Combination of Sea Sand Disruption Method and Ion-Pair Solid-Phase Extraction for Effective Isolation and Purification of Chlorogenic Acid from Plants Prior to the HPLC Determination

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2022 Sep 9

PMID 36080367

Authors

Dorota Wianowska

Affiliations

Soon will be listed here.

Abstract

Chlorogenic acid (CQA) is one of phenolics commonly found in higher plants, possessing numerous health-promoting effects on humans. Unfortunately, it is easily degraded/transformed into other substances during extraction. Therefore, its reliable analysis requires a special approach that does not involve high temperatures. This paper presents a very simple method of CQA isolation using the sea sand disruption method with subsequent purification of the extract using the ion-pair solid-phase extraction process, followed by HPLC-DAD detection. It was found that control of the ion pairing reagent concentration and sample pH is crucial to improve purification, and that the best results, with recovery exceeding 98%, were obtained for 0.05 M tetrabutylammonium bisulfate at pH 7 when the ion pairs were formed directly in the extract and eluted from the C18 sorbent using an acidified methanol-water mixture. The practical potential of the developed procedure was verified by using it for CQA isolation from different plants. The approach represents one of the contemporary analytical trends and current advances in the solid phase extraction, in which several sorption extraction techniques are combined to ensure high-quality analytical results.

Citing Articles

Analytics, Properties and Applications of Biologically Active Stilbene Derivatives.

Kluska M, Jablonska J, Prukala W Molecules. 2023; 28(11).

PMID: 37298957 PMC: 10254445. DOI: 10.3390/molecules28114482.

References

Xue M, Shi H, Zhang J, Liu Q, Guan J, Zhang J . Stability and Degradation of Caffeoylquinic Acids under Different Storage Conditions Studied by High-Performance Liquid Chromatography with Photo Diode Array Detection and High-Performance Liquid Chromatography with Electrospray Ionization.... Molecules. 2016; 21(7). PMC: 6274215. DOI: 10.3390/molecules21070948. View

Hu Z, Chen D, Dong L, Southerland W . Prediction of the interaction of HIV-1 integrase and its dicaffeoylquinic acid inhibitor through molecular modeling approach. Ethn Dis. 2010; 20(1 Suppl 1):S1-45-9. PMC: 3089943. View

Wianowska D, Typek R, Dawidowicz A . How to eliminate the formation of chlorogenic acids artefacts during plants analysis? Sea sand disruption method (SSDM) in the HPLC analysis of chlorogenic acids and their native derivatives in plants. Phytochemistry. 2015; 117:489-499. DOI: 10.1016/j.phytochem.2015.07.006. View

Galati G, OBrien P . Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties. Free Radic Biol Med. 2004; 37(3):287-303. DOI: 10.1016/j.freeradbiomed.2004.04.034. View

Ludwig I, Clifford M, Lean M, Ashihara H, Crozier A . Coffee: biochemistry and potential impact on health. Food Funct. 2014; 5(8):1695-717. DOI: 10.1039/c4fo00042k. View

Farah A, de Paulis T, Trugo L, Martin P . Effect of roasting on the formation of chlorogenic acid lactones in coffee. J Agric Food Chem. 2005; 53(5):1505-13. DOI: 10.1021/jf048701t. View

Kojima M, Matsui N, Tsunoi S, Tanaka M . Ion-pair solid-phase extractive derivatization of 4-alkylphenols with pentafluoropyridine for gas chromatography-mass spectrometry. J Chromatogr A. 2005; 1078(1-2):1-6. DOI: 10.1016/j.chroma.2005.01.103. View

Judak P, Polet M, Van Eenoo P, Benoit A, Buisson C, Deventer K . Peptide enrichment by ion-pair solid-phase extraction. J Chromatogr B Analyt Technol Biomed Life Sci. 2019; 1121:89-95. DOI: 10.1016/j.jchromb.2019.05.015. View

Wianowska D, Dawidowicz A . Can matrix solid phase dispersion (MSPD) be more simplified? Application of solventless MSPD sample preparation method for GC-MS and GC-FID analysis of plant essential oil components. Talanta. 2016; 151:179-182. DOI: 10.1016/j.talanta.2016.01.019. View

10.

Clifford M, Jaganath I, Ludwig I, Crozier A . Chlorogenic acids and the acyl-quinic acids: discovery, biosynthesis, bioavailability and bioactivity. Nat Prod Rep. 2017; 34(12):1391-1421. DOI: 10.1039/c7np00030h. View

11.

Hemmerle H, Burger H, Below P, Schubert G, Rippel R, Schindler P . Chlorogenic acid and synthetic chlorogenic acid derivatives: novel inhibitors of hepatic glucose-6-phosphate translocase. J Med Chem. 1997; 40(2):137-45. DOI: 10.1021/jm9607360. View

12.

Koseoglu Yilmaz P, Kolak U . SPE-HPLC Determination of Chlorogenic and Phenolic Acids in Coffee. J Chromatogr Sci. 2017; 55(7):712-718. DOI: 10.1093/chromsci/bmx025. View

13.

Dawidowicz A, Wianowska D, Rado E . Matrix solid-phase dispersion with sand in chromatographic analysis of essential oils in herbs. Phytochem Anal. 2010; 22(1):51-8. DOI: 10.1002/pca.1250. View

14.

Dawidowicz A, Wianowska D . Application of the MSPD technique for the HPLC analysis of rutin in Sambucus nigra L.: the linear correlation of the matrix solid-phase dispersion process. J Chromatogr Sci. 2009; 47(10):914-8. DOI: 10.1093/chromsci/47.10.914. View

15.

Carson M . Ion-pair solid-phase extraction. J Chromatogr A. 2000; 885(1-2):343-50. DOI: 10.1016/s0021-9673(00)00471-4. View

16.

Saradhi U, Prabhakar S, Reddy T, Vairamani M . Ion-pair solid-phase extraction and gas chromatography-mass spectrometric determination of acidic hydrolysis products of chemical warfare agents from aqueous samples. J Chromatogr A. 2006; 1129(1):9-13. DOI: 10.1016/j.chroma.2006.06.080. View

17.

Dawidowicz A, Typek R . Thermal transformation of trans-5-O-caffeoylquinic acid (trans-5-CQA) in alcoholic solutions. Food Chem. 2014; 167:52-60. DOI: 10.1016/j.foodchem.2014.06.086. View

18.

Furrer A, Cladis D, Kurilich A, Manoharan R, Ferruzzi M . Changes in phenolic content of commercial potato varieties through industrial processing and fresh preparation. Food Chem. 2016; 218:47-55. DOI: 10.1016/j.foodchem.2016.08.126. View

19.

Dawidowicz A, Czapczynska N, Wianowska D . Relevance of the Sea Sand Disruption Method (SSDM) for the biometrical differentiation of the essential-oil composition from conifers. Chem Biodivers. 2013; 10(2):241-50. DOI: 10.1002/cbdv.201200001. View

20.

Wianowska D, Typek R, Dawidowicz A . Chlorogenic acid stability in pressurized liquid extraction conditions. J AOAC Int. 2015; 98(2):415-21. DOI: 10.5740/jaoacint.14-200. View