Isolation of isochlorogenic acid isomers in flower buds of Lonicera japonica by high-speed counter-current chromatography and preparative high performance liquid chromatography

Guo, Wei; Wang, Liang; Gao, Yan; Zhao, Bonian; Wang, Daijie; Duan, Wenjuan; Zong-yuan, YU

doi:10.1016/j.jchromb.2014.12.020

Cited by 33 publications

(24 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Although some authors have reported high purities (>90%) using HSCCC , this type of separations frequently require a pre‐separation step employing macroporous resins when the crude extracts are complex . In addition, HPLC is orthogonal and complementary to HSCCC, and can often provide straightforward resolution of otherwise difficult separations by HSCCC . However, when considering these comparisons it should be noted that there is room for further optimization of both methodologies, in terms of both throughput and efficiency.…”

Section: Resultsmentioning

confidence: 99%

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

Jiménez‐Sánchez¹,

Lozano‐Sánchez²,

Bruggemann

et al. 2016

Euro J Lipid Sci & Tech

View full text Add to dashboard Cite

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.

show abstract

Section: Resultsmentioning

confidence: 99%

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

Jiménez‐Sánchez¹,

Lozano‐Sánchez²,

Bruggemann

et al. 2016

Euro J Lipid Sci & Tech

View full text Add to dashboard Cite

show abstract

“…The chemical structures of isolated compounds were elucidated unequivocally through ESIMS and NMR and also all spectroscopic data were in agreement with respective published data. [16][17][18][19] Compound 1 ( .0 (C-6′ and C-6"), 125.6 (C-1'), 125.7 (C-1"), 145.0 (C-7′ and C-7″), 145.6 (C-3′ and C-3″), 148.3 (C-4'), 148.4 (C-4"), 165.0 (C-9"), 166.0 (C-9'), unobserved signals (C-1 and C-7). Hz, H-7'); 13 C-NMR (data from HSQC and HMBC spectra, DMSO-d6) δ (ppm): 37.1 (C-2), 37.5 (C-6), 66.3 (C-3), 67.7 (C-5), 73.3 (C-4), 73.6 (C-1), 113.6 (C-8"), 113.9 (C-8'), 114.9 (C-2' and C-2"), 115.9 (C-5' and C-5″), 121.5 (C-6' and C-6″), 125.5 (C-1' and C-1"), 145.6 (C-7′ and C-7″), 145.6 (C-3′ and C-3″), 148.5 (C-4' and C-4"), 165.6 (C-9"), 166.1 (C-9'), 174.8 (C-7).…”

Section: The Structural Identification Of the Compoundsmentioning

confidence: 99%

Dicaffeoylquinic Acids from the Aerial Parts of Artemisia ciniformis Krasch. & Popov ex Poljakov

2019

View full text Add to dashboard Cite

Background: Artemisia ciniformis (A. ciniformis) belongs to the genus Artemisia and grows at northeast of Iran. The current phytochemical study was carried out on the most potent extract in cell-free antioxidant assays. Methods: Hydroethanolic extract of the aerial parts was fractionated using vacuum-liquid chromatography (VLC). The selected fraction from the previous cell-free antioxidant study was purified by semi-preparative HPLC. The structures of isolated compounds were identified using one- and two-dimensional NMR and ESIMS techniques. Results: Three identified compounds in this study were the known isomers of dicaffeoylquinic acid (DCQ), including 3,5- DCQ (isochlorogenic acid A), 3,4-DCQ (isochlorogenic acid B) and 4,5-DCQ (isochlorogenic acid C). Conclusion: The outstanding free radical scavenging potential in the hydroethanolic extract of A. ciniformis might be partly related to the presence of isochlorogenic acid derivatives.

show abstract

“…The injection-volume was 50 μL and the flow-rate was kept at 1.0 ml/min. The standardization of HS-r or HS-sd was carried out at 254 nm [7].…”

Section: Etrusca Extracts and Rp-hplc Standardizationmentioning

confidence: 99%

Phytochemical and Biological Evaluation of Ultrasound-Assisted Spray Dried Lonicera etrusca for Potential Management of Diabetes

Raafat¹,

Samy²

2018

Rec.Nat.Prod.

View full text Add to dashboard Cite

Honeysuckle or Lonicera etrusca is one of the important medicinal-plants that is traditionally-used as a potential antioxidant. The aim of this work was to make a phytochemical-evaluation of Lonicera etrusca ultrasound-assisted spray-dried extract versus conventional-method utilizing RP-HPLC aided-method in the potential management of diabetes. Ultrasound-assisted spray-drying (US-SD) is a new productive-technique aiming at increasing the efficiency and extract-yield in addition to short time of exposure to elevated temperature thus improving product stability. A bio-guided study utilizing RP-HPLC, 1 H and 13 C NMR methods indicated that the most active antidiabetic-compound was isochlorogenic acid (ICA). Diabetes measurement utilizing glucometers and HbA1c methods was applied. Serum-insulin levels and serum-catalase (CAT) was also monitored. The US-SD preserved time by 4 folds and with higher yield (ca. 20%) than the conventional method. The US-SD also had higher quality in US-SD honeysuckle (HS-sd) constituents than the conventional method as supported by RP-HPLC analysis. Rotary evaporated honeysuckle (HS-r) major peaks identified were; chlorogenic acid (38.6%), caffeic acid (5.8%), isochlorogenic acid (36.1%), luteolin-7-O-glucoside (3.3%), and quercetin (3.0%). HS-sd major peaks identified were; chlorogenic acid (40.5%), caffeic acid (6.4%), isochlorogenic acid (43.3%), luteolin-7-O-glucoside (3.5%), and quercetin (3.2%). HS-sd had significant (p˂0.05, n=7/group) antidiabetic-activity more than HS-r. HS-sd had more-significant dose-dependent increase in serum-insulin, CATlevels and body-weights more prominent than HS-r. Compared to conventional-methods, US-SD has shown to be time-conserving, efficient, and active-ingredients preserving method. The antidiabetic-potentials of HS-sd and ICA were probably mediated via the significant insulin-secretagogue effect and the attenuation glucose-provoked oxidative-stress.

show abstract

Isolation of isochlorogenic acid isomers in flower buds of Lonicera japonica by high-speed counter-current chromatography and preparative high performance liquid chromatography

Cited by 33 publications

References 9 publications

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

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

Dicaffeoylquinic Acids from the Aerial Parts of Artemisia ciniformis Krasch. & Popov ex Poljakov

Phytochemical and Biological Evaluation of Ultrasound-Assisted Spray Dried Lonicera etrusca for Potential Management of Diabetes

Contact Info

Product

Resources

About