Application and comparison of high‐speed countercurrent chromatography and high‐performance liquid chromatography in semi‐preparative separation of decarboxymethyl oleuropein aglycone (3,4‐DHPEA‐EDA), a bioactive secoiridoid from extra‐virgin olive oil

Abstract

This paper primarily extends research on applying and comparing high‐speed countercurrent chromatography (HSCCC) and high‐performance liquid chromatography (HPLC) in semi‐preparative isolation of decarboxymethyl oleuropein aglycone (3,4‐DHPEA‐EDA), a bioactive secoiridoid, from extra‐virgin olive oil (EVOO). An EVOO phenolic extract (EVOO‐PE) was obtained by solid‐phase extraction (SPE), and this extract was subjected to one run using the maximum loading capacity of each methodology without loss of resolution. For this sample set, the HSCCC method proved to be a more efficient approach regarding loading capacity, solvent consumption, and throughput compared with the HPLC method. However, the purity of the target from HPLC was superior to that of HSCCC, as the number of theoretical plates could not match that of HPLC. Therefore, we propose that HPLC should be used when higher purities are required, despite higher costs. In addition, HPLC is orthogonal and complementary to HSCCC, and can often provide straightforward resolution of otherwise difficult separations by HSCCC. Practical applications: Our results indicate that the optimized HSCCC is an economic process, and hence, a good candidate for further scaling‐up to preparative and industrial scales, as long as the chromatographic profile of the sample itself is simple enough to achieve good resolution, or a very high purity of the compound of interest is not required. For those cases, HPLC would provide superior target purity but would result in higher costs. This paper compares high‐speed countercurrent chromatography (HSCCC) and high‐performance liquid chromatography (HPLC) in semi‐preparative isolation of decarboxymethyl oleuropein aglycone (3,4‐DHPEA‐EDA), a bioactive secoiridoid, from extra‐virgin olive oil (EVOO). An EVOO phenolic extract (EVOO‐PE) was obtained by solid‐phase extraction (SPE), and this extract was subjected to one run using the maximum loading capacity of each methodology without loss of resolution. For this sample set, the HSCCC method proved to be a more efficient approach regarding loading capacity, solvent consumption, and throughput compared with the HPLC method. However, the purity of the target from HPLC was superior to that of HSCCC, as the number of theoretical plates could not match that of HPLC.

Evaluation of matrix effect in one‐dimensional and comprehensive two‐dimensional liquid chromatography for the determination of the phenolic fraction in extra virgin olive oils

“…Besides their nutritional benefits, phenolic compounds also protect the oil against autoxidation increasing shelf‐life and are also responsible for the characteristic bitter and pungent taste of EVOOs [4,7]. The concentrations of phenolic compounds in EVOOs depend on many factors, for example, the olive cultivar, fruit ripening, geographic origin, and technological conditions [4,8,9].…”

Recent trends in multidimensional countercurrent chromatography

“…Siddique et al's research results provide a new, simplified, eco-friendly, and cost-efficient MDCCC approach for extracting and purifying (-)-Oleocanthal (OC) and other phenolics present in the extra-virgin olive oil [71,72]. This study utilizes methods such as thin-layer chromatography (TLC), q-1 H-NMR, and an HPLC system featuring a UV/Visible detector.…”

Separation of six compounds from pigeon pea leaves by elution–extrusion counter‐current chromatography

“…The HSCCC exhibited superiorities including no irreversible adsorption, support‐free solid filler, less solvent consuming, rapid separation, and larger throughput of samples over the conventional separation techniques . As an efficient separation and purification technique, it was successfully applied in the isolation of various natural compounds, such as flavones , terpenoids , phthalides , and alkaloids . However, the multiple constituents in natural products usually possess distinct polarity, which results in longer isolation time or poorer resolution in a single solvent system for the classical HSCCC method.…”