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Updated: Sep 26, 2026

Antimicrobial Peptides Produced by Selective Pressure Incorporation of Non-canonical Amino Acids
Published on: May 4, 2018
Tasipeptins A and B: new cytotoxic depsipeptides from the marine cyanobacterium Symploca sp
Philip G Williams1, Wesley Y Yoshida, Richard E Moore
1Department of Chemistry, University of Hawaii at Manoa, Honolulu 96822, USA.
Abstract:
Two new depsipeptides have been isolated from a Symploca sp. collected in Palau. The gross structures of tasipeptins A (1) and B (2) were determined by standard spectroscopic techniques, and the absolute configuration of the amino acid units was determined by chiral HPLC. The relative stereochemistry of the 3-amino-6-hydroxy-2-piperidone (Ahp) moiety in both structures was determined by analysis of (2,3)J(H,H) values. Oxidation with PCC and acid hydrolysis unmasked this latent glutamic acid moiety, allowing for elucidation of the total configuration of 1 and 2. Tasipeptins A (1) and B (2) were cytotoxic toward KB cells with IC(50) values of 0.93 and 0.82 microM, respectively.
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