Efficient Determination of the Enantiomeric Purity and Absolute Configuration of Flavanones by Using (S)-3,3'-Dibromo-1,1'-bi-2-naphthol as a Chiral Solvating Agent

Guoxin Du; Yisu Li; Shunan Ma; Rui Wang; Bo Li; Fujiang Guo; Weiliang Zhu; Yiming Li

doi:10.1021/acs.jnatprod.5b00690

Efficient Determination of the Enantiomeric Purity and Absolute Configuration of Flavanones by Using (S)-3,3'-Dibromo-1,1'-bi-2-naphthol as a Chiral Solvating Agent

J Nat Prod. 2015 Dec 24;78(12):2968-74. doi: 10.1021/acs.jnatprod.5b00690. Epub 2015 Dec 7.

Authors

Guoxin Du^{1

2}, Yisu Li^{2

3}, Shunan Ma¹, Rui Wang¹, Bo Li², Fujiang Guo¹, Weiliang Zhu², Yiming Li¹

Affiliations

¹ School of Pharmacy, Shanghai University of Traditional Chinese Medicine , 1200 Cailun Road, Shanghai, 201203, People's Republic of China.
² CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai, 201203, People's Republic of China.
³ Nano Science and Technology Institute, University of Science and Technology of China , 166 Renai Road, Suzhou, 215123, People's Republic of China.

PMID: 26641704
DOI: 10.1021/acs.jnatprod.5b00690

Abstract

The enantiomeric purity and absolute configuration of flavanones were first determined using (S)-3,3'-dibromo-1,1'-bi-2-naphthol as a chiral solvating agent by means of (1)H NMR spectroscopy. The enantiomeric purity results closely matched those based on chiral HPLC analysis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chromatography, High Pressure Liquid
Flavanones / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Naphthols / chemistry*
Stereoisomerism

Substances

(S)-3,3'-dibromo-1,1'-bi-2-naphthol
Flavanones
Naphthols