Antifungal Cyclic Lipopeptides from Bacillus amyloliquefaciens Strain BO5A

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• 作者：Adriana Romano ; Domenico Vitullo ; Mauro Senatore ; Giuseppe Lima ; Virginia Lanzotti
• 刊名：Journal of Natural Products
• 出版年：2013
• 出版时间：November 22, 2013
• 年：2013
• 卷：76
• 期：11
• 页码：2019-2025
• 全文大小：377K
• 年卷期：v.76,no.11(November 22, 2013)
• ISSN：1520-6025

文摘

A bioassay-guided fractionation of Bacillus amyloliquefaciens strain BO5A afforded the isolation of two new cyclic lipopeptides (1 and 2) as the major lipid constituents (>60%) of the CHCl₃鈥揗eOH (2:1) extract. The chemical structures of the isolated metabolites were elucidated by spectroscopic methods, including 1D and 2D NMR spectroscopy, mass spectrometry (MS), secondary ion mass spectrometry (MS1, MS2), and chemical degradation. The compounds are members of the surfactins family and are based on a heptapeptide chain composed by Glu-Val-Leu-Val-Asp-Leu-Leu. Its N-terminal end is N-acylated by an (R)-3-hydroxy fatty acid with linear alkyl chains of 16:0 and 15:0 (1 and 2, respectively). The 3-hydroxyl group closes a 25-membered lactone ring with the carboxylic group of the C-terminal amino acid. The isolated compounds were tested for their inhibitory activity against the four pathogenic fungi Fusarium oxysporum, Aspergillus niger, Botrytis cinerea,and Penicillium italicum and the biocontrol fungus Trichoderma harzianum. Compound 2 displayed activity against all tested pathogens.