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Journal of Asian Natural Products Research Volume 13, 2011 - Issue 4
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Original Articles

Determination of atropisomeric configurations of macrocyclic bisbibenzyls by HPLC-CD/UV and quantum chemical calculations

Li-Ning Wang School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, China
,
Chun-Feng Xie School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, China
,
Xiao-Song Zhu School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, China
,
Pei-Hong Fan School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, China
&
Hong-Xiang Lou School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, ChinaCorrespondence[email protected]
Pages 312-318 | Received 08 Nov 2010, Accepted 13 Jan 2011, Published online: 30 Mar 2011
 
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Abstract

Isoriccardin C (1) and riccardin D (2), isolated from the liverwort Reboulia hemisphaerica, were first characterized to be a mixture of two enantiomeric atropisomers by online chiral high-performance liquid chromatography-circular dichroism (HPLC-CD) analysis. Exemplarily for bisbibenzyls of the diarylether-biphenyl type, the absolute atropisomeric configurations of compunds 1 and 2 were determined by the analysis of their CD data coupled with quantum chemical CD calculations.

Acknowledgements

Financial supports from the National Natural Science Foundation of China (Nos 30925038 and 30730109) are gratefully acknowledged.

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