Biotransformation of Glucosinolates Epiprogoitrin and Progoitrin to (R)- and (S)-Goitrin in Radix isatidis
- 4 November 2011
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Agricultural and Food Chemistry
- Vol. 59 (23), 12467-12472
- https://doi.org/10.1021/jf203321u
Abstract
Radix isatidis is an important traditional Chinese medicine with antiviral efficacy. (R)- and (S)-Goitrin are its main bioactive constituents in the 2010 edition of the Chinese Pharmacopoeia. (R)- and (S)-Goitrin are the breakdown products of epiprogoitrin and progoitrin from R. isatidis. The biotransformation of glucosinolates epiprogoitrin and progoitrin to (R)- and (S)-goitrin, however, is still unclear. In the current paper, the biotransformation of glucosinolates was studied. First, the high-performance liquid chromatography methods to analyze glucosinolates and their breakdown products were developed. Then, the biotransformation of individual glucosinolates such as epiprogoitrin and progoitrin was investigated under different pH conditions. Lastly, their biotransformation under five extraction environments was studied. The results showed that (R)- and (S)-goitrin were the most noteworthy breakdown products. Their relative transformation rates were about 70-80%, and the influence of different extraction environments on the transformation rate was not significant. These results would serve as a theoretical basis for industrial production and quality control and would be helpful for further studies on the biotransformation of glucosinolates.Keywords
This publication has 15 references indexed in Scilit:
- The Genetic Basis of Constitutive and Herbivore-Induced ESP-Independent Nitrile Formation in ArabidopsisPlant Physiology, 2008
- Use of Reverse Micelles for the Simultaneous Extraction of Oil, Proteins, and Glucosinolates from Cruciferous OilseedsJournal of Agricultural and Food Chemistry, 2008
- The Gene Controlling the Quantitative Trait LocusEPITHIOSPECIFIER MODIFIER1Alters Glucosinolate Hydrolysis and Insect Resistance inArabidopsisPlant Cell, 2006
- Effects of Glucosinolates and Their Enzymatic Hydrolysis Products via Myrosinase on the Root-knot Nematode Meloidogyne incognita (Kofoid et White) Chitw.Journal of Agricultural and Food Chemistry, 2004
- A critical review of the bioavailability of glucosinolates and related compoundsNatural Product Reports, 2004
- Isolation and Biochemical Characterization of a Basic Myrosinase from Ripe Crambe abyssinica Seeds, Highly Specific for epi-ProgoitrinJournal of Agricultural and Food Chemistry, 2003
- Chemo-enzymatic preparation from renewable resources of enantiopure 1,3-oxazolidine-2-thionesTetrahedron: Asymmetry, 1999
- Crambe abyssinica meal as starting material for the production of enantiomerically pure fine chemicalsIndustrial Crops and Products, 1998
- Preparation of (5R)-5-vinyloxazolidme-2-thione from natural epiprogoitrin using immobilized myrosinaseTetrahedron: Asymmetry, 1994
- The formation of 2-hydroxybut-3-enyl cyanide from (2s)-2-hydroxybut-3-enyl glucosinolate using immobilized myrosinaseTetrahedron Letters, 1993