HPLC-DAD-ESI-QTOF-MS Determination of Bioactive Compounds and Antioxidant Activity Comparison of the Hydroalcoholic and Water Extracts from Two Species

Overview

Journal Metabolites

Publisher MDPI

Date 2020 Oct 15

PMID 33053777

Citations 29

Authors

Katja Kramberger

Darja Barlic-Maganja

Dunja Bandelj

Alenka Baruca Arbeiter

Kelly Peeters

Ana Miklavcic Visnjevec

Zala Jenko Praznikar

Affiliations

Soon will be listed here.

Abstract

Mediterranean plant represents a rich source of versatile bioactive compounds with potential benefits for human health. Despite extensive research on the plant's active constituents, little attention has yet been paid to characterizing the relationship between its intra-specific genetic diversity and metabolite profile. The study aimed to determine metabolic profile of ssp. () and ssp. () cultivated on the experimental plantation in Slovenia and to compare the chemical composition of extracts regarding the solvent extraction process. Extracts were prepared upon conventional extract preparation procedures: maceration with 50 % methanol or ethanol and cold or hot water infusion and analyzed using High Performance Liquid Chromatography-Diode Array Detection-Electrospray Ionization-Quadrupole Time-of-Flight-Mass Spectrometry (HPLC-DAD-ESI-QTOF-MS). One hundred compounds were identified in the samples, among them several isomers and derivatives were reported for the first time, while caffeoylquinic acids and pyrones were the most abundant. Semi-quantitative comparison revealed that the extraction procedure had a greater impact on the chemical profile than genetic variability. All extracts showed a higher total phenolic content compared to , while the antioxidant potential evaluated by 1,1-diphenyl-2-picrylhydrazil test was not proportionally higher. In addition, hot water extracts proved to be comparably active as alcoholic ones, confirming high commercial potential of as herbal functional beverages.

Citing Articles

Recovery of Bioactive Compounds from the Biomass of Aromatic Plants After Distillation Using NADES: A Sustainable Alternative Extraction Method.

Truzzi E, Bertelli D, Catellani B, Jazi D, Benvenuti S Molecules. 2025; 30(5).

PMID: 40076343 PMC: 11901988. DOI: 10.3390/molecules30051120.

Unveiling the neuroprotective potential of Ipomoea carnea ethanol extract via the modulation of tau and β-secretase pathways in AlCl-induced memory impairment in rats in relation to its phytochemical profiling.

El-Kashak W, Essa A, Abdelhameed M, Ahmed Y, Abd Elkarim A, Elghonemy M Inflammopharmacology. 2025; .

PMID: 40072673 DOI: 10.1007/s10787-025-01687-0.

A Comparative Phytochemical Investigation of the Greek Members of the Genus Mill., with Emphasis on the Local Endemic Boiss and Orph.

Samanidis I, Krigas N, Athanasiadis V, Makrygiannis I, Mantiniotou M, Lalas S Plants (Basel). 2025; 14(2).

PMID: 39861582 PMC: 11769484. DOI: 10.3390/plants14020229.

Formulating a Horseradish Extract in Phospholipid Vesicles to Target the Skin.

De Luca M, Casula L, Tuberoso C, Pons R, Moran M, Garcia M Pharmaceutics. 2025; 16(12.

PMID: 39771487 PMC: 11728762. DOI: 10.3390/pharmaceutics16121507.

Cognitive-enhancing effect of fruit on scopolamine-induced cognitive impairment in rats: metabolite profiling, , and investigations.

Hussein H, Abdel Kawy M, Eltanany B, Pont L, Benavente F, Fayez A RSC Adv. 2024; 14(54):40267-40286.

PMID: 39717818 PMC: 11664333. DOI: 10.1039/d4ra06991a.

References

Sala A, Recio M, Giner R, Manez S, Rios J . New acetophenone glucosides isolated from extracts of Helichrysum italicum with antiinflammatory activity. J Nat Prod. 2001; 64(10):1360-2. DOI: 10.1021/np010125x. View

Takenaka M, Yan X, Ono H, Yoshida M, Nagata T, Nakanishi T . Caffeic acid derivatives in the roots of yacon (Smallanthus sonchifolius). J Agric Food Chem. 2003; 51(3):793-6. DOI: 10.1021/jf020735i. View

Jaiswal R, Kuhnert N . How to identify and discriminate between the methyl quinates of chlorogenic acids by liquid chromatography-tandem mass spectrometry. J Mass Spectrom. 2011; 46(3):269-81. DOI: 10.1002/jms.1889. View

Antunes Viegas D, Palmeira-de-Oliveira A, Salgueiro L, Martinez-de-Oliveira J, Palmeira-de-Oliveira R . Helichrysum italicum: from traditional use to scientific data. J Ethnopharmacol. 2013; 151(1):54-65. DOI: 10.1016/j.jep.2013.11.005. View

Jaiswal R, Muller H, Muller A, Karar M, Kuhnert N . Identification and characterization of chlorogenic acids, chlorogenic acid glycosides and flavonoids from Lonicera henryi L. (Caprifoliaceae) leaves by LC-MSn. Phytochemistry. 2014; 108:252-63. DOI: 10.1016/j.phytochem.2014.08.023. View

Taglialatela-Scafati O, Pollastro F, Chianese G, Minassi A, Gibbons S, Arunotayanun W . Antimicrobial phenolics and unusual glycerides from Helichrysum italicum subsp. microphyllum. J Nat Prod. 2012; 76(3):346-53. DOI: 10.1021/np3007149. View

Baeza G, Sarria B, Bravo L, Mateos R . Exhaustive Qualitative LC-DAD-MS Analysis of Arabica Green Coffee Beans: Cinnamoyl-glycosides and Cinnamoylshikimic Acids as New Polyphenols in Green Coffee. J Agric Food Chem. 2016; 64(51):9663-9674. DOI: 10.1021/acs.jafc.6b04022. View

Molnar M, Jerkovic I, Suknovic D, Bilic Rajs B, Aladic K, Subaric D . Screening of Six Medicinal Plant Extracts Obtained by Two Conventional Methods and Supercritical CO₂ Extraction Targeted on Coumarin Content, 2,2-Diphenyl-1-picrylhydrazyl Radical Scavenging Capacity and Total Phenols Content. Molecules. 2017; 22(3). PMC: 6155378. DOI: 10.3390/molecules22030348. View

Maksimovic S, Tadic V, Skala D, Zizovic I . Separation of phytochemicals from Helichrysum italicum: An analysis of different isolation techniques and biological activity of prepared extracts. Phytochemistry. 2017; 138:9-28. DOI: 10.1016/j.phytochem.2017.01.001. View

10.

Lin H, Zhu H, Tan J, Wang H, Wang Z, Li P . Comparative Analysis of Chemical Constituents of Leaves from China and India by Ultra-Performance Liquid Chromatography Coupled with Quadrupole-Time-Of-Flight Mass Spectrometry. Molecules. 2019; 24(5). PMC: 6429208. DOI: 10.3390/molecules24050942. View

11.

Li Z, Guo H, Xu W, Ge J, Li X, Alimu M . Rapid Identification of Flavonoid Constituents Directly from PTP1B Inhibitive Extract of Raspberry (Rubus idaeus L.) Leaves by HPLC-ESI-QTOF-MS-MS. J Chromatogr Sci. 2016; 54(5):805-10. PMC: 4890459. DOI: 10.1093/chromsci/bmw016. View

12.

Appendino G, Ottino M, Marquez N, Bianchi F, Giana A, Ballero M . Arzanol, an anti-inflammatory and anti-HIV-1 phloroglucinol alpha-Pyrone from Helichrysum italicum ssp. microphyllum. J Nat Prod. 2007; 70(4):608-12. DOI: 10.1021/np060581r. View

13.

Goncalves S, Moreira E, Grosso C, Andrade P, Valentao P, Romano A . Phenolic profile, antioxidant activity and enzyme inhibitory activities of extracts from aromatic plants used in Mediterranean diet. J Food Sci Technol. 2017; 54(1):219-227. PMC: 5305718. DOI: 10.1007/s13197-016-2453-z. View

14.

Manach C, Scalbert A, Morand C, Remesy C, Jimenez L . Polyphenols: food sources and bioavailability. Am J Clin Nutr. 2004; 79(5):727-47. DOI: 10.1093/ajcn/79.5.727. View

15.

Clifford M, Knight S, Kuhnert N . Discriminating between the six isomers of dicaffeoylquinic acid by LC-MS(n). J Agric Food Chem. 2005; 53(10):3821-32. DOI: 10.1021/jf050046h. View

16.

Miklavcic Visnjevec A, Baker P, Charlton A, Preskett D, Peeters K, Tavzes C . Developing an Olive Biorefinery in Slovenia: Analysis of Phenolic Compounds Found in Olive Mill Pomace and Wastewater. Molecules. 2020; 26(1). PMC: 7792767. DOI: 10.3390/molecules26010007. View

17.

Wollenweber E, Christ M, Dunstan R, Roitman J, Stevens J . Exudate flavonoids in some Gnaphalieae and Inuleae (Asteraceae). Z Naturforsch C J Biosci. 2005; 60(9-10):671-8. DOI: 10.1515/znc-2005-9-1003. View

18.

Hussain F, Jahan N, Rahman K, Sultana B, Jamil S . Identification of Hypotensive Biofunctional Compounds of and Evaluation of Their Angiotensin-Converting Enzyme (ACE) Inhibition Potential. Oxid Med Cell Longev. 2018; 2018:4643736. PMC: 6276458. DOI: 10.1155/2018/4643736. View

19.

Ncube E, Mhlongo M, Piater L, Steenkamp P, Dubery I, Madala N . Analyses of chlorogenic acids and related cinnamic acid derivatives from Nicotiana tabacum tissues with the aid of UPLC-QTOF-MS/MS based on the in-source collision-induced dissociation method. Chem Cent J. 2014; 8(1):66. PMC: 4242998. DOI: 10.1186/s13065-014-0066-z. View

20.

Clifford M, Wu W, Kirkpatrick J, Kuhnert N . Profiling the chlorogenic acids and other caffeic acid derivatives of herbal chrysanthemum by LC-MSn. J Agric Food Chem. 2007; 55(3):929-36. DOI: 10.1021/jf062314x. View