title: Natural occurrence of organofluorine and other constituents from Streptomyces sp. TC1.
abstract: Antioxidant-directed fractionation of an ethyl acetate extract of Streptomyces sp. TC1 resulted in the isolation of a novel secondary metabolite with an aromatic organofluorine scaffold (1), an atypical tripod-type triallyl phenol (2), and a leucine residue comprised polyamine (3). Their structures were established by comprehensive spectroscopic analysis of 1D and 2D NMR data, and compound 1 was confirmed by (19)F NMR and single-crystal X-ray diffraction studies. The absolute configuration of compound 3 was assigned by comparison of its ECD spectra and quantum chemical ECD calculations. Of these, compound 1 displayed antioxidant and DNA and protein binding properties.
authors.affiliation: Department of Agricultural Microbiology, Tamil Nadu Agricultural University , Coimbatore, 641 003, Tamil Nadu, India.
authors.forename: Nanjundan
authors.initials: N
authors.lastname: Jaivel
authors.forename: Chokkalingam
authors.initials: C
authors.lastname: Uvarani
authors.forename: Ramasamy
authors.initials: R
authors.lastname: Rajesh
authors.forename: Devadasan
authors.initials: D
authors.lastname: Velmurugan
authors.forename: Ponnusamy
authors.initials: P
authors.lastname: Marimuthu
mesh_terms: D000975:Antioxidants / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D001713:Biphenyl Compounds / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D016166:Free Radical Scavengers / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D045325:HCT116 Cells; D006367:HeLa Cells; D006801:Humans; D006845:Hydrocarbons, Fluorinated / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000494:pharmacology; D011422:Propionates / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D013302:Streptomyces / Q000737:chemistry*
chemical_list: C587332:3-(3,5-di-tert-butyl-4-fluorophenyl)propanoic acid; D000975:Antioxidants; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D006845:Hydrocarbons, Fluorinated; D010851:Picrates; D011422:Propionates; C004931:1,1-diphenyl-2-picrylhydrazyl