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

1,†, 1,† and 1,2,3,*
1
College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China
2
The Southwest Institute of Fruits Nutrition, Liangjiang New District, Chongqing 401121, China
3
Key Laboratory of Horticulture Science for Southern Mountainous Regions, Ministry of Education, Chongqing 400715, China
*
Author to whom correspondence should be addressed.
These authors contributed equally to this work.
Molecules 2018, 23(10), 2660; https://doi.org/10.3390/molecules23102660
Received: 29 August 2018 / Revised: 26 September 2018 / Accepted: 11 October 2018 / Published: 16 October 2018
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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. View Full-Text
Keywords: Citrus flavonoids; PMFs; UPLC-Q-TOF-MS/MS; prep-HPLC; HPD 300 resin; new method Citrus flavonoids; PMFs; UPLC-Q-TOF-MS/MS; prep-HPLC; HPD 300 resin; new method
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Li, Z.; Zhao, Z.; Zhou, Z. Simultaneous Separation and Purification of Five Polymethoxylated Flavones from “Dahongpao” Tangerine (Citrus tangerina Tanaka) Using Macroporous Adsorptive Resins Combined with Prep-HPLC. Molecules 2018, 23, 2660.

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