一种合成与纯化大蒜素的优化简便方法。
An Optimized Facile Procedure to Synthesize and Purify Allicin.
作者信息
Albrecht Frank, Leontiev Roman, Jacob Claus, Slusarenko Alan J
机构信息
Department of Plant Physiology, RWTH Aachen University, D-52056 Aachen, Germany.
Division of Bioorganic Chemistry, School of Pharmacy, Campus B2 1, University of Saarland, D-66123 Saarbruecken, Saarland, Germany.
出版信息
Molecules. 2017 May 10;22(5):770. doi: 10.3390/molecules22050770.
Allicin is a reactive sulfur species (RSS) and defence substance from garlic ( L.). The compound is a broad-spectrum antibiotic that is also effective against multiple drug resistant (MDR) strains. A detailed protocol for allicin synthesis based on diallyl-disulfide (DADS) oxidation by H₂O₂ using acetic acid as a catalyst was published in 2001 by Lawson and Wang. Here we report on improvements to this basic method, clarify the mechanism of the reaction and show that it is zero-order with respect to DADS and first-order with respect to the concentration of H₂O₂. The progress of allicin synthesis and the reaction mechanism were analyzsd by high-performance liquid chromatography (HPLC) and the identity and purity of the products was verified with LC-MS and ¹H-NMR. We were able to obtain allicin of high purity (>98%) and >91% yield, with standard equipment available in any reasonable biological laboratory. This protocol will enable researchers to prepare and work with easily and cheaply prepared allicin of high quality.
蒜素是一种来自大蒜（L.）的活性硫物质（RSS）和防御物质。该化合物是一种广谱抗生素，对多重耐药（MDR）菌株也有效。2001年，劳森和王发表了一种基于以乙酸为催化剂，用过氧化氢（H₂O₂）氧化二烯丙基二硫醚（DADS）来合成蒜素的详细方案。在此，我们报告对该基本方法的改进，阐明反应机理，并表明该反应对DADS为零级反应，对H₂O₂浓度为一级反应。通过高效液相色谱（HPLC）分析蒜素合成的进展和反应机理，并用液相色谱-质谱联用（LC-MS）和¹H-核磁共振（¹H-NMR）验证产物的身份和纯度。我们能够使用任何合理的生物实验室都具备的标准设备，获得纯度>98%且产率>91%的蒜素。该方案将使研究人员能够轻松且廉价地制备高质量的蒜素并开展相关研究。
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