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Molecules 2017, 22(2), 229; doi:10.3390/molecules22020229

An Efficient Method for the Preparative Isolation and Purification of Flavonoid Glycosides and Caffeoylquinic Acid Derivatives from Leaves of Lonicera japonica Thunb. Using High Speed Counter-Current Chromatography (HSCCC) and Prep-HPLC Guided by DPPH-HPLC Experiments

1
Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China
2
Beijing Centre for Physical and Chemical Analysis, Beijing 100089, China
3
College of Food Science and Engineering, Shandong Agricultural University, 61 Daizong Street, Taian 271018, China
4
Shandong Yate Eco-Tech Co. Ltd., Linyi 266071, China
*
Authors to whom correspondence should be addressed.
Received: 22 November 2016 / Accepted: 27 January 2017 / Published: 2 February 2017
(This article belongs to the Section Natural Products)
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Abstract

In this work, the n-butanol extract from leaves of Lonicera japonica Thunb. (L. japonica) was reacted with DPPH and subjected to a HPLC analysis for the guided screening antioxidants (DPPH-HPLC experiments). Then, nine antioxidants, including flavonoid glycosides and caffeoylquinic acid derivatives, were isolated and purified from leaves of L. japonica using high speed counter-current chromatography (HSCCC) and prep-HPLC. The n-butanol extract was firstly isolated by HSCCC using methyl tert-butyl ether/n-butanol/acetonitrile/water (0.5% acetic acid) (2:2:1:5, v/v), yielding five fractions F1, F2 (rhoifolin), F3 (luteoloside), F4 and F5 (collected from the column after the separation). The sub-fractions F1, F4 and F5 were successfully separated by prep-HPLC. Finally, nine compounds, including chlorogenic acid (1), lonicerin (2), rutin (3), rhoifolin (4), luteoloside (5), 3,4-Odicaffeoylquinic acid (6), hyperoside (7), 3,5-O-dicaffeoylquinic acid (8), and 4,5-O-dicaffeoylquinic acid (9) were obtained, respectively, with the purities over 94% as determined by HPLC. The structures were identified by electrospray ionization mass spectrometry (ESI-MS), 1H- and 13C-NMR. Antioxidant activities were tested, and the isolated compounds showed strong antioxidant activities. View Full-Text
Keywords: Lonicera japonica Thunb.; DPPH-HPLC experiments; flavonoid glycosides; caffeoylquinic acid derivatives; high speed counter-current chromatography; prep-HPLC combination Lonicera japonica Thunb.; DPPH-HPLC experiments; flavonoid glycosides; caffeoylquinic acid derivatives; high speed counter-current chromatography; prep-HPLC combination
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Wang, D.; Du, N.; Wen, L.; Zhu, H.; Liu, F.; Wang, X.; Du, J.; Li, S. An Efficient Method for the Preparative Isolation and Purification of Flavonoid Glycosides and Caffeoylquinic Acid Derivatives from Leaves of Lonicera japonica Thunb. Using High Speed Counter-Current Chromatography (HSCCC) and Prep-HPLC Guided by DPPH-HPLC Experiments. Molecules 2017, 22, 229.

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