title: Porpoisamides A and B, two novel epimeric cyclic depsipeptides from a Florida Keys collection of Lyngbya sp.
abstract: NMR-guided fractionation of a non-polar extract of a Florida Keys collection of Lyngbya sp. resulted in the isolation of two novel epimeric cyclic depsipeptides, porpoisamides A (1) and B (2). The planar structures of these compounds were determined using NMR spectroscopic techniques. The absolute configurations of amino and hydroxy acid subunits were assigned by enantioselective HPLC analysis. These compounds showed weak cytotoxicity towards HCT-116 colorectal carcinoma and U2OS osteosarcoma cells. The porpoisamides are a unique pair of cyclic depsipeptides that are epimeric at C-2 of the β-amino acid, 3-amino-2-methyloctanoic acid.
authors.affiliation: Smithsonian Marine Station, Fort Pierce, FL 34949, USA.
authors.forename: Theresa
authors.initials: T
authors.lastname: Meickle
authors.forename: Sarath P
authors.initials: SP
authors.lastname: Gunasekera
authors.forename: Yanxia
authors.initials: Y
authors.lastname: Liu
authors.forename: Hendrik
authors.initials: H
authors.lastname: Luesch
authors.forename: Valerie J
authors.initials: VJ
authors.lastname: Paul
mesh_terms: D000596:Amino Acids; D045744:Cell Line, Tumor; D000458:Cyanobacteria / Q000737:chemistry* / Q000378:metabolism; D047630:Depsipeptides / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005431:Florida; D045325:HCT116 Cells; D006801:Humans; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D047630:Depsipeptides