Generation of Stilbene Antimicrobials against Multiresistant Strains of Staphylococcus aureus through Biotransformation by the Enzymatic Secretome of Botrytis cinerea.,Journal of Natural Products

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Generation of Stilbene Antimicrobials against Multiresistant Strains of Staphylococcus aureus through Biotransformation by the Enzymatic Secretome of Botrytis cinerea.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-07-24 , DOI: 10.1021/acs.jnatprod.0c00071
Davide Righi _{1,

2} , Robin Huber _{1,

2} , Alexey Koval ₃ , Laurence Marcourt _{1,

2} , Sylvain Schnee ₄ , Anaïs Le Floch _{1,

2} , Verena Ducret ₅ , Remo Perozzo _{1,

2} , Concetta C de Ruvo _{1,

2} , Nicole Lecoultre ₄ , Emilie Michellod ₄ , Samad N Ebrahimi ₆ , Elisabeth Rivara-Minten _{1,

2} , Vladimir L Katanaev _{3,

7} , Karl Perron ₅ , Jean-Luc Wolfender _{1,

2} , Katia Gindro ₄ , Emerson F Queiroz _{1,

2}

Affiliation

The biotransformation of a mixture of resveratrol and pterostilbene was performed by the protein secretome of Botrytis cinerea. Several reaction conditions were tested to overcome solubility issues and to improve enzymatic activity. Using MeOH as cosolvent, a series of unusual methoxylated compounds was generated. The reaction was scaled-up, and the resulting mixture purified by semipreparative HPLC-PDA-ELSD-MS. Using this approach, 15 analogues were isolated in one step. Upon full characterization by NMR and HRMS analyses, eight of the compounds were new. The antibacterial activities of the isolated compounds were evaluated in vitro against the opportunistic pathogens Pseudomonas aeruginosa and Staphylococcus aureus. The selectivity index was calculated based on cytotoxic assays performed against human liver carcinoma cells (HepG2) and the human breast epithelial cell line (MCF10A). Some compounds revealed remarkable antibacterial activity against multidrug-resistant strains of S. aureus with moderate human cell line cytotoxicity.

中文翻译：

灰霉病菌酶促分泌组通过生物转化制备抗金黄色葡萄球菌多重耐药菌株的芪类抗菌剂。

白藜芦醇和紫檀芪混合物的生物转化是通过灰葡萄孢菌的蛋白质分泌组进行的。测试了几种反应条件以克服溶解度问题并提高酶活性。使用甲醇作为助溶剂，生成了一系列不寻常的甲氧基化合物。反应按比例放大，所得混合物通过半制备型 HPLC-PDA-ELSD-MS 纯化。使用这种方法，一步分离了 15 种类似物。通过 NMR 和 HRMS 分析进行全面表征后，其中 8 种化合物是新化合物。在体外评估了分离的化合物对机会性病原体铜绿假单胞菌和金黄色葡萄球菌的抗菌活性. 选择性指数是根据对人肝癌细胞 (HepG2) 和人乳腺上皮细胞系 (MCF10A) 进行的细胞毒性分析计算得出的。一些化合物对具有中等人细胞系细胞毒性的金黄色葡萄球菌多药耐药菌株显示出显着的抗菌活性。

更新日期：2020-08-28

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