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  • Title: Depsipeptide companeramides from a Panamanian marine cyanobacterium associated with the coibamide producer.
    Author: Vining OB, Medina RA, Mitchell EA, Videau P, Li D, Serrill JD, Kelly JX, Gerwick WH, Proteau PJ, Ishmael JE, McPhail KL.
    Journal: J Nat Prod; 2015 Mar 27; 78(3):413-20. PubMed ID: 25562664.
    Abstract:
    Two new cyclic depsipeptides, companeramides A (1) and B (2), have been isolated from the phylogenetically characterized cyanobacterial collection that yielded the previously reported cancer cell toxin coibamide A (collected from Coiba Island, Panama). The planar structures of the companeramides, which contain 3-amino-2-methyl-7-octynoic acid (Amoya), hydroxy isovaleric acid (Hiva), and eight α-amino acid units, were established by NMR spectroscopy and mass spectrometry. The absolute configuration of each companeramide was assigned using a combination of Marfey's methodology and chiral-phase HPLC analysis of complete and partial hydrolysis products compared to commercial and synthesized standards. Companeramides A (1) and B (2) showed high nanomolar in vitro antiplasmodial activity but were not overtly cytotoxic to four human cancer cell lines at the doses tested.
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