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Molecules. 2018 Oct 16;23(10). pii: E2660. doi: 10.3390/molecules23102660.

Simultaneous Separation and Purification of Five Polymethoxylated Flavones from "Dahongpao" Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC.

Li Z1, Zhao Z2, Zhou Z3,4,5.

Author information

1
College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China. zhenqinglee@126.com.
2
College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China. jlljtsy@163.com.
3
College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China. zhouzhiqin@swu.edu.cn.
4
The Southwest Institute of Fruits Nutrition, Liangjiang New District, Chongqing 401121, China. zhouzhiqin@swu.edu.cn.
5
Key Laboratory of Horticulture Science for Southern Mountainous Regions, Ministry of Education, Chongqing 400715, China. zhouzhiqin@swu.edu.cn.

Abstract

In this study, a preparative separation method was established to simultaneously isolate the polymethoxylated flavones (PMFs) from the peel of "Dahongpao" tangerine using macroporous adsorptive resins (MARs) combined with prep-HPLC. The total PMFs were enriched using MARs to remove most sugars, water-soluble pigments, and flavanones, and the eluents obtained were analyzed by ultra-performance liquid chromatography (UPLC) to determine the PMF composition. The separation and purification of PMFs were carried out by using a mass spectrometry-guided prep-HPLC with a gradient elution of acetonitrile-water (v/v), simultaneously. The purity of these PMFs was determined by UPLC, and their chemical structures were confirmed by electrospray ionization mass spectrometry (ESI-MS-MS), ultraviolet (UV), and nuclear magnetic resonance (NMR). Using the present method, five PMFs, including 5,6,7,4'-tetramethoxyflavone (1), nobiletin (2), tangeretin (3), sinensetin (4), and 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (5), can be purified simultaneously, and the purity of the compounds obtained were 95.3%, 99.7%, 99.5%, 98.9%, and 98.1%, respectively. The method reported here is simple, rapid, and efficient, and it can be used to separate PMFs from citrus fruit peels and, potentially, other plant materials.

KEYWORDS:

Citrus flavonoids; HPD 300 resin; PMFs; UPLC-Q-TOF-MS/MS; new method; prep-HPLC

PMID:
30332822
PMCID:
PMC6222627
DOI:
10.3390/molecules23102660
[Indexed for MEDLINE]
Free PMC Article

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