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Endophytic fungus Pseudofusicoccum stromaticum produces cyclopeptides and plant-related bioactive rotenoids†
RSC Advances ( IF 3.9 ) Pub Date : 2018-10-17 00:00:00 , DOI: 10.1039/c8ra06824k Aline C M Sobreira 1 , Francisco das Chagas L Pinto 1 , Katharine G D Florêncio 2 , Diego V Wilke 2 , Charley C Staats 3 , Rodrigo de A S Streit 3 , Francisco das Chagas de O Freire 4 , Otília D L Pessoa 1 , Amaro E Trindade-Silva 2 , Kirley M Canuto 4
RSC Advances ( IF 3.9 ) Pub Date : 2018-10-17 00:00:00 , DOI: 10.1039/c8ra06824k Aline C M Sobreira 1 , Francisco das Chagas L Pinto 1 , Katharine G D Florêncio 2 , Diego V Wilke 2 , Charley C Staats 3 , Rodrigo de A S Streit 3 , Francisco das Chagas de O Freire 4 , Otília D L Pessoa 1 , Amaro E Trindade-Silva 2 , Kirley M Canuto 4
Affiliation
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In the present study, we integrated liquid chromatography high-resolution mass spectrometry (LC-HRMS) and high-throughput DNA sequencing for prospecting cytotoxic specialized metabolites from Pseudofusicoccum stromaticum, an endophytic fungus associated to the medicinal plant Myracrodruon urundeuva. LC-HRMS profiling allowed identifying putatively eleven compounds in the ethyl acetate extract from P. stromaticum broth. Additionally, a chemical fractionation guided by cytotoxicity combined with spectrometric analysis resulted in the isolation of three compounds: the cyclopeptide cyclo-L-Phe-D-Leu-L-Leu-L-Leu-L-lle along with the known rotenoids rotenolone and tephrosin. MTT assay showed that tephrosin (IC50 0.51 μg mL−1) has strong cytotoxic effect and may be pointed out as the compound responsible for the antiproliferative activity of P. stromaticum. Next Generation Sequencing (NGS) and genome mining of P. stromaticum draft genome revealed 56 contigs codifying specialized metabolites biosynthesis-related enzymes. Nearly half of such genes (44.6%) could be mapped to orphan Biosynthetic Gene Clusters (BGCs) of related plant pathogens belonging to family Botryosphaeriaceae. Also, screening for rotenoids biosynthetic enzymes led to characterization of a putative chalcone isomerase-like (CHI-like) protein. This is the first report of rotenoids biosynthesized by a fungus, unveiling a unique ability of P. stromaticum.
中文翻译：
内生真菌 Pseudofusicoccum stromaticum 产生环肽和植物相关的生物活性类胡萝卜素†
在本研究中，我们整合了液相色谱高分辨率质谱 (LC-HRMS) 和高通量 DNA 测序，以从 Pseudofusicoccum stromaticum 中寻找细胞毒性特殊代谢物，这是一种与药用植物Myracrodruon urundeuva相关的内生真菌。LC-HRMS 分析允许在来自P. stromaticum肉汤的乙酸乙酯提取物中鉴定出推定的 11 种化合物。此外，由细胞毒性引导的化学分馏结合光谱分析导致了三种化合物的分离：环肽环-L - Phe - D -Leu -L - Leu - L- Leu- L-lle 以及已知的类胡萝卜素 rotenolone 和 tephrosin。MTT测定表明tephrosin (IC 50 0.51 μg mL -1 )具有很强的细胞毒作用，可能被认为是引起P. stromaticum抗增殖活性的化合物。P. stromaticum的下一代测序 (NGS) 和基因组挖掘基因组草图揭示了编码特殊代谢物生物合成相关酶的 56 个重叠群。近一半的此类基因 (44.6%) 可以定位到属于葡萄球菌科的相关植物病原体的孤儿生物合成基因簇 (BGC)。此外，筛选类胡萝卜素生物合成酶导致了推定的查尔酮异构酶样（CHI 样）蛋白的表征。这是由真菌生物合成的类胡萝卜素的第一份报告，揭示了P. stromaticum 的独特能力。
更新日期：2018-10-17
中文翻译：
内生真菌 Pseudofusicoccum stromaticum 产生环肽和植物相关的生物活性类胡萝卜素†
在本研究中，我们整合了液相色谱高分辨率质谱 (LC-HRMS) 和高通量 DNA 测序，以从 Pseudofusicoccum stromaticum 中寻找细胞毒性特殊代谢物，这是一种与药用植物Myracrodruon urundeuva相关的内生真菌。LC-HRMS 分析允许在来自P. stromaticum肉汤的乙酸乙酯提取物中鉴定出推定的 11 种化合物。此外，由细胞毒性引导的化学分馏结合光谱分析导致了三种化合物的分离：环肽环-L - Phe - D -Leu -L - Leu - L- Leu- L-lle 以及已知的类胡萝卜素 rotenolone 和 tephrosin。MTT测定表明tephrosin (IC 50 0.51 μg mL -1 )具有很强的细胞毒作用，可能被认为是引起P. stromaticum抗增殖活性的化合物。P. stromaticum的下一代测序 (NGS) 和基因组挖掘基因组草图揭示了编码特殊代谢物生物合成相关酶的 56 个重叠群。近一半的此类基因 (44.6%) 可以定位到属于葡萄球菌科的相关植物病原体的孤儿生物合成基因簇 (BGC)。此外，筛选类胡萝卜素生物合成酶导致了推定的查尔酮异构酶样（CHI 样）蛋白的表征。这是由真菌生物合成的类胡萝卜素的第一份报告，揭示了P. stromaticum 的独特能力。
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