Literature DB >> 24315679

Enantioseparation of racemic trans-δ-viniferin using high speed counter-current chromatography based on induced circular dichroism technology.

Chao Han1, Jinfang Xu1, Xiaobing Wang1, Xiaoming Xu1, Jianguang Luo2, Lingyi Kong3.   

Abstract

A preparative chiral high speed counter-current chromatography (HSCCC) method based on induced circular dichroism (ICD) spectrum was developed to separate trans-δ-viniferin (TVN) enantiomers successfully. The important parameters for the chiral HSCCC separation process, including the type of chiral selector (CS), the concentration of chiral selector and the equilibrium temperature, were optimized using induced circular dichroism spectrum. The final separation procedure was established with a biphasic solvent system composed of n-hexane-ethyl acetate-25 mmol L(-1) hydroxypropyl-β-cyclodextrin aqueous solution (5:5:10, v/v/v) in the head-to-tail elution mode at 5 °C. Under optimum chiral HSCCC separation conditions, 8.2mg of (7S, 8S)-TVN (1) and 9.4 mg of (7R, 8R)-TVN (2) were successfully separated from 20mg TVN enantiomers with the purity of 99.51% and 99.36%, respectively.
Copyright © 2013 Elsevier B.V. All rights reserved.

Entities:  

Keywords:  Chiral separation; High speed counter-current chromatography; Hydroxypropyl-β-cyclodextrin; Induced circular dichroism spectrum; Trans-δ-viniferin

Mesh:

Substances:

Year:  2013        PMID: 24315679     DOI: 10.1016/j.chroma.2013.11.037

Source DB:  PubMed          Journal:  J Chromatogr A        ISSN: 0021-9673            Impact factor:   4.759


  2 in total

Review 1.  Chemistry and Biology of Resveratrol-Derived Natural Products.

Authors:  Mitchell H Keylor; Bryan S Matsuura; Corey R J Stephenson
Journal:  Chem Rev       Date:  2015-04-02       Impact factor: 60.622

2.  Chiral Separation of Stilbene Dimers Generated by Biotransformation for Absolute Configuration Determination and Antibacterial Evaluation.

Authors:  Robin Huber; Laurence Marcourt; Luis-Manuel Quiros-Guerrero; Alexandre Luscher; Sylvain Schnee; Emilie Michellod; Verena Ducret; Thilo Kohler; Karl Perron; Jean-Luc Wolfender; Katia Gindro; Emerson Ferreira Queiroz
Journal:  Front Chem       Date:  2022-05-31       Impact factor: 5.545

  2 in total

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