title: Antifungal lipopeptides from Bacillus amyloliquefaciens strain BO7.
abstract: Three new lipopeptides (1-3) were isolated from the organic extract of Bacillus amyloliquefaciens strain (BO7). These compounds represented the major constituents (>60%) of the total cell lipids extractable with CHCl(3)/MeOH (2:1). Elucidation of their chemical structure was carried out by spectroscopic analyses, including 1D and 2D NMR spectroscopy, mass spectrometry (MS), and secondary ion mass spectrometry (MS/MS), along with chemical degradation. The compounds are members of the surfactins family and are based on the heptapeptide Glu-Leu-Leu-Ala-Asp-Leu-Leu, N-acylated to the N-terminal by an (R)-3-hydroxy fatty acid with linear alkyl chains from 16:0 to 18:0 (1-3, respectively). An ester bond between the 3-hydroxyl group of the fatty acid and the carboxylic group of the C-terminal amino acid closes a 13-membered lactone ring. The bacterial lipopeptides, particularly compound 3, displayed strong and dose-dependent antifungal activity against the plant pathogenic fungus Fusarium oxysporum.
authors.affiliation: Dipartimento di Arboricoltura, Botanica e Patologia Vegetale, Università di Napoli Federico II, Portici (NA), Italy.
authors.forename: Adriana
authors.initials: A
authors.lastname: Romano
authors.forename: Domenico
authors.initials: D
authors.lastname: Vitullo
authors.forename: Antonio
authors.initials: A
authors.lastname: Di Pietro
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Lima
authors.forename: Virginia
authors.initials: V
authors.lastname: Lanzotti
mesh_terms: D000595:Amino Acid Sequence; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001407:Bacillus / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D005670:Fusarium / Q000187:drug effects; D055666:Lipopeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D012987:Soil
chemical_list: D000935:Antifungal Agents; D055666:Lipopeptides; D010456:Peptides, Cyclic; D012987:Soil