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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 Feb 02; 22(2)M

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.

Authors+Show Affiliations

Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China. wangdaijie@126.com.Beijing Centre for Physical and Chemical Analysis, Beijing 100089, China. maggieduning@163.com.Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China. 18663081657@163.com.Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China. sdzbzdzh@sina.com.Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China. liufeng8109@163.com.Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China. wxjn1998@126.com.College of Food Science and Engineering, Shandong Agricultural University, 61 Daizong Street, Taian 271018, China. djh@sdau.edu.cn.Shandong Yate Eco-Tech Co. Ltd., Linyi 266071, China. yate886@sohu.com.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

28157166

Citation

Wang, Daijie, et al. "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 (Basel, Switzerland), vol. 22, no. 2, 2017.
Wang D, Du N, Wen L, et al. 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(2).
Wang, D., Du, N., Wen, L., Zhu, H., Liu, F., Wang, X., Du, J., & Li, S. (2017). 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 (Basel, Switzerland), 22(2). https://doi.org/10.3390/molecules22020229
Wang D, et al. 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 Feb 2;22(2) PubMed PMID: 28157166.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - 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. AU - Wang,Daijie, AU - Du,Ning, AU - Wen,Lei, AU - Zhu,Heng, AU - Liu,Feng, AU - Wang,Xiao, AU - Du,Jinhua, AU - Li,Shengbo, Y1 - 2017/02/02/ PY - 2016/11/22/received PY - 2017/01/27/accepted PY - 2017/2/4/entrez PY - 2017/2/6/pubmed PY - 2017/5/10/medline KW - DPPH-HPLC experiments KW - Lonicera japonica Thunb. KW - caffeoylquinic acid derivatives KW - flavonoid glycosides KW - high speed counter-current chromatography KW - prep-HPLC combination JF - Molecules (Basel, Switzerland) JO - Molecules VL - 22 IS - 2 N2 - 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. SN - 1420-3049 UR - https://www.unboundmedicine.com/medline/citation/28157166/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_ DB - PRIME DP - Unbound Medicine ER -