Mo(vi) catalyst?
Chemical Science Pub Date: 2018-12-03 DOI: 10.1039/C8SC04885A
Abstract
Thiopeptides are a class of potent antibiotics with promising therapeutic potential. We developed a novel Mo(VI)-oxide/picolinic acid catalyst for the cyclodehydration of cysteine peptides to form thiazoline heterocycles. With this powerful tool in hand, we completed the total syntheses of two representative thiopeptide antibiotics: micrococcin P1 and thiocillin I. These two concise syntheses (15 steps, longest linear sequence) feature a C–H activation strategy to install the trisubstituted pyridine core and thiazole groups. The synthetic material displays promising antimicrobial properties measured against a series of Gram-positive bacteria.
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Journal Name：Chemical Science
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CAS no.: 89640-58-4
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