One‐step isolation of γ‐oryzanol from rice bran oil by non‐aqueous hydrostatic countercurrent chromatography

Angelis, Apostolis; Urbain, Aurélie; Halabalaki, Maria; Aligiannis, Nektarios; Skaltsounis, Alexios‐Léandros

doi:10.1002/jssc.201100192

Cited by 23 publications

(13 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Reports about scalability of countercurrent chromatography methods demonstrate that scaling‐up can be easily and successfully applied for the preparative purification of natural compounds . The total volume of the preparative CPC column is fivefold larger than the semi‐preparative one.…”

Section: Resultsmentioning

confidence: 99%

“…The obtained result regarding the step-gradient dual mode analysis was very promising thus separation was scaled-up to preparative CPC mode. Reports about scalability of countercurrent chromatography methods demonstrate that scaling-up can be easily and successfully applied for the preparative purification of natural compounds [35][36][37]. The total volume of the preparative CPC column is fivefold larger than the semi-preparative one.…”

Section: Fractionation Of Saffron Extract By Dual Mode Centrifugal Pamentioning

confidence: 99%

See 1 more Smart Citation

Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC–MS

Karkoula

Angelis

Koulakiotis

et al. 2018

J of Separation Science

Self Cite

View full text Add to dashboard Cite

This study demonstrates a simple method for one-step isolation of the main secondary metabolites of a hydroalcoholic extract of Crocus sativus stigmas (saffron) using step-gradient centrifugal partition chromatography. The analysis was performed in dual and elution-extrusion mode, using five biphasic systems of the solvents heptane/ethyl acetate/butanol/ethanol/water in ratios of 4:10:0:4:10, 1:13:0:4:10, 1:12:1:4:10, 1:10:3:4:10, and 1:7:6:4:10. Five major crocins, picrocrocin, and crocetin were directly isolated in one step. Scaling up to preparative level, allowed the recovery of significantly high quantities of pure compounds, especially trans-crocin-4, saffron's principal crocin. Comparing dual-mode and elution-extrusion, in dual-mode, the trans-crocin-4 containing fractions were co-eluted with a high amount of free β-d-glucose. In contrast, absence of free β-d-glucose was observed in the corresponding trans-crocin-4 fractions obtained by the second method denoting its superiority against dual-mode. Initiating analysis with the 4 solvent-system afforded selective isolation of trans-crocin-4, with reduction in experimental time and solvent consumption. Structure elucidation was performed by nuclear magnetic resonance spectroscopy, liquid chromatography with mass spectrometry, and high-resolution tandem mass spectrometry. The proposed methodology comprises an integrated approach for the purification and characterization of biologically active saffron components in a fast, selective, and environmentally friendly manner.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Fractionation Of Saffron Extract By Dual Mode Centrifugal Pamentioning

confidence: 99%

Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC–MS

Karkoula

Angelis

Koulakiotis

et al. 2018

J of Separation Science

Self Cite

View full text Add to dashboard Cite

show abstract

“…Although there is a possibility of co-eluting glycerol esters such as mono and diacylglycerides with c-oryzanol compounds [23], however, the fragmentation patterns of compounds 8, 9, 21 and 22, and their absence in control brown rice, which are known to contain more than twice the amount of lipid than wild rice [17], suggested that these compounds are more likely c-oryzanol compounds. Further spectrometric assessment is required to complete structural verification of these components.…”

Section: Resultsmentioning

confidence: 99%

γ‐Oryzanols of North American Wild Rice (Zizania palustris)

Aladedunye

Przybylski

Rudzińska

et al. 2013

J Americ Oil Chem Soc

View full text Add to dashboard Cite

γ-Oryzanol, a natural mixture of ferulic acid esters of triterpene alcohols and sterols, are an important bioactive components present in rice bran oil. In light of the recent increase in the popularity of wild rice among consumers, and the possibility of a direct relationship between γ-oryzanol composition and its bioactivity, the oryzanol profile of major wild rice (Zizania palustris) grown in North America was studied and compared to regular brown rice (Oryza sativa L.). A total of twenty-three γ-oryzanol components were separated, identified and quantified by HPLC coupled to an Orbitrap MS. The distribution of individual γ-oryzanols was similar for all the wild rice but significantly different from those of the regular brown rice. Unlike in the regular brown rice, a significant amount of steryl caffeate and cinnamate were found in the wild rice samples. Generally, the amounts of γ-oryzanol in the wild rice were higher compared to the regular brown rice, 1,352 vs. 688 μg/g. The results from this study showed that wild rice had a more diverse γ-oryzanol composition and the higher amounts compared to the regular brown rice.

show abstract

“…Centrifugal partition chromatography (CPC) has proved to be an efficient method for the preparative isolation of high value‐added natural products , due to its numerous advantages such as large sample loading capacity and total recovery of the injected sample. We therefore chose to apply this chromatographic technique for the isolation of vandateroside I and II from a V. teres aerial parts hydroalcoholic extract, developing a stepwise CPC method combining various elution modes.…”

Section: Introductionmentioning

confidence: 99%

Purification of vandaterosides from Vanda teres (Orchidaceae) by stepwise gradient centrifugal partition chromatography

Čáková

Urbain

Quemener³

et al. 2015

J of Separation Science

Self Cite

View full text Add to dashboard Cite

Vandaterosides are polar glucosyloxybenzyl eucomate derivatives found in Vanda teres (Orchidaceae), which display biological activities that slow the skin ageing process. In order to obtain larger quantities to allow us to go further in the bioassays, the hydroalcoholic extract of aerial parts (leaves and stems) of V. teres were fractionated by centrifugal partition chromatography, combining isocratic, gradient, and dual elution modes. The first fractionation was performed on the extract maintained in the stationary phase as water saturated in butanol, while increasing the polarity of the mobile phase by changing the proportions of ethyl acetate/1-butanol/water, in order to obtain two enriched fractions. Vandateroside I was then purified by isocratic mode with ethyl acetate/ethanol/water (46:14:40), while vandateroside II was obtained by combining isocratic elution with ethyl acetate/isopropanol/water (30:20:50) followed by a multiple dual mode with ethyl acetate/ethanol/water (46:14:40). In this manner, hundreds of milligrams of vandateroside I and II were recovered from 10 g of V. teres extract.

show abstract

One‐step isolation of γ‐oryzanol from rice bran oil by non‐aqueous hydrostatic countercurrent chromatography

Cited by 23 publications

References 30 publications

Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC–MS

Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC–MS

γ‐Oryzanols of North American Wild Rice (Zizania palustris)

Purification of vandaterosides from Vanda teres (Orchidaceae) by stepwise gradient centrifugal partition chromatography

Contact Info

Product

Resources

About