title: Trichophycin A, a Cytotoxic Linear Polyketide Isolated from a Trichodesmium thiebautii Bloom.
abstract: In an effort to isolate and characterize bioactive secondary metabolites fromTrichodesmium thiebautiiblooms, collected cyanobacteria biomass was subjected to bioassay-guided extraction and fractionation using the human colon cancer cell line HCT-116, resulting in the isolation and subsequent structure characterization of a linear polyketide trichophycin A (1). The planar structure of1was completed using 1D and 2D NMR spectroscopy and high-resolution electrospray ionization mass spectrometry (HRESIMS). Trichophycin A was moderately toxic against the murine neuroblastoma cell line Neuro-2A (EC50: 6.5 μM) and HCT-116 cells (EC50: 11.7 μM). Trichophycin A was significantly more cytotoxic than the previously isolated polyketides trichotoxin A and trichotoxin B. These cytotoxicity observations suggest that toxicity may be related to the polyol character of these polyketide compounds.
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, 7 Greenhouse Road, Kingston, RI 02881, USA. mbertin@uri.edu.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Bertin
authors.affiliation: Biosortia Pharmaceuticals, Hollings Marine Laboratory, 331 Fort Johnson Road, Charleston, SC 29412, USA. pwahome@biosortia.com.
authors.forename: Paul G
authors.initials: PG
authors.lastname: Wahome
authors.affiliation: Department of Life Sciences, Texas A&M Corpus Christi, 6300 Ocean Drive, Corpus Christi, TX 78412, USA. paul.zimba@tamucc.edu.
authors.forename: Paul V
authors.initials: PV
authors.lastname: Zimba
authors.affiliation: Biosortia Pharmaceuticals, Hollings Marine Laboratory, 331 Fort Johnson Road, Charleston, SC 29412, USA. haiyn_he@yahoo.com.
authors.forename: Haiyin
authors.initials: H
authors.lastname: He
authors.affiliation: Emerging Toxins Program, National Ocean Service/NOAA, Hollings Marine Laboratory, 331 Fort Johnson Road, Charleston, SC 29412, USA. peter.moeller@noaa.gov.
authors.forename: Peter D R
authors.initials: PD
authors.lastname: Moeller
mesh_terms: D000818:Animals; D023181:Antimicrobial Cationic Peptides; D045744:Cell Line, Tumor; D000458:Cyanobacteria / Q000737:chemistry*; D045325:HCT116 Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D051379:Mice; D009447:Neuroblastoma / Q000188:drug therapy; D010455:Peptides / Q000737:chemistry / Q000494:pharmacology; D061065:Polyketides / Q000737:chemistry* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D000072359:Trichodesmium / Q000737:chemistry*
chemical_list: D023181:Antimicrobial Cationic Peptides; D010455:Peptides; D061065:Polyketides; C016161:trichotoxin
keywords: Trichodesmium thiebautii blooms; polyketide; polyol; secondary metabolite