Preparative isolation and purification of phlorotannins from Ecklonia cava using centrifugal partition chromatography by one-step

Lee, Ji-Hyeok; Ko, Ju-Young; Oh, Jae-Young; Kim, Choul‐Young; Lee, Hee-Ju; Kim, Jaeil; Jeon, You‐Jin

doi:10.1016/j.foodchem.2014.02.112

Cited by 72 publications

(63 citation statements)

References 24 publications

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“…HPLC and HPLC-DAD-ESI / MS analyses were performed using the protocol described by Lee et al (2014). For processing HPLC, the mobile phase comprised of acetonitirile-water in gradient mode as follows: acetonitrile with 0.1% formic acid-water with 0.1% formic acid (0-40 min: 10 : 90 → 40 : 60, v/v; 40-50 min: 50 : 50, v/v; 50-60 min: 100 : 0, v/v).…”

Section: Hplc and Hplc-diode Array Detection / Electrospray Ionizatiomentioning

confidence: 99%

Polyphenol-rich fraction from Ecklonia cava (a brown alga) processing by-product reduces LPS-induced inflammation in vitro and in vivo in a zebrafish model

Kim¹,

Kim²,

Kang³

et al. 2014

ALGAE

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Ecklonia cava is a common edible brown algae that is plentiful in Jeju Island of Republic of Korea. Polyphenols from E. cava have strong anti-inflammatory activity. However, a large number of the by-products from E. cava processing are discarded. In the present study, to utilize these by-products, we assessed the anti-inflammatory activity of the polyphenol-rich fraction (PRF) from E. cava processing by-product (EPB) in lipopolysaccharide (LPS)-induced RAW264.7 macrophage cells. Four compounds, namely eckol, eckstolonol, dieckol, and phlorofucofuroeckol-A, were isolated and identified from PRF. We found that PRF suppressed the production of nitric oxide (NO), inducible nitric oxide synthase, and cyclooxygenase-2 in the LPS-induced cells. Furthermore, the protective effect of PRF was investigated in vivo in LPS-stimulated inflammation zebrafish model. PRF had a protective effect against LPS-stimulated toxicity in zebrafish embryos. In addition, PRF inhibited LPS-stimulated reactive oxygen species and NO generation. According to the results, PRF isolated from EPB could be used as a beneficial anti-inflammatory agent, instead of discard.Key Words: anti-inflammation; by-product; Ecklonia cava; polyphenol; seaweeds INTRODUCTIONSeaweeds are rich in vitamins, minerals, proteins, polyphenols, and polysaccharides. Therefore, several species of seaweeds are used in cosmetics, food, and pharmaceuticals. Many studies have shown that seaweeds have diverse bioactivities such as antioxidant, anticoagulant, anti-inflammation, antibacterial, and anticancer activities (Heo et al. 2003, Shin et al. 2006, Kim et al. 2007, Erbert et al. 2012, Ko et al. 2012. In particular, Ecklonia cava is a common edible brown algae that is plentiful in Jeju Island of Republic of Korea. E. cava has been identified to contain various natural substances such as carotenoids, fucoidans, and phlorotannins, which have beneficial biological activities including antioxidant, anti-inflammation, anticoagulant, antiviral, and antidiabetic effects (Kang et al. 2010, 2012b, 2013a. Dried forms of E. cava are consumed, but steam heated E. cava products sometimes are manufactured. When steaming the alga, a large amount of by-product is produced and discarded without utilization. Some studies have suggested that fermenting Received April 25, 2014, Accepted June 3, 2014 *Corresponding Author E-mail: youjinj@jejunu.ac.kr Tel: This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited. Preparation of PRF from EPBEPB was kindly provided by Taerim Co., Ltd. (Jeju, Korea) and then was freeze-dried. The dried EPB powder (5 g) was suspended in 500 mL of 80% ethanol and mechanically stirred for 24 h at room temperature. The solution was filtered and the filtrate was concentrated under reduced pressure to give the oily extract. Aft...

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Section: Hplc and Hplc-diode Array Detection / Electrospray Ionizatiomentioning

confidence: 99%

Polyphenol-rich fraction from Ecklonia cava (a brown alga) processing by-product reduces LPS-induced inflammation in vitro and in vivo in a zebrafish model

Kim¹,

Kim²,

Kang³

et al. 2014

ALGAE

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“…The CPC operations were progressed using the method specified by Lee et al (2013aLee et al ( , 2014a. The CPC operations were progressed using a two-phase solvent system which was composed of n-hexane:EtOAc:MeOH:water (0.5:10:4:6, v/v).…”

Section: Cpc Separation Proceduresmentioning

confidence: 99%

“…However, these conventional methods exhibit several drawbacks, in that they are time-consuming, they require limited amounts of compounds, as well as target compounds are irreversibly adsorbed on the stationary phase during separation (Lee et al 2014a). Because of these drawbacks, a preparative centrifugal partition chromatography (CPC) system might be a useful technology.…”

Section: Introductionmentioning

confidence: 99%

A single-step isolation of useful antioxidant compounds from Ishige okamurae by using centrifugal partition chromatography

Kim

et al. 2016

Fish Aquatic Sci

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One of the main compounds in Ishige okamurae, diphlorethohydroxycarmalol (DPHC), is known to exhibit antiviral and anti-inflammatory effects. However, it has not been investigated extensively. In this study, preparative centrifugal partition chromatography (CPC) coupled with 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS + ) online HPLC was employed for effectively separating considerable amounts of antioxidant compounds from marine algae. Two main antioxidant compounds, DPHC and octaphlorethol A (OPA), respectively, were confirmed and isolated from the ethyl acetate (EtOAc) fraction of I. okamurae by ABTS + online HPLC and preparative CPC systems. The presence of DPHC and OPA was confirmed in the EtOAc fraction of I. okamurae by both liquid chromatography with diode array detection and electrospray ionization mass spectrometry (LC-DAD-ESI/MS) and ABTS + online HPLC systems: DPHC (39 mg) and OPA (23 mg) were successfully isolated from I. okamurae (500 mg) with optimum solvent composition (0.5:10:4:6; n-hexane/EtOAc/MeOH/water, v/v) with corresponding partition coefficients (K) of 1.62 and 2.71, respectively, by preparative CPC. Hence, CPC coupled with ABTS + online HPLC is convenient for the efficient and simple isolation of these antioxidant compounds from I. okamurae.

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“…HPLC (Waters, Milford, Massachusetts, USA) and HPLC-DAD-ESI/MS (Hewlett-Packard 1100 series, Waldbronn, Germany) operation were performed by modified protocol of Lee et al (2014). Gradient was from 5% to 50% for solvent A in 50 min, from 50% to 100% for solvent A in 10 minutes with a 10-min hold at 100% for solvent A.…”

Section: Hplc-dad and Hplc-dad-esi/ms Analysismentioning

confidence: 99%

“…CPC operation was performed by modified protocol of Lee et al (2014). LLB-M high performance CPC 240 (Sanki Engineering, Kyoto, Japan) was used in preparative CPC.…”

Section: Separation Procedures Of Centrifugal Partition Chromatographymentioning

confidence: 99%

Evaluation on Anticancer Effect Against HL-60 Cells and Toxicity in vitro and in vivo of the Phenethyl Acetate Isolated from a Marine Bacterium Streptomyces griseus

Lee¹,

Zhang²,

Ko³

et al. 2015

Fisheries and aquatic sciences

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We previously identified Streptomyces griseus as an anti-cancer agent . In this study, we isolated compounds from S. griseus and evaluated their anticancer effect and toxicity in vitro and in vivo. Preparative centrifugal partition chromatography (CPC) was used to obtain three compounds, cyclo, cyclo( L -Phe-trans-4-hydroxy-L -Pro) and phenethyl acetate (PA). We chose PA, which had the highest anticancer activity, as a target compound for further experiments. PA induced the formation of apoptotic bodies, DNA fragmentation, DNA accumulation in G 0 /G 1 phase, and reactive oxygen species (ROS) formation. Furthermore, PA treatment increased Bax/Bcl-xL expression, activated caspase-3, and cleaved poly-ADP-ribose polymerase (PARP) in HL-60 cells. Simultaneous evaluation in vitro and in vivo, revealed that PA exhibited no toxicity in Vero cells and zebrafish embryos. We revealed, for the first time, that PA generates ROS, and that this ROS accumulation induced the Bcl signaling pathway.

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Preparative isolation and purification of phlorotannins from Ecklonia cava using centrifugal partition chromatography by one-step

Cited by 72 publications

References 24 publications

Polyphenol-rich fraction from Ecklonia cava (a brown alga) processing by-product reduces LPS-induced inflammation in vitro and in vivo in a zebrafish model

Polyphenol-rich fraction from Ecklonia cava (a brown alga) processing by-product reduces LPS-induced inflammation in vitro and in vivo in a zebrafish model

A single-step isolation of useful antioxidant compounds from Ishige okamurae by using centrifugal partition chromatography

Evaluation on Anticancer Effect Against HL-60 Cells and Toxicity in vitro and in vivo of the Phenethyl Acetate Isolated from a Marine Bacterium Streptomyces griseus

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