Antifungal Lipopeptides from Bacillus amyloliquefaciens Strain BO7

作者:Romano Adriana; Vitullo Domenico; Di Pietro Antonio; Lima Giuseppe; Lanzotti Virginia*
来源:Journal of Natural Products, 2011, 74(2): 145-151.
DOI:10.1021/np100408y

摘要

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 add 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.

  • 出版日期2011-2