Application of an efficient strategy based on liquid-liquid extraction, high-speed counter-current chromatography, and preparative HPLC for the rapid enrichment, separation, and purification of four anthraquinones from<i>Rheum tanguticum</i>

Chen, Tao; Liu, Yongling; Zou, Denglang; Chen, Chen; You, Jing; Zhou, Guoying; Sun, Jing; Li, Yulin

doi:10.1002/jssc.201300648

Cited by 48 publications

(27 citation statements)

References 21 publications

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“…However, sometimes it is challenging to find a perfect solvent system to perform in high purity in a one‐step separation by HSCCC. Preparative HPLC (prep‐HPLC) was commonly used as an extra separation step for the complementary action between HSCCC and prep‐HPLC [18,19]. It takes advantage of high‐performance separation, online detection, and automatic control to realize the efficient separation of target compounds [20].…”

Section: Introductionmentioning

confidence: 99%

Preparative isolation and purification of 12 main antioxidants from the roots of Polygonum multiflorum Thunb. using high‐speed countercurrent chromatography and preparative HPLC guided by 1,1′‐diphenyl‐2‐picrylhydrazyl‐HPLC

Liu

et al. 2020

J of Separation Science

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A hyphenated strategy by off-line coupling of 1,1 ′ -diphenyl-2-picrylhydrazyl-highperformance liquid chromatography, high-speed countercurrent chromatography, and preparative high-performance liquid chromatography was established to screen and separate antioxidants from ethyl acetate fraction of the roots of Polygonum multiflorum. Under the targeted guidance of 1,1 ′ -diphenyl-2-picrylhydrazyl-highperformance liquid chromatography experiment, 12 compounds were identified as potential antioxidants and readily isolated by high-speed counter-current chromatography and preparative high-performance liquid chromatography. Ultraviolet spectroscopy, mass spectrometry, and 1 H NMR spectroscopy were employed to identify their structures, which were assigned as gallic acid (1, 6.2 mg, 98.28%), catechin (2, 8.8 mg, 90.69%), epicatechin (3, 4.1 mg, 96.71%), polydatin (4, 5.3 mg, 94.91%), 2,3,5,4 ′ -tetrahydroxy stilbene-2-O-β-D-glucoside (5, 20.2 mg, 95.23%), piceatannol (6, 5.3 mg, 96.85%), rutin (7, 5.4 mg, 97.92%), resveratrol (8, 5.2 mg, 96.94%), isorhapontigenin (9, 11.4 mg, 94.81%), hyperoside (10, 9.7 mg, 98.52%), rhein (11, 4.9 mg, 97.46%), and emodin (12, 8.2 mg, 95.74%). Notably, compounds 6 and 9 were isolated from Polygonum multiflorum for the first time. In addition, antioxidant activity of compounds 1-12 were evaluated, and compounds 1-8 and 10 exhibited stronger antioxidant activity than ascorbic acid (positive control). These results indicated that the proposed method is a highly efficient strategy to screen and isolate antioxidants from complex natural products. K E Y W O R D Santioxidants, high-speed countercurrent chromatography, preparative high-performance liquid chromatography, traditional Chinese medicine Article Related Abbreviations: DAD, diode array detector; DPPH, 1,1 ′ -diphenyl-2-picrylhydrazyl; HSCCC, high-speed countercurrent chromatography; PEMW, petroleum ether/ethyl acetate/methanol/water; PM, Polygonum multiflorum Thunb.; prep-HPLC, preparative high-performance liquid chromatography.

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Section: Introductionmentioning

confidence: 99%

Preparative isolation and purification of 12 main antioxidants from the roots of Polygonum multiflorum Thunb. using high‐speed countercurrent chromatography and preparative HPLC guided by 1,1′‐diphenyl‐2‐picrylhydrazyl‐HPLC

Liu

et al. 2020

J of Separation Science

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“…However, due to its easy operation, high accuracy, and wide applicability, HPLC is still most widely used among these techniques [12–18]. On the other hand, many extraction methods, such as decocting or refluxing extraction [19, 20], liquid–liquid extraction [21], and ultrasonic extraction [22], have been widely applied for the enrichment and cleanup of trace anthraquinones in the complex biological and herbs samples. However, some of these methods are usually time-consuming, solvents, or labor-intensive.…”

Section: Introductionmentioning

confidence: 99%

SPE-UHPLC-FLD Method for the Simultaneous Determination of Five Anthraquinones in Human Urine Using Mixed-Mode Bis(tetraoxacalix[2]arene[2]triazine) Modified Silica as Sorbent

Qiao

Deng

et al. 2017

Journal of Analytical Methods in Chemistry

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The five anthraquinones compounds (including aloe-emodin, emodin, physcion, chrysophanol, and rhein) are regarded as the main effective ingredients in rhubarb (Dahuang in Chinese, one of the commonly used Chinese herbal medicines). In this work, a simple and effective solid phase extraction (SPE) method based on bis(tetraoxacalix[2]arene[2]triazine) modified silica gel as adsorbent was developed. Coupled with UHPLC-FLD, the developed method was successfully applied for the measuring of main anthraquinones in human urine after oral administration of the extracts of rhubarb. To obtain the highest recoveries of the five anthraquinones in the SPE process, the main parameters which may affect extraction efficiency were optimized. The optimized sorbent amount, sample loading pH, sample loading rate, washing solution, and eluent condition were obtained. The developed method showed good linearity in 0.012–1.800 μg mL−1 for the five anthraquinones with correlation coefficients more than 0.9993. The investigated LOD values ranged from 3.9 to 5.7 ng mL−1, while the LOQs were between 12.0 and 18.2 ng mL−1. The recoveries of the method were also investigated, which were in the range of 94.8–106.6%. The application of the mixed-mode SPE materials in the proposed method was feasible and simple, and suitable for the enrichment of anthraquinones in urine samples.

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“…Particularly, when target compounds possess similar partition coefficients, a special elution mode such as recycling elution has to be resorted and substantial time (>5 h) is needed . In such a situation, preparative HPLC (prep‐HPLC), an extensively used classical separation technique is a good complement for HSCCC . Previous studies have demonstrated the effectiveness of HSCCC combined with prep‐HPLC for separating monomeric compounds from complex samples, thus significantly saving elution time and a large amount of solvents .…”

Section: Introductionmentioning

confidence: 99%

Combined application of chromatographic techniques for the separation of phenolic compounds fromStenoloma chusanumChing

et al. 2017

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High-speed countercurrent chromatography combined with preparative high-performance liquid chromatography was successfully used to separate seven phenolic compounds from Stenoloma chusanum Ching. A biphasic solvent system composed of hexane/ethyl acetate/methanol/water (1:2:1:2, v/v) was used for the first step high-speed countercurrent chromatography separation in elution-extrusion mode. A mobile phase composed of acetonitrile (18%) and pure water (82%) was used for further preparative high-performance liquid chromatography purification. In total, the combined separation yielded seven compounds, including 3,4-dihydroxy benzoic acid, 3,4-dihydroxy benzaldehyde, esculetin, caffeic acid, syringic acid, luteolin, and apigenin, at a purity of over 90%. Esculetin was separated from Stenoloma chusanum Ching for the first time. The results suggest that the proposed combination method is a useful strategy for separating compounds from complex samples.

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Application of an efficient strategy based on liquid-liquid extraction, high-speed counter-current chromatography, and preparative HPLC for the rapid enrichment, separation, and purification of four anthraquinones fromRheum tanguticum

Cited by 48 publications

References 21 publications

Preparative isolation and purification of 12 main antioxidants from the roots of Polygonum multiflorum Thunb. using high‐speed countercurrent chromatography and preparative HPLC guided by 1,1′‐diphenyl‐2‐picrylhydrazyl‐HPLC

Preparative isolation and purification of 12 main antioxidants from the roots of Polygonum multiflorum Thunb. using high‐speed countercurrent chromatography and preparative HPLC guided by 1,1′‐diphenyl‐2‐picrylhydrazyl‐HPLC

SPE-UHPLC-FLD Method for the Simultaneous Determination of Five Anthraquinones in Human Urine Using Mixed-Mode Bis(tetraoxacalix[2]arene[2]triazine) Modified Silica as Sorbent

Combined application of chromatographic techniques for the separation of phenolic compounds fromStenoloma chusanumChing

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