Laboratory of Mass Spectrometry Applied Natural Products Chemistry, Department of Chemistry, Faculty of Philosophy, Sciences and Letters of Ribeirão Preto, University of São Paulo (USP), Ribeirão Preto, SP, 14040-901, Brazil.
Appl Biochem Biotechnol. 2013 Dec;171(7):1602-16. doi: 10.1007/s12010-013-0418-5. Epub 2013 Aug 27.
Natural products produced by microorganisms have been utilized as sources of new drugs possessing a wide range of agrochemical and pharmacological activities. During our research on Actinomycetes from Brazilian mangroves, the ethyl acetate extract of Streptomyces sp. AMC 23 isolated from the red mangrove (Rhizophora mangle) rhizosphere produced a highly active compound against the microalga Chlorella vulgaris, often used to assess the phytotoxic activity. As a result, the bioassay-guided fractionation led to the isolation of the mixture of the known compounds bafilomycin B1 and bafilomycin B2. The chemical structures of bafilomycin B1 and bafilomycin B2 were established based on their spectroscopic data by infrared (IR), mass spectrometry (MS), (1)H nuclear magnetic resonance (NMR), gradient-enhanced heteronuclear multiple quantum coherence (gHMQC), and gradient-enhanced heteronuclear multiple-bond connectivity (gHMBC) as well as comparison with reference data from the literature. Moreover, it was also possible to identify other bafilomycins using non-chromatographic-dependent techniques (Tandem mass spectrometry). Additionally, this is the first report on the phytotoxic activity of bafilomycin B1.
从巴西红树林内生放线菌中筛选到一株对淡水绿藻小球藻有高抑制活性的链霉菌 AMCC230213,其发酵产物乙酸乙酯提取物经活性跟踪分离得到化合物 1 和 2。采用红外光谱(IR)、质谱(MS)、一维(1D)和二维(2D)核磁共振谱(1H-NMR、13C-NMR、gHMQC、gHMBC)等波谱学方法并结合文献数据鉴定了化合物 1 和 2 的结构,分别为巴弗洛霉素 B1 和巴弗洛霉素 B2。此外,还通过非色谱依赖技术(串联质谱)鉴定了其他几种巴弗洛霉素。这也是首次报道巴弗洛霉素 B1 对植物的毒性作用。