Total Synthesis of Glycinocins A−C
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Open Access
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ArticleAbstract
The glycinocins are a class of calcium-dependent, acidic cyclolipopeptide antibiotics structurally related to the clinically approved daptomycin. Herein, we describe a divergent total synthesis of glycinocins A–C, which differ in the structure of a branched α,β-unsaturated fatty acyl moiety. The three natural products exhibited calcium-dependent antimicrobial activity against Staphylococcus aureus and Bacillus subtilis with MICs ranging from 5.5 to 17 μM.The glycinocins are a class of calcium-dependent, acidic cyclolipopeptide antibiotics structurally related to the clinically approved daptomycin. Herein, we describe a divergent total synthesis of glycinocins A–C, which differ in the structure of a branched α,β-unsaturated fatty acyl moiety. The three natural products exhibited calcium-dependent antimicrobial activity against Staphylococcus aureus and Bacillus subtilis with MICs ranging from 5.5 to 17 μM.
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Date
2017-09-15Publisher
American Chemical SocietyFunding information
ARC FT130100150Licence
OtherFaculty/School
Faculty of ScienceCitation
Leo Corcilius, Nabiha T. Elias, Jessica L. Ochoa, Roger G. Linington, and Richard J. Payne , Total Synthesis of Glycinocins A−C, The Journal of Organic Chemistry 2017 82 (23), 12778-12785 DOI: 10.1021/acs.joc.7b01959Share