Tambjamines are natural products that consist of a conserved bipyrrole core functionalized with different imines giving rise to many derivatives. The core structure of tambjamines allows ion coordination through the nitrogen atoms, which is a key aspect in many of their observed antimicrobial, anticancer, and antimalarial bioactivities. Minor variances in the compound structure have a considerable impact on the potency of these activities, so identifying new analogues is valuable for maximizing tambjamine biological potential. In this work, we describe the isolation and structure elucidation of the first naturally occurring macrocyclized tambjamine, tambjamine MYP1, from the marine microbe . We also compare the apparent p of cyclic and linear tambjamine analogues and discuss how structural strain may effect the compound's ion coordination abilities.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6457199PMC
http://dx.doi.org/10.1039/c9md00061eDOI Listing

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