Cargando…

Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity

In this study, the extraction efficiency of natural deep eutectic solvents (NADES) based on choline chloride as a hydrogen bond acceptor (HBA) and five different hydrogen bond donors (HBD; lactic acid, 1,4-butanediol, 1,2-propanediol, fructose and urea) was evaluated for the first time for the isola...

Descripción completa

Detalles Bibliográficos
Autores principales: Ivanović, Milena, Grujić, Dragana, Cerar, Janez, Islamčević Razboršek, Maša, Topalić-Trivunović, Ljiljana, Savić, Aleksandar, Kočar, Drago, Kolar, Mitja
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9027353/
https://www.ncbi.nlm.nih.gov/pubmed/35453409
http://dx.doi.org/10.3390/antiox11040724
_version_ 1784691341745192960
author Ivanović, Milena
Grujić, Dragana
Cerar, Janez
Islamčević Razboršek, Maša
Topalić-Trivunović, Ljiljana
Savić, Aleksandar
Kočar, Drago
Kolar, Mitja
author_facet Ivanović, Milena
Grujić, Dragana
Cerar, Janez
Islamčević Razboršek, Maša
Topalić-Trivunović, Ljiljana
Savić, Aleksandar
Kočar, Drago
Kolar, Mitja
author_sort Ivanović, Milena
collection PubMed
description In this study, the extraction efficiency of natural deep eutectic solvents (NADES) based on choline chloride as a hydrogen bond acceptor (HBA) and five different hydrogen bond donors (HBD; lactic acid, 1,4-butanediol, 1,2-propanediol, fructose and urea) was evaluated for the first time for the isolation of valuable bioactive compounds from Achillea millefolium L. The phytochemical profiles of NADES extracts obtained after ultrasound-assisted extraction were evaluated both spectrophotometrically (total phenolic content (TPC) and antioxidant assays) and chromatographically (UHPLC-MS and HPLC-UV). The results were compared with those obtained with 80% ethanol, 80% methanol, and water. The highest TPC value was found in the lactic acid-based NADES (ChCl-LA), which correlated with the highest antioxidant activity determined by the FRAP analysis. On the other hand, the highest antiradical potential against ABTS(+•) was determined for urea-based NADES. Phenolic acids (chlorogenic acid and dicaffeoylquinic acid isomers), flavones (luteolin and apigenin), and their corresponding glucosides were determined as the dominant individual phenolic compounds in all extracts. The antibacterial and antifungal properties of the extracts obtained against four bacterial cultures and two yeasts were evaluated using two methods: the agar dilution method to obtain the minimum inhibitory concentration (MIC) and the minimum bactericidal or fungicidal concentration (MBC or MFC), and the disc diffusion method. ChCl-LA had the lowest MIC and MBC/MFC with respect to all microorganisms, with an MIC ranging from 0.05 mg mL(−1) to 0.8 mg mL(−1), while the water extract had the weakest inhibitory activity with MIC and MBC/MFC higher than 3.2 mg mL(−1).
format Online
Article
Text
id pubmed-9027353
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-90273532022-04-23 Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity Ivanović, Milena Grujić, Dragana Cerar, Janez Islamčević Razboršek, Maša Topalić-Trivunović, Ljiljana Savić, Aleksandar Kočar, Drago Kolar, Mitja Antioxidants (Basel) Article In this study, the extraction efficiency of natural deep eutectic solvents (NADES) based on choline chloride as a hydrogen bond acceptor (HBA) and five different hydrogen bond donors (HBD; lactic acid, 1,4-butanediol, 1,2-propanediol, fructose and urea) was evaluated for the first time for the isolation of valuable bioactive compounds from Achillea millefolium L. The phytochemical profiles of NADES extracts obtained after ultrasound-assisted extraction were evaluated both spectrophotometrically (total phenolic content (TPC) and antioxidant assays) and chromatographically (UHPLC-MS and HPLC-UV). The results were compared with those obtained with 80% ethanol, 80% methanol, and water. The highest TPC value was found in the lactic acid-based NADES (ChCl-LA), which correlated with the highest antioxidant activity determined by the FRAP analysis. On the other hand, the highest antiradical potential against ABTS(+•) was determined for urea-based NADES. Phenolic acids (chlorogenic acid and dicaffeoylquinic acid isomers), flavones (luteolin and apigenin), and their corresponding glucosides were determined as the dominant individual phenolic compounds in all extracts. The antibacterial and antifungal properties of the extracts obtained against four bacterial cultures and two yeasts were evaluated using two methods: the agar dilution method to obtain the minimum inhibitory concentration (MIC) and the minimum bactericidal or fungicidal concentration (MBC or MFC), and the disc diffusion method. ChCl-LA had the lowest MIC and MBC/MFC with respect to all microorganisms, with an MIC ranging from 0.05 mg mL(−1) to 0.8 mg mL(−1), while the water extract had the weakest inhibitory activity with MIC and MBC/MFC higher than 3.2 mg mL(−1). MDPI 2022-04-06 /pmc/articles/PMC9027353/ /pubmed/35453409 http://dx.doi.org/10.3390/antiox11040724 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ivanović, Milena
Grujić, Dragana
Cerar, Janez
Islamčević Razboršek, Maša
Topalić-Trivunović, Ljiljana
Savić, Aleksandar
Kočar, Drago
Kolar, Mitja
Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title_full Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title_fullStr Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title_full_unstemmed Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title_short Extraction of Bioactive Metabolites from Achillea millefolium L. with Choline Chloride Based Natural Deep Eutectic Solvents: A Study of the Antioxidant and Antimicrobial Activity
title_sort extraction of bioactive metabolites from achillea millefolium l. with choline chloride based natural deep eutectic solvents: a study of the antioxidant and antimicrobial activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9027353/
https://www.ncbi.nlm.nih.gov/pubmed/35453409
http://dx.doi.org/10.3390/antiox11040724
work_keys_str_mv AT ivanovicmilena extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT grujicdragana extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT cerarjanez extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT islamcevicrazborsekmasa extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT topalictrivunovicljiljana extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT savicaleksandar extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT kocardrago extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity
AT kolarmitja extractionofbioactivemetabolitesfromachilleamillefoliumlwithcholinechloridebasednaturaldeepeutecticsolventsastudyoftheantioxidantandantimicrobialactivity