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Solid-Phase Synthesis of Orberryamides A-D and Their Derivatives Reveals PPARγ-Mediated Th17 Differentiation
Yong Zhou1,2, Bu-Yu Liu3,4, Kawai Lei3,4
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
Abstract:
Orberryamides A-D (1-4, respectively) make up a unique class of macrocyclic nonapeptides that exhibit significant inhibition of Th17 cell differentiation. Herein, we report a scalable total synthesis of these natural products and their derivatives using an integrated strategy that combines solid-phase peptide synthesis for macrocycle assembly with late-stage functionalization. Biological assays identified derivatives 27 and 29 as PPARγ agonists that inhibit Th17 cell differentiation, providing insights into the immunomodulatory mechanisms of this macrocyclic peptide family.
