Total Syntheses of Cyclomarin and Metamarin Natural Products.

Org Lett

Department of Pharmaceutical Chemistry, University of California, San Francisco, California 94143, United States.

Published: November 2024

The first total synthesis of the heptapeptide Cyclomarin A (CymA) was achieved via new routes to chiral amino acid building blocks (highlighted) and solid-phase peptide synthesis. A structurally misassigned epimer of CymA (CymA'), Cyclomarin C, and Metamarin were also synthesized. Affirmation of the syntheses was corroborated by observations that the synthetic molecules have antimicrobial activities mirroring those of the natural products. Interestingly, CymA' is more potent than CymA.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11574846PMC
http://dx.doi.org/10.1021/acs.orglett.4c03473DOI Listing

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