Cyclomarins are highly potent antimycobacterial and antiplasmodial cyclopeptides isolated from am arine bacterium (Streptomyces sp.). Previous studies have identified the targetp roteins and elucidated an ovel mode of action,h owever there are currently only af ew studies examining the structure-activity relationship (SAR) for both pathogens. Herein, we report the synthesisa nd biological evaluation of 17 novel desoxycyclomarin-inspired analogues. Optimization via side chain modificationso ft he non-canonical amino acids led to potentl ead structures for each pathogen. Figure 1. Structure diversity of cyclomarins.Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.