An Optimized Facile Procedure to Synthesize and Purify Allicin

被引：31

作者：

Albrecht, Frank ^{[1
]}

Leontiev, Roman ^{[1
,2
]}

Jacob, Claus ^{[2
]}

Slusarenko, Alan J. ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Dept Plant Physiol, D-52056 Aachen, Germany

[2] Univ Saarland, Sch Pharm, Div Bioorgan Chem, Campus B2 1, D-66123 Saarbrucken, Saarland, Germany

来源：

MOLECULES | 2017年 / 22卷 / 05期

关键词：

allicin; Allium sativum; diallyl-disulfide; catalytic oxidation; reactive sulfur species; dipropyl-disulfide; thiosulfinate; APOPTOSIS; CELLS;

D O I：

10.3390/molecules22050770

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Allicin is a reactive sulfur species (RSS) and defence substance from garlic (Allium sativum 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 H-1-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.

引用

页数：13

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