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An Optimized Facile Procedure to Synthesize and Purify Allicin.
Albrecht, Frank; Leontiev, Roman; Jacob, Claus; Slusarenko, Alan J.
Afiliação
  • Albrecht F; Department of Plant Physiology, RWTH Aachen University, D-52056 Aachen, Germany. frank.albrecht@rwth-aachen.de.
  • Leontiev R; Department of Plant Physiology, RWTH Aachen University, D-52056 Aachen, Germany. roman_leontiev@gmx.de.
  • Jacob C; Division of Bioorganic Chemistry, School of Pharmacy, Campus B2 1, University of Saarland, D-66123 Saarbruecken, Saarland, Germany. roman_leontiev@gmx.de.
  • Slusarenko AJ; Division of Bioorganic Chemistry, School of Pharmacy, Campus B2 1, University of Saarland, D-66123 Saarbruecken, Saarland, Germany. c.jacob@mx.uni-saarland.de.
Molecules ; 22(5)2017 May 10.
Article em En | MEDLINE | ID: mdl-28489057
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 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.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Sulfínicos / Dissulfetos / Compostos Alílicos / Técnicas de Química Sintética / Peróxido de Hidrogênio / Antibacterianos Idioma: En Revista: Molecules Ano de publicação: 2017 Tipo de documento: Article País de afiliação: Alemanha

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Sulfínicos / Dissulfetos / Compostos Alílicos / Técnicas de Química Sintética / Peróxido de Hidrogênio / Antibacterianos Idioma: En Revista: Molecules Ano de publicação: 2017 Tipo de documento: Article País de afiliação: Alemanha